Stem definition | Drug id | CAS RN |
---|---|---|
aromatic ring -CH(-OH)-CH2-NH-R | 1531 | 36894-69-6 |
Dose | Unit | Route |
---|---|---|
0.60 | g | O |
0.60 | g | P |
Property | Value | Reference |
---|---|---|
BDDCS (Biopharmaceutical Drug Disposition Classification System) | 1 | Benet LZ, Broccatelli F, Oprea TI |
S (Water solubility) | 16 mg/mL | Benet LZ, Broccatelli F, Oprea TI |
EoM (Fraction excreted unchanged in urine) | 2.50 % | Benet LZ, Broccatelli F, Oprea TI |
MRTD (Maximum Recommended Therapeutic Daily Dose) | 104.53 ยตM/kg/day | Contrera JF, Matthews EJ, Kruhlak NL, Benz RD |
BA (Bioavailability) | 25 % | Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H |
Vd (Volume of distribution) | 4.80 L/kg | Lombardo F, Berellini G, Obach RS |
CL (Clearance) | 23 mL/min/kg | Lombardo F, Berellini G, Obach RS |
fu (Fraction unbound in plasma) | 0.50 % | Lombardo F, Berellini G, Obach RS |
t_half (Half-life) | 4.40 hours | Lombardo F, Berellini G, Obach RS |
Date | Agency | Company | Orphan |
---|---|---|---|
Aug. 1, 1984 | FDA | CNTY LINE PHARMS |
MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
---|---|---|---|---|---|---|
Exposure during pregnancy | 155.26 | 15.88 | 120 | 5601 | 120895 | 50478508 |
Caesarean section | 102.59 | 15.88 | 45 | 5676 | 15594 | 50583809 |
Pre-eclampsia | 101.14 | 15.88 | 37 | 5684 | 8007 | 50591396 |
Premature delivery | 93.44 | 15.88 | 48 | 5673 | 23615 | 50575788 |
Premature baby | 86.58 | 15.88 | 42 | 5679 | 18295 | 50581108 |
Maternal exposure during pregnancy | 69.84 | 15.88 | 88 | 5633 | 159690 | 50439713 |
Foetal growth restriction | 56.55 | 15.88 | 23 | 5698 | 6604 | 50592799 |
Patent ductus arteriosus | 49.60 | 15.88 | 18 | 5703 | 3802 | 50595601 |
Premature labour | 44.47 | 15.88 | 23 | 5698 | 11453 | 50587950 |
Pregnancy | 43.69 | 15.88 | 32 | 5689 | 29545 | 50569858 |
Haemangioma congenital | 43.12 | 15.88 | 10 | 5711 | 429 | 50598974 |
Foetal exposure during pregnancy | 30.38 | 15.88 | 25 | 5696 | 27334 | 50572069 |
Low birth weight baby | 29.34 | 15.88 | 14 | 5707 | 5867 | 50593536 |
Hypotension | 28.48 | 15.88 | 74 | 5647 | 235395 | 50364008 |
Maternal drugs affecting foetus | 28.15 | 15.88 | 13 | 5708 | 5064 | 50594339 |
HELLP syndrome | 26.86 | 15.88 | 8 | 5713 | 911 | 50598492 |
Post transplant lymphoproliferative disorder | 24.04 | 15.88 | 11 | 5710 | 4193 | 50595210 |
Gestational diabetes | 23.41 | 15.88 | 13 | 5708 | 7452 | 50591951 |
Ultrasound uterus abnormal | 22.77 | 15.88 | 4 | 5717 | 40 | 50599363 |
Phaeochromocytoma | 22.44 | 15.88 | 6 | 5715 | 462 | 50598941 |
Foetal death | 22.30 | 15.88 | 13 | 5708 | 8167 | 50591236 |
Exomphalos | 21.45 | 15.88 | 6 | 5715 | 547 | 50598856 |
Dilatation intrahepatic duct acquired | 20.54 | 15.88 | 6 | 5715 | 639 | 50598764 |
Hypertension | 20.21 | 15.88 | 61 | 5660 | 211142 | 50388261 |
Hyperkalaemia | 18.61 | 15.88 | 25 | 5696 | 48064 | 50551339 |
Abortion spontaneous | 16.60 | 15.88 | 22 | 5699 | 41750 | 50557653 |
Cardiac arrest | 16.51 | 15.88 | 32 | 5689 | 83619 | 50515784 |
Blood pressure increased | 16.22 | 15.88 | 42 | 5679 | 133090 | 50466313 |
Frequent bowel movements | 16.04 | 15.88 | 13 | 5708 | 13905 | 50585498 |
MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
---|---|---|---|---|---|---|
