tryptophan 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
2780 73-22-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • L-Tryptophan
  • tryptophan
  • tryptophane
  • L-Tryptophane
An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.
  • Molecular weight: 204.23
  • Formula: C11H12N2O2
  • CLOGP: -1.57
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 3
  • TPSA: 79.11
  • ALOGS: -2.18
  • ROTB: 3

Drug dosage:

None

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 -0.600 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.794 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 0.347 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 0.891 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 68.230 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 66.870 % High 1
herg hERG pIC50 4.760 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 2.143 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 3.467 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 82.680 % High 1
kinase-safety-class ACVR2A,ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,DYRK1B,EIF2AK3,ERBB2,GRK2,ITK,MAP2K6,MAP3K21,MAPK10,MAPK7,NTRK2,PDK1,PDK2,PDK4,PIK3CB,PRKDC,SYK,TEK,TGFBR1 27
kinase-selectivity-class ACVR2B,AXL,BRAF,EIF2AK3,GRK2 5
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 1.459 High 1
mh-clint Mouse hepatocyte intrinsic clearance 2.317 High 1
mppb Mouse plasma protein binding (% unbound) 84 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 0.867 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 80.870 % High 1
rh-clint Rat hepatocyte intrinsic clearance 0.991 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 82.550 % High 1
rppb Rat plasma protein binding (% unbound) 81.260 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 826.038 uM High 1

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Foetal growth restriction 59.78 33.35 15 990 9365 90618077
Vascular malformation 53.91 33.35 9 996 743 90626699
Paranasal cyst 53.24 33.35 9 996 801 90626641
Mastoiditis 46.73 33.35 9 996 1661 90625781
Infantile apnoea 42.68 33.35 8 997 1279 90626163
Selective eating disorder 38.95 33.35 8 997 2045 90625397
Otitis media 35.47 33.35 9 996 5861 90621581

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Genital hypoaesthesia 40.74 32.41 6 433 237 42620659
Ejaculation failure 39.93 32.41 7 432 834 42620062

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Bronchial hyperreactivity 61.34 28.25 13 1330 3531 110584425
Vascular malformation 59.24 28.25 10 1333 804 110587152
Paranasal cyst 58.19 28.25 10 1333 894 110587062
Breast disorder 54.74 28.25 11 1332 2303 110585653
Mastoiditis 47.61 28.25 10 1333 2601 110585355
Serotonin syndrome 44.07 28.25 19 1324 59134 110528822
Genital hypoaesthesia 40.46 28.25 6 1337 209 110587747
Otitis media 37.15 28.25 10 1333 7466 110580490
Ejaculation failure 36.92 28.25 6 1337 382 110587574
Multiple drug therapy 31.87 28.25 9 1334 8005 110579951

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N06AX02 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Other antidepressants
MeSH PA D000928 Antidepressive Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D018687 Antidepressive Agents, Second-Generation
CHEBI has role CHEBI:27027 micronutrient
CHEBI has role CHEBI:35469 antidepressant
CHEBI has role CHEBI:50733 nutraceutical
CHEBI has role CHEBI:75771 mouse metabolite
CHEBI has role CHEBI:75772 <em>Saccharomyces cerevisiae </em> metabolite
CHEBI has role CHEBI:76924 plant metabolite
CHEBI has role CHEBI:76971 <em>Escherichia coli</em> metabolite
CHEBI has role CHEBI:77746 human metabolite
CHEBI has role CHEBI:83056 <em>Daphnia magna</em> metabolite

Related Drugs by ATC class:

N06AX Other antidepressants 28 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Classical phenylketonuria contraindication 7573000
Depressive disorder contraindication 35489007
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Schizophrenia contraindication 58214004 DOID:5419
Autoimmune disease contraindication 85828009
Eosinophilia myalgia syndrome contraindication 95416007 DOID:998




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.23 acidic
pKa2 13.4 acidic
pKa3 9.51 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Extracellular calcium-sensing receptor GPCR ALLOSTERIC MODULATOR Kd 4.40 IUPHAR
Myeloperoxidase Enzyme IC50 5.65 CHEMBL
Probable G-protein coupled receptor 139 GPCR AGONIST IC50 4.59 IUPHAR

External reference:

IDSource
4029345 VUID
N0000180301 NUI
4018677 VANDF
4029345 VANDF
C0041249 UMLSCUI
CHEBI:16828 CHEBI
TRP PDB_CHEM_ID
CHEMBL54976 ChEMBL_ID
DB00150 DRUGBANK_ID
D014364 MESH_DESCRIPTOR_UI
6305 PUBCHEM_CID
6173 INN_ID
8DUH1N11BX UNII
10898 RXNORM
12547 MMSL
237270 MMSL
48867 MMSL
NOCODE MMSL
d04732 MMSL
001438 NDDF
108952000 SNOMEDCT_US
54821000 SNOMEDCT_US
717 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
TrophAmine HUMAN PRESCRIPTION DRUG LABEL 20 0264-1933 SOLUTION 0.20 g INTRAVENOUS NDA 23 sections
Plenamine HUMAN PRESCRIPTION DRUG LABEL 17 0264-4500 SOLUTION 250 mg INTRAVENOUS ANDA 20 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-0180 INJECTION 144 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-0184 INJECTION 144 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-0188 INJECTION 144 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-0194 INJECTION 144 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-0198 INJECTION 108 mg INTRAVENOUS NDA 21 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 20 0338-0202 INJECTION 144 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 20 0338-0206 INJECTION 144 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 20 0338-0210 INJECTION 144 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 20 0338-0214 INJECTION 144 mg INTRAVENOUS NDA 20 sections
ProSol HUMAN PRESCRIPTION DRUG LABEL 17 0338-0499 INJECTION, SOLUTION 320 mg INTRAVENOUS NDA 21 sections
Clinisol HUMAN PRESCRIPTION DRUG LABEL 17 0338-0502 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 18 sections
Travasol HUMAN PRESCRIPTION DRUG LABEL 15 0338-0644 INJECTION 180 mg INTRAVENOUS NDA 20 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1089 INJECTION 77 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1091 INJECTION 77 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1099 INJECTION 90 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1101 INJECTION 90 mg INTRAVENOUS NDA 21 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1113 INJECTION 77 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1115 INJECTION 77 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1123 INJECTION 90 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1125 INJECTION 90 mg INTRAVENOUS NDA 20 sections
Premasol - sulfite-free (Amino Acid) HUMAN PRESCRIPTION DRUG LABEL 19 0338-1130 INJECTION, SOLUTION 0.20 g INTRAVENOUS ANDA 15 sections
Premasol - sulfite-free (Amino Acid) HUMAN PRESCRIPTION DRUG LABEL 19 0338-1131 INJECTION, SOLUTION 0.12 g INTRAVENOUS ANDA 15 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1133 INJECTION 77 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1134 INJECTION 77 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1137 INJECTION 90 mg INTRAVENOUS NDA 21 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1138 INJECTION 90 mg INTRAVENOUS NDA 21 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1142 INJECTION 50 mg INTRAVENOUS NDA 20 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1144 INJECTION 77 mg INTRAVENOUS NDA 20 sections