Stem definition | Drug id | CAS RN |
---|---|---|
diphenylmethyl piperazine derivatives | 749 | 82-92-8 |
Dose | Unit | Route |
---|---|---|
0.10 | g | O |
0.10 | g | P |
0.30 | g | R |
Property | Value | Reference |
---|---|---|
BDDCS (Biopharmaceutical Drug Disposition Classification System) | 1 | Benet LZ, Broccatelli F, Oprea TI |
S (Water solubility) | 8.70 mg/mL | Benet LZ, Broccatelli F, Oprea TI |
EoM (Fraction excreted unchanged in urine) | 0.50 % | Benet LZ, Broccatelli F, Oprea TI |
MRTD (Maximum Recommended Therapeutic Daily Dose) | 8.02 µM/kg/day | Contrera JF, Matthews EJ, Kruhlak NL, Benz RD |
Vd (Volume of distribution) | 16.50 L/kg | Lombardo F, Berellini G, Obach RS |
CL (Clearance) | 14.50 mL/min/kg | Lombardo F, Berellini G, Obach RS |
t_half (Half-life) | 13.53 hours | Lombardo F, Berellini G, Obach RS |
Date | Agency | Company | Orphan |
---|---|---|---|
None | FDA | GLAXOSMITHKLINE |
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 |
---|---|---|---|---|---|---|
Neutropenic sepsis | 230.95 | 21.45 | 89 | 9111 | 14560 | 53325306 |
Vomiting | 139.22 | 21.45 | 280 | 8920 | 496859 | 52843007 |
Pituitary tumour benign | 105.56 | 21.45 | 30 | 9170 | 1891 | 53337975 |
Mucosal inflammation | 99.63 | 21.45 | 72 | 9128 | 42712 | 53297154 |
Lower respiratory tract infection | 90.31 | 21.45 | 94 | 9106 | 90887 | 53248979 |
Hyperprolactinaemia | 89.43 | 21.45 | 30 | 9170 | 3285 | 53336581 |
Desmoplastic small round cell tumour | 68.30 | 21.45 | 14 | 9186 | 214 | 53339652 |
Abdominal pain | 63.95 | 21.45 | 138 | 9062 | 255765 | 53084101 |
Skull malformation | 56.66 | 21.45 | 13 | 9187 | 344 | 53339522 |
Secondary adrenocortical insufficiency | 52.94 | 21.45 | 16 | 9184 | 1250 | 53338616 |
Diarrhoea | 52.83 | 21.45 | 230 | 8970 | 625316 | 52714550 |
Constipation | 49.50 | 21.45 | 107 | 9093 | 198305 | 53141561 |
Spina bifida | 46.57 | 21.45 | 13 | 9187 | 767 | 53339099 |
Metastases to peritoneum | 46.22 | 21.45 | 18 | 9182 | 3017 | 53336849 |
Sepsis | 46.08 | 21.45 | 87 | 9113 | 146342 | 53193524 |
Neutropenia | 44.53 | 21.45 | 90 | 9110 | 159095 | 53180771 |
Rectal cancer metastatic | 43.79 | 21.45 | 10 | 9190 | 259 | 53339607 |
Liver function test abnormal | 42.92 | 21.45 | 47 | 9153 | 48024 | 53291842 |
Cerebral ventricle dilatation | 42.91 | 21.45 | 13 | 9187 | 1024 | 53338842 |
Perforation | 38.75 | 21.45 | 12 | 9188 | 1017 | 53338849 |
Agitation neonatal | 37.14 | 21.45 | 10 | 9190 | 515 | 53339351 |
Drug ineffective | 36.53 | 21.45 | 53 | 9147 | 817192 | 52522674 |
Ejection fraction decreased | 34.31 | 21.45 | 28 | 9172 | 19820 | 53320046 |
Ascites | 34.00 | 21.45 | 38 | 9162 | 39697 | 53300169 |
Adrenal insufficiency | 32.32 | 21.45 | 24 | 9176 | 14805 | 53325061 |
Vaginal discharge | 32.31 | 21.45 | 17 | 9183 | 5736 | 53334130 |
Thrombocytopenia | 31.38 | 21.45 | 72 | 9128 | 138655 | 53201211 |
Metastases to lymph nodes | 30.84 | 21.45 | 18 | 9182 | 7422 | 53332444 |
Skin candida | 30.14 | 21.45 | 10 | 9190 | 1057 | 53338809 |
Confusional state | 28.74 | 21.45 | 86 | 9114 | 194135 | 53145731 |
Lacrimation increased | 28.33 | 21.45 | 24 | 9176 | 17879 | 53321987 |