Premature baby | 110.02 | 18.47 | 49 | 3377 | 17231 | 29553870 |
Foetal disorder | 72.10 | 18.47 | 17 | 3409 | 766 | 29570335 |
Low birth weight baby | 70.07 | 18.47 | 27 | 3399 | 6581 | 29564520 |
Foetal exposure during pregnancy | 66.52 | 18.47 | 44 | 3382 | 33823 | 29537278 |
Neutropenia neonatal | 64.36 | 18.47 | 15 | 3411 | 642 | 29570459 |
Foetal growth restriction | 45.74 | 18.47 | 17 | 3409 | 3749 | 29567352 |
Congenital oesophageal anomaly | 44.24 | 18.47 | 8 | 3418 | 93 | 29571008 |
Polyhydramnios | 31.62 | 18.47 | 7 | 3419 | 237 | 29570864 |
Maternal exposure during pregnancy | 30.45 | 18.47 | 13 | 3413 | 4110 | 29566991 |
Patent ductus arteriosus | 30.37 | 18.47 | 12 | 3414 | 3119 | 29567982 |
Anhedonia | 29.21 | 18.47 | 15 | 3411 | 7185 | 29563916 |
Neonatal respiratory distress | 26.38 | 18.47 | 7 | 3419 | 511 | 29570590 |
Newborn persistent pulmonary hypertension | 24.79 | 18.47 | 5 | 3421 | 107 | 29570994 |
Emotional distress | 24.72 | 18.47 | 17 | 3409 | 13878 | 29557223 |
Nephrogenic systemic fibrosis | 24.47 | 18.47 | 11 | 3415 | 3931 | 29567170 |
Injury | 24.16 | 18.47 | 19 | 3407 | 19027 | 29552074 |
Hypertension | 22.80 | 18.47 | 45 | 3381 | 116569 | 29454532 |
Fear | 22.73 | 18.47 | 14 | 3412 | 9490 | 29561611 |
Ventricular septal defect | 22.39 | 18.47 | 10 | 3416 | 3519 | 29567582 |
Neonatal cholestasis | 22.24 | 18.47 | 4 | 3422 | 45 | 29571056 |
Cardiac arrest | 21.75 | 18.47 | 37 | 3389 | 85554 | 29485547 |
Pyelocaliectasis | 21.12 | 18.47 | 7 | 3419 | 1102 | 29569999 |
Renal injury | 19.38 | 18.47 | 13 | 3413 | 10189 | 29560912 |
MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
---|---|---|---|---|---|---|
Exposure during pregnancy | 136.07 | 15.45 | 92 | 6970 | 77583 | 64414087 |
Caesarean section | 83.38 | 15.45 | 35 | 7027 | 11239 | 64480431 |
Pre-eclampsia | 80.48 | 15.45 | 29 | 7033 | 6202 | 64485468 |
Premature labour | 47.60 | 15.45 | 21 | 7041 | 7599 | 64484071 |
Maternal exposure during pregnancy | 43.44 | 15.45 | 53 | 7009 | 95831 | 64395839 |
Hypotension | 35.81 | 15.45 | 107 | 6955 | 380867 | 64110803 |
Hypertension | 33.58 | 15.45 | 82 | 6980 | 259179 | 64232491 |
Pregnancy | 32.43 | 15.45 | 23 | 7039 | 20842 | 64470828 |
Cardiac arrest | 31.87 | 15.45 | 59 | 7003 | 154005 | 64337665 |
Kidney transplant rejection | 28.77 | 15.45 | 16 | 7046 | 9495 | 64482175 |
Phaeochromocytoma | 25.88 | 15.45 | 7 | 7055 | 582 | 64491088 |
Premature delivery | 25.50 | 15.45 | 19 | 7043 | 18570 | 64473100 |
Anhedonia | 23.38 | 15.45 | 16 | 7046 | 13690 | 64477980 |
Foetal growth restriction | 22.14 | 15.45 | 8 | 7054 | 1722 | 64489948 |
Renal injury | 21.68 | 15.45 | 16 | 7046 | 15413 | 64476257 |
Nephrogenic systemic fibrosis | 20.85 | 15.45 | 11 | 7051 | 5881 | 64485789 |
Foetal death | 20.79 | 15.45 | 11 | 7051 | 5919 | 64485751 |
Bradycardia | 20.44 | 15.45 | 42 | 7020 | 118177 | 64373493 |
Dilatation intrahepatic duct acquired | 20.29 | 15.45 | 6 | 7056 | 688 | 64490982 |
HELLP syndrome | 20.25 | 15.45 | 6 | 7056 | 693 | 64490977 |
Mental status changes | 20.24 | 15.45 | 29 | 7033 | 61133 | 64430537 |
Fear | 19.92 | 15.45 | 17 | 7045 | 20154 | 64471516 |
Cerebrovascular accident | 19.37 | 15.45 | 45 | 7017 | 137538 | 64354132 |
Renal failure | 18.91 | 15.45 | 53 | 7009 | 181635 | 64310035 |
