tryptophan indications/contra

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

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System

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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 exposure during pregnancy 646.73 36.01 163 1588 15388 3368720
Drug dependence 565.77 36.01 116 1635 4260 3379848
Accidental overdose 547.72 36.01 123 1628 6995 3377113
Overdose 507.97 36.01 160 1591 33818 3350290
Drug withdrawal syndrome neonatal 487.85 36.01 92 1659 2158 3381950
Parenteral nutrition associated liver disease 424.28 36.01 50 1701 0 3384108
Nicotine dependence 423.46 36.01 60 1691 191 3383917
Incorrect drug administration duration 346.75 36.01 74 1677 3267 3380841
Drug ineffective 317.15 36.01 160 1591 115930 3268178
Maternal exposure during breast feeding 274.80 36.01 52 1699 1228 3382880
Toxicity to various agents 272.31 36.01 110 1641 46944 3337164
Rheumatoid arthritis 258.66 36.01 80 1671 15558 3368550
Premature baby 185.05 36.01 52 1699 7201 3376907
Nausea 181.73 36.01 116 1635 129529 3254579
Myocardial stunning 154.23 36.01 20 1731 23 3384085
Drug hypersensitivity 147.68 36.01 66 1685 35614 3348494
Vomiting 134.59 36.01 84 1667 89447 3294661
Drug abuse 123.28 36.01 48 1703 18282 3365826
Pharyngitis 120.50 36.01 30 1721 2590 3381518
Shoulder arthroplasty 118.90 36.01 21 1730 330 3383778
Ear infection 117.70 36.01 31 1720 3348 3380760
Low birth weight baby 117.69 36.01 27 1724 1643 3382465
Treatment failure 114.36 36.01 35 1716 6489 3377619
Completed suicide 111.11 36.01 52 1699 31062 3353046
Drug abuser 104.76 36.01 27 1724 2676 3381432
Headache 103.24 36.01 72 1679 91908 3292200
Drug screen positive 98.35 36.01 24 1727 1904 3382204
Joint swelling 94.95 36.01 39 1712 17018 3367090
Foetal growth restriction 93.98 36.01 23 1728 1846 3382262
Intentional product misuse 91.51 36.01 35 1716 12666 3371442

Pharmacologic Action:

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SourceCodeDescription
ATC N06AX02 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Other antidepressants
MeSH PA D000928 Antidepressive Agents
MeSH PA D018687 Antidepressive Agents, Second-Generation
MeSH PA D002491 Central Nervous System Agents
MeSH PA D011619 Psychotropic Drugs

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Classical phenylketonuria contraindication 7573000
Depressive disorder contraindication 35489007 DOID:2848
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Schizophrenia contraindication 58214004
Autoimmune disease contraindication 85828009
Eosinophilia myalgia syndrome contraindication 95416007 DOID:998

Acid dissociation constants calculated using MoKa v3.0.0

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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:

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

External reference:

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IDSource
DB00150 DRUGBANK_ID
4029345 VUID
N0000180301 NUI
C0041249 UMLSCUI
717 IUPHAR_LIGAND_ID
CHEMBL54976 ChEMBL_ID
6305 PUBCHEM_CID
4018677 VANDF
NOCODE MMSL
48867 MMSL
d04732 MMSL
54821000 SNOMEDCT_US
108952000 SNOMEDCT_US
4029345 VANDF
N0000180301 NDFRT
N0000007056 NDFRT
N0000146988 NDFRT
10898 RXNORM
001438 NDDF
237270 MMSL
12547 MMSL
8DUH1N11BX UNII
6173 INN_ID
CHEBI:27897 CHEBI
D014364 MESH_DESCRIPTOR_UI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
NephrAmine HUMAN PRESCRIPTION DRUG LABEL 10 0264-1909 INJECTION, SOLUTION 0.20 g INTRAVENOUS NDA 13 sections
ProcalAmine HUMAN PRESCRIPTION DRUG LABEL 22 0264-1915 INJECTION 0.05 g INTRAVENOUS NDA 13 sections
Plenamine HUMAN PRESCRIPTION DRUG LABEL 17 0264-3200 SOLUTION 250 mg INTRAVENOUS ANDA 13 sections
Plenamine HUMAN PRESCRIPTION DRUG LABEL 17 0264-3205 SOLUTION 250 mg INTRAVENOUS ANDA 13 sections
FreAmine III HUMAN PRESCRIPTION DRUG LABEL 16 0264-9010 INJECTION, SOLUTION 0.15 g INTRAVENOUS NDA 13 sections
FreAmine III HUMAN PRESCRIPTION DRUG LABEL 16 0264-9011 INJECTION, SOLUTION 0.15 g INTRAVENOUS NDA 13 sections
TrophAmine HUMAN PRESCRIPTION DRUG LABEL 20 0264-9341 SOLUTION 0.20 g INTRAVENOUS NDA 12 sections
FreAmine HBC HUMAN PRESCRIPTION DRUG LABEL 15 0264-9350 INJECTION, SOLUTION 0.09 g INTRAVENOUS NDA 13 sections
TrophAmine HUMAN PRESCRIPTION DRUG LABEL 20 0264-9361 SOLUTION 0.12 g INTRAVENOUS NDA 12 sections
HepatAmine HUMAN PRESCRIPTION DRUG LABEL 16 0264-9371 INJECTION, SOLUTION 0.07 g INTRAVENOUS NDA 13 sections
ProSol HUMAN PRESCRIPTION DRUG LABEL 17 0338-0499 INJECTION, SOLUTION 320 mg INTRAVENOUS NDA 12 sections
Clinisol HUMAN PRESCRIPTION DRUG LABEL 17 0338-0502 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 11 sections
Travasol HUMAN PRESCRIPTION DRUG LABEL 15 0338-0644 INJECTION 180 mg INTRAVENOUS NDA 15 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1083 INJECTION 50 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1089 INJECTION 77 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1091 INJECTION 77 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1093 INJECTION 77 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1095 INJECTION 77 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1099 INJECTION 90 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 16 0338-1101 INJECTION 90 mg INTRAVENOUS NDA 14 sections
CLINIMIX HUMAN PRESCRIPTION DRUG LABEL 15 0338-1103 INJECTION 90 mg INTRAVENOUS NDA 14 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1107 INJECTION 50 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1109 INJECTION 50 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1113 INJECTION 77 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1115 INJECTION 77 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1119 INJECTION 77 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1123 INJECTION 90 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1125 INJECTION 90 mg INTRAVENOUS NDA 15 sections
CLINIMIX E HUMAN PRESCRIPTION DRUG LABEL 21 0338-1127 INJECTION 90 mg INTRAVENOUS NDA 15 sections
Premasol - sulfite-free (Amino Acid) HUMAN PRESCRIPTION DRUG LABEL 19 0338-1130 INJECTION, SOLUTION 0.20 g INTRAVENOUS ANDA 12 sections