Acute kidney injury | 28.24 | 21.45 | 102 | 9098 | 253766 | 53086100 |
Poor feeding infant | 28.22 | 21.45 | 7 | 9193 | 260 | 53339606 |
Asthenia | 28.21 | 21.45 | 12 | 9188 | 343578 | 52996288 |
Genital rash | 28.13 | 21.45 | 8 | 9192 | 505 | 53339361 |
Developmental hip dysplasia | 27.99 | 21.45 | 10 | 9190 | 1320 | 53338546 |
Petit mal epilepsy | 27.35 | 21.45 | 13 | 9187 | 3535 | 53336331 |
Hypomagnesaemia | 27.05 | 21.45 | 27 | 9173 | 24784 | 53315082 |
Anaphylactic reaction | 26.72 | 21.45 | 41 | 9159 | 58285 | 53281581 |
Lethargy | 26.35 | 21.45 | 39 | 9161 | 53721 | 53286145 |
Acquired cystic kidney disease | 26.08 | 21.45 | 5 | 9195 | 53 | 53339813 |
Drug hypersensitivity | 25.68 | 21.45 | 7 | 9193 | 265235 | 53074631 |
Inappropriate antidiuretic hormone secretion | 25.64 | 21.45 | 21 | 9179 | 14930 | 53324936 |
Hyponatraemia | 25.25 | 21.45 | 57 | 9143 | 108550 | 53231316 |
Oral herpes | 24.86 | 21.45 | 24 | 9176 | 21155 | 53318711 |
Pain | 24.44 | 21.45 | 40 | 9160 | 588358 | 52751508 |
Pyrexia | 24.34 | 21.45 | 135 | 9065 | 403058 | 52936808 |
Hypokalaemia | 23.95 | 21.45 | 52 | 9148 | 96465 | 53243401 |
Neuropathy peripheral | 23.81 | 21.45 | 54 | 9146 | 103133 | 53236733 |
Mouth ulceration | 23.31 | 21.45 | 27 | 9173 | 29299 | 53310567 |
Mania | 23.25 | 21.45 | 18 | 9182 | 11811 | 53328055 |
Colitis | 23.09 | 21.45 | 32 | 9168 | 41520 | 53298346 |
Naevus haemorrhage | 23.08 | 21.45 | 5 | 9195 | 101 | 53339765 |
Palpitations | 23.00 | 21.45 | 53 | 9147 | 102295 | 53237571 |
Foetal exposure during pregnancy | 22.77 | 21.45 | 29 | 9171 | 34686 | 53305180 |
Metastases to liver | 22.71 | 21.45 | 23 | 9177 | 21473 | 53318393 |
Tubulointerstitial nephritis | 21.86 | 21.45 | 20 | 9180 | 16484 | 53323382 |
Nausea | 21.80 | 21.45 | 212 | 8988 | 755879 | 52583987 |
Hiccups | 21.76 | 21.45 | 9 | 9191 | 1761 | 53338105 |
Periorbital cellulitis | 21.72 | 21.45 | 7 | 9193 | 675 | 53339191 |
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 |
---|---|---|---|---|---|---|
Neutropenic sepsis | 104.85 | 21.98 | 40 | 2795 | 12659 | 32498032 |
Vomiting | 58.46 | 21.98 | 86 | 2749 | 235471 | 32275220 |
Bruxism | 45.59 | 21.98 | 13 | 2822 | 1654 | 32509037 |
Dextrocardia | 44.20 | 21.98 | 8 | 2827 | 127 | 32510564 |
Febrile neutropenia | 43.93 | 21.98 | 53 | 2782 | 119513 | 32391178 |
Foetal alcohol syndrome | 43.04 | 21.98 | 8 | 2827 | 148 | 32510543 |
Dystonia | 36.38 | 21.98 | 18 | 2817 | 10605 | 32500086 |
Tongue disorder | 32.32 | 21.98 | 13 | 2822 | 4711 | 32505980 |
Duodenal perforation | 26.03 | 21.98 | 8 | 2827 | 1317 | 32509374 |
Malaise | 23.22 | 21.98 | 49 | 2786 | 177089 | 32333602 |
Source | Code | Description |
---|---|---|
ATC | R06AE03 | RESPIRATORY SYSTEM ANTIHISTAMINES FOR SYSTEMIC USE ANTIHISTAMINES FOR SYSTEMIC USE Piperazine derivatives |
ATC | R06AE53 | RESPIRATORY SYSTEM ANTIHISTAMINES FOR SYSTEMIC USE ANTIHISTAMINES FOR SYSTEMIC USE Piperazine derivatives |
CHEBI has role | CHEBI:35488 | CNS depressants |
CHEBI has role | CHEBI:36333 | local anaesthetics |
CHEBI has role | CHEBI:37955 | H1-receptor blockers |
CHEBI has role | CHEBI:48873 | Anticholinergika |
CHEBI has role | CHEBI:50919 | antiemetico |