Myocardial infarction | 18.88 | 15.45 | 50 | 7012 | 165771 | 64325899 |
Abortion spontaneous | 18.57 | 15.45 | 18 | 7044 | 25125 | 64466545 |
Skin induration | 18.28 | 15.45 | 9 | 7053 | 4166 | 64487504 |
Premature baby | 17.21 | 15.45 | 8 | 7054 | 3264 | 64488406 |
Red blood cell schistocytes present | 17.16 | 15.45 | 5 | 7057 | 545 | 64491125 |
Angioedema | 17.15 | 15.45 | 27 | 7035 | 61794 | 64429876 |
Blood pressure increased | 16.66 | 15.45 | 49 | 7013 | 172503 | 64319167 |
Cerebral haemorrhage | 16.57 | 15.45 | 24 | 7038 | 51066 | 64440604 |
Cardiac failure congestive | 16.54 | 15.45 | 41 | 7021 | 130539 | 64361131 |
Emotional distress | 16.43 | 15.45 | 20 | 7042 | 36018 | 64455652 |
Coronary artery disease | 16.22 | 15.45 | 26 | 7036 | 60407 | 64431263 |
Malignant hypertension | 15.96 | 15.45 | 6 | 7056 | 1442 | 64490228 |
Post transplant lymphoproliferative disorder | 15.95 | 15.45 | 11 | 7051 | 9533 | 64482137 |
None
Source | Code | Description |
---|---|---|
ATC | C07AG01 | CARDIOVASCULAR SYSTEM BETA BLOCKING AGENTS BETA BLOCKING AGENTS Alpha and beta blocking agents |
ATC | C07BG01 | CARDIOVASCULAR SYSTEM BETA BLOCKING AGENTS BETA BLOCKING AGENTS AND THIAZIDES Alpha and beta blocking agents and thiazides |
ATC | C07CG01 | CARDIOVASCULAR SYSTEM BETA BLOCKING AGENTS BETA BLOCKING AGENTS AND OTHER DIURETICS Alpha and beta blocking agents and other diuretics |
FDA MoA | N0000000161 | Adrenergic beta-Antagonists |
FDA EPC | N0000175556 | beta-Adrenergic Blocker |
MeSH PA | D018663 | Adrenergic Agents |
MeSH PA | D058668 | Adrenergic alpha-1 Receptor Antagonists |
MeSH PA | D000317 | Adrenergic alpha-Antagonists |
MeSH PA | D018674 | Adrenergic Antagonists |
MeSH PA | D000319 | Adrenergic beta-Antagonists |
MeSH PA | D000959 | Antihypertensive Agents |
MeSH PA | D002317 | Cardiovascular Agents |
MeSH PA | D018377 | Neurotransmitter Agents |
MeSH PA | D018373 | Peripheral Nervous System Agents |
MeSH PA | D013566 | Sympathomimetics |
CHEBI has role | CHEBI:35530 | beta-adrenergic blockers |
CHEBI has role | CHEBI:35674 | antihypertensive drugs |
CHEBI has role | CHEBI:37890 | alpha-adrenergic receptor blockaders |
CHEBI has role | CHEBI:66991 | sympatholytic drug |
Disease | Relation | SNOMED_ID | DOID |
---|---|---|---|
Hypertensive disorder | indication | 38341003 | DOID:10763 |
Angina pectoris | off-label use | 194828000 | |
Pheochromocytoma Adjunct Therapy | off-label use | ||
Anuria | contraindication | 2472002 | DOID:2983 |
Bronchospasm | contraindication | 4386001 | |
Hypercholesterolemia | contraindication | 13644009 | |
Secondary angle-closure glaucoma | contraindication | 21571006 | |
Complete atrioventricular block | contraindication | 27885002 | |
Hypovolemia | contraindication | 28560003 | |
Dehydration | contraindication | 34095006 | |
Depressive disorder | contraindication | 35489007 | |
Hyperuricemia | contraindication | 35885006 | DOID:1920 |
Hypokalemia | contraindication | 43339004 | |
Low blood pressure | contraindication | 45007003 | |
Sinus bradycardia | contraindication | 49710005 | |
Systemic lupus erythematosus | contraindication | 55464009 | DOID:9074 |
Sympathectomy | contraindication | 57071006 | |
Hepatic failure | contraindication | 59927004 | |
