aminopterin indications/contra

Stem definitionDrug idCAS RN
folic acid analogues 21 54-62-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • 4-aminofolic acid
  • Aminofolic acid, 4-
  • aminopterin
  • aminopterine
  • pteramina
  • aminopterin sodium
A folic acid derivative used as a rodenticide that has been shown to be teratogenic.
  • Molecular weight: 440.42
  • Formula: C19H20N8O5
  • CLOGP: -1.36
  • LIPINSKI: 2
  • HAC: 13
  • HDO: 6
  • TPSA: 219.33
  • ALOGS: -3.62
  • ROTB: 9

Drug dosage:

None

Approvals:

None

FDA Adverse Event Reporting System

None

Pharmacologic Action:

scroll-->
SourceCodeDescription
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D005493 Folic Acid Antagonists

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

scroll-->
Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.61 acidic
pKa2 4.86 acidic
pKa3 12.96 acidic
pKa4 5.46 Basic
pKa5 4.51 Basic
pKa6 2.08 Basic
pKa7 1.39 Basic
pKa8 0.25 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

scroll-->
TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Dihydrofolate reductase Enzyme Ki 9.68 CHEMBL
Dihydrofolate reductase Enzyme IC50 8.30 CHEMBL
Dihydrofolate reductase Unclassified IC50 7.96 CHEMBL
Dihydrofolate reductase Enzyme IC50 8.70 CHEMBL
Folylpoly-gamma-glutamate synthetase Unclassified Ki 4.75 CHEMBL

External reference:

scroll-->
IDSource
N0000007861 NUI
C0002583 UMLSCUI
D02527 KEGG_DRUG
6790004 SNOMEDCT_US
N0000007861 NDFRT
1440264 RXNORM
CHEMBL376180 ChEMBL_ID
169371 PUBCHEM_CID
DB08878 DRUGBANK_ID
CHEMBL2104643 ChEMBL_ID
FZU1QI13O9 UNII
333 INN_ID
58602-66-7 SECONDARY_CAS_RN
D000630 MESH_DESCRIPTOR_UI
CHEBI:22526 CHEBI
04J PDB_CHEM_ID

Pharmaceutical products:

None