MeSH PA | D000932 | Antiemetics |
MeSH PA | D002491 | Central Nervous System Agents |
MeSH PA | D005765 | Gastrointestinal Agents |
MeSH PA | D018494 | Histamine Agents |
MeSH PA | D006633 | Histamine Antagonists |
MeSH PA | D006634 | Histamine H1 Antagonists |
MeSH PA | D018377 | Neurotransmitter Agents |
MeSH PA | D018373 | Peripheral Nervous System Agents |
Disease | Relation | SNOMED_ID | DOID |
---|---|---|---|
Vasomotor rhinitis | indication | 8229003 | DOID:4730 |
Motion sickness | indication | 37031009 | DOID:2951 |
Cough | indication | 49727002 | |
Allergic rhinitis | indication | 61582004 | |
Nasal discharge | indication | 64531003 | |
Nasal congestion | indication | 68235000 | |
Sneezing | indication | 76067001 | |
Common cold | indication | 82272006 | DOID:10459 |
Seasonal allergic rhinitis | indication | 367498001 | |
Allergic conjunctivitis | indication | 473460002 | DOID:11204 |
Ocular hypertension | contraindication | 4210003 | DOID:9282 |
Dependent drug abuse | contraindication | 6525002 | |
Peptic ulcer | contraindication | 13200003 | DOID:750 |
Chronic disease of respiratory system | contraindication | 17097001 | |
Mood swings | contraindication | 18963009 | |
Myocardial infarction | contraindication | 22298006 | DOID:5844 |
Inflammatory bowel disease | contraindication | 24526004 | DOID:0050589 |
Ventricular tachycardia | contraindication | 25569003 | |
Hyperthyroidism | contraindication | 34486009 | DOID:7998 |
Acute hepatitis | contraindication | 37871000 | |
Hypertensive disorder | contraindication | 38341003 | DOID:10763 |
Disorder of gallbladder | contraindication | 39621005 | DOID:0060262 |
Hypothyroidism | contraindication | 40930008 | DOID:1459 |
Conduction disorder of the heart | contraindication | 44808001 | |
Low blood pressure | contraindication | 45007003 | |
Chronic heart failure | contraindication | 48447003 | |
Bradycardia | contraindication | 48867003 | |
Acidosis | contraindication | 51387008 | |
Coronary arteriosclerosis | contraindication | 53741008 | DOID:3393 |
Arterial thrombosis | contraindication | 65198009 | |
Drug AND/OR toxin-induced diarrhea | contraindication | 65979008 | |
Substance abuse | contraindication | 66214007 | |
Benign intracranial hypertension | contraindication | 68267002 | DOID:11459 |
Arteriosclerotic vascular disease | contraindication | 72092001 | |
Diabetes mellitus | contraindication | 73211009 | DOID:9351 |
Urethral stricture | contraindication | 76618002 | |
Decreased respiratory function | contraindication | 80954004 | |
Injury of head | contraindication | 82271004 | |
Chronic idiopathic constipation | contraindication | 82934008 | |
Epilepsy | contraindication | 84757009 | DOID:1826 |
Kidney disease | contraindication | 90708001 | DOID:557 |
Acute abdominal pain | contraindication | 116290004 | |
Procedure on urinary system | contraindication | 118677009 | |
Partial atrioventricular block | contraindication | 195039008 | |
Acute pancreatitis | contraindication | 197456007 | DOID:2913 |
Disease of liver | contraindication | 235856003 | DOID:409 |
Bladder outflow obstruction | contraindication | 236645006 | |
Telangiectasia disorder | contraindication | 247479008 | |