Hypercalcemia | contraindication | 66931009 | DOID:12678 |
Hyperparathyroidism | contraindication | 66999008 | DOID:13543 |
Hypochloremic alkalosis | contraindication | 70134007 | |
Hepatic coma | contraindication | 72836002 | DOID:12550 |
Diabetes mellitus | contraindication | 73211009 | DOID:9351 |
Pulmonary emphysema | contraindication | 87433001 | |
Cardiogenic shock | contraindication | 89138009 | |
Hyponatremia | contraindication | 89627008 | |
Gout | contraindication | 90560007 | DOID:13189 |
Kidney disease | contraindication | 90708001 | DOID:557 |
Hypomagnesemia | contraindication | 190855004 | |
Partial atrioventricular block | contraindication | 195039008 | |
Decompensated cardiac failure | contraindication | 195111005 | |
Acute pancreatitis | contraindication | 197456007 | DOID:2913 |
Disease of liver | contraindication | 235856003 | DOID:409 |
Neonatal hyperbilirubinemia | contraindication | 281610001 | |
Intraoperative floppy iris syndrome | contraindication | 418801006 | |
Azotemia | contraindication | 445009001 |
None
None
Dissociation level | Dissociation constant | Type (acidic/basic) |
---|---|---|
pKa1 | 8.81 | acidic |
pKa2 | 12.65 | acidic |
pKa3 | 8.23 | Basic |
None
None
Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
---|---|---|---|---|---|---|---|---|---|
Beta-1 adrenergic receptor | GPCR | ANTAGONIST | Ki | 8.23 | DRUG MATRIX | CHEMBL | |||
Beta-2 adrenergic receptor | GPCR | ANTAGONIST | Ki | 7.96 | DRUG MATRIX | CHEMBL | |||
Sigma non-opioid intracellular receptor 1 | Membrane receptor | Ki | 6.12 | DRUG MATRIX | |||||
Sodium-dependent noradrenaline transporter | Transporter | Ki | 5.48 | DRUG MATRIX | |||||
5-hydroxytryptamine receptor 1A | GPCR | Ki | 6.65 | DRUG MATRIX | |||||
5-hydroxytryptamine receptor 2B | GPCR | Ki | 5.71 | DRUG MATRIX | |||||
Sodium-dependent dopamine transporter | Transporter | Ki | 5.89 | DRUG MATRIX | |||||
Cytochrome P450 2D6 | Enzyme | IC50 | 6.10 | DRUG MATRIX | |||||
Alpha-1D adrenergic receptor | GPCR | ANTAGONIST | Ki | 7.64 | DRUG MATRIX | ||||
Alpha-1B adrenergic receptor | GPCR | Ki | 6.49 | DRUG MATRIX | |||||
Alpha-1A adrenergic receptor | GPCR | IC50 | 7.24 | CHEMBL | |||||
5-hydroxytryptamine receptor 1A | GPCR | IC50 | 6.41 | CHEMBL | |||||
CAAX prenyl protease 1 | Enzyme | AC50 | 5.11 | CHEMBL | |||||
CAAX prenyl protease 2 | Enzyme | AC50 | 4.82 | CHEMBL |
ID | Source |
---|---|
4019797 | VUID |
N0000147886 | NUI |
D00600 | KEGG_DRUG |
32780-64-6 | SECONDARY_CAS_RN |
4018799 | VANDF |
4019797 | VANDF |
C0022860 | UMLSCUI |
CHEBI:6343 | CHEBI |
CHEMBL429 | ChEMBL_ID |
DB00598 | DRUGBANK_ID |
CHEMBL1200323 | ChEMBL_ID |
D007741 | MESH_DESCRIPTOR_UI |
3869 | PUBCHEM_CID |
7207 | IUPHAR_LIGAND_ID |
3941 | INN_ID |
R5H8897N95 | UNII |
202693 | RXNORM |
11828 | MMSL |
201477 | MMSL |
4950 | MMSL |
d00016 | MMSL |
001839 | NDDF |
004368 | NDDF |
372750000 | SNOMEDCT_US |
46547007 | SNOMEDCT_US |
50627005 | SNOMEDCT_US |
CHEMBL1204165 | ChEMBL_ID |
Product | Category | Ingredients | NDC | Form | Quantity | Route | Marketing | Label |
---|---|---|---|---|---|---|---|---|