Benign prostatic hyperplasia | contraindication | 266569009 | |
Retention of urine | contraindication | 267064002 | |
Lesion of brain | contraindication | 301766008 | |
Primary adrenocortical insufficiency | contraindication | 373662000 | |
Adrenal cortical hypofunction | contraindication | 386584007 | DOID:10493 |
Operation on gastrointestinal tract | contraindication | 386621005 | |
Hypoxia | contraindication | 389086002 | |
Angle-closure glaucoma | contraindication | 392291006 | DOID:13550 |
Pseudomembranous enterocolitis | contraindication | 397683000 | |
Atrophoderma | contraindication | 399979006 | |
Peripheral vascular disease | contraindication | 400047006 | |
Disorder of coronary artery | contraindication | 414024009 | |
Central nervous system depression | contraindication | 418072004 | |
Ultrarapid metabolizer due to cytochrome p450 CYP2D6 variant | contraindication | 422681000 | |
Dysfunction of sphincter of Oddi | contraindication | 430887001 | |
Hypertensive urgency | contraindication | 443482000 | |
Acute exacerbation of asthma | contraindication | 708038006 |
Dissociation level | Dissociation constant | Type (acidic/basic) |
---|---|---|
pKa1 | 8.19 | Basic |
pKa2 | 3.88 | Basic |
None
None
Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
---|---|---|---|---|---|---|---|---|---|
Histamine H1 receptor | GPCR | ANTAGONIST | Ki | 8.35 | DRUG MATRIX | CHEMBL | |||
5-hydroxytryptamine receptor 2A | GPCR | Ki | 7.19 | DRUG MATRIX | |||||
5-hydroxytryptamine receptor 2B | GPCR | Ki | 6.62 | DRUG MATRIX | |||||
5-hydroxytryptamine receptor 2C | GPCR | Ki | 6.27 | DRUG MATRIX | |||||
D(3) dopamine receptor | GPCR | Ki | 5.99 | DRUG MATRIX | |||||
Muscarinic acetylcholine receptor M1 | GPCR | Ki | 6.79 | DRUG MATRIX | |||||
Muscarinic acetylcholine receptor M2 | GPCR | Ki | 6.39 | DRUG MATRIX | |||||
Muscarinic acetylcholine receptor M3 | GPCR | Ki | 6.80 | DRUG MATRIX | |||||
Muscarinic acetylcholine receptor M4 | GPCR | Ki | 6.92 | DRUG MATRIX | |||||
Muscarinic acetylcholine receptor M5 | GPCR | Ki | 6.34 | DRUG MATRIX | |||||
Sodium-dependent dopamine transporter | Transporter | Ki | 6.22 | DRUG MATRIX | |||||
Cytochrome P450 2D6 | Enzyme | IC50 | 5.21 | DRUG MATRIX | |||||
Alpha-1D adrenergic receptor | GPCR | Ki | 6.22 | DRUG MATRIX | |||||
Amine oxidase [flavin-containing] B | Enzyme | WOMBAT-PK | |||||||
Alpha-2A adrenergic receptor | GPCR | Ki | 6.24 | DRUG MATRIX | |||||
Alpha-1B adrenergic receptor | GPCR | Ki | 5.86 | DRUG MATRIX |
ID | Source |
---|---|
4019698 | VUID |
N0000147790 | NUI |
D02090 | KEGG_DRUG |
303-25-3 | SECONDARY_CAS_RN |
C0010547 | UMLSCUI |
CHEBI:3994 | CHEBI |
CHEMBL648 | ChEMBL_ID |
CHEMBL1200497 | ChEMBL_ID |
DB01176 | DRUGBANK_ID |
CHEMBL1324714 | ChEMBL_ID |
D003501 | MESH_DESCRIPTOR_UI |
6726 | PUBCHEM_CID |
7151 | IUPHAR_LIGAND_ID |
176 | INN_ID |
QRW9FCR9P2 | UNII |
155017 | RXNORM |
10014 | MMSL |
4516 | MMSL |
d00858 | MMSL |
003395 | NDDF |
003396 | NDDF |
003397 | NDDF |
10133003 | SNOMEDCT_US |
387491004 | SNOMEDCT_US |
396008000 | SNOMEDCT_US |
85354008 | SNOMEDCT_US |
4018771 | VANDF |
4018772 | VANDF |
4019698 | VANDF |
None