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9320 | INJECTION | 5 mg | INTRAVENOUS | ANDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9363 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9363 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9364 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9364 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9365 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Sodium Chloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9365 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Dextrose | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9366 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol HCl in Dextrose | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9366 | INJECTION | 1 mg | INTRAVENOUS | NDA | 24 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9622 | INJECTION | 5 mg | INTRAVENOUS | ANDA | 23 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0143-9623 | INJECTION | 5 mg | INTRAVENOUS | ANDA | 23 sections |
Labetalol HCl | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0185-0010 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 23 sections |
Labetalol HCl | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0185-0117 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 23 sections |
Labetalol HCl | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0185-0118 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 23 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0409-2267 | INJECTION, SOLUTION | 5 mg | INTRAVENOUS | ANDA | 12 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0409-2339 | INJECTION, SOLUTION | 5 mg | INTRAVENOUS | ANDA | 12 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0591-0605 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 22 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0591-0606 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 22 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0591-0607 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 22 sections |
Labetalol HCL | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0615-8130 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 22 sections |
Labetalol HCL | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0615-8131 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 22 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0641-6252 | INJECTION | 5 mg | INTRAVENOUS | NDA | 26 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-5928 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 22 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-5929 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 22 sections |
Labetalol hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-5930 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 22 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-7109 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 19 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-7110 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 19 sections |
Labetalol Hydrochloride | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0904-7111 | TABLET, FILM COATED | 300 mg | ORAL | ANDA | 19 sections |
Labetalol | HUMAN PRESCRIPTION DRUG LABEL | 1 | 10135-641 | TABLET, FILM COATED | 100 mg | ORAL | ANDA | 23 sections |
Labetalol | HUMAN PRESCRIPTION DRUG LABEL | 1 | 10135-642 | TABLET, FILM COATED | 200 mg | ORAL | ANDA | 23 sections |