aminopterin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

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
Aminopterin is a folic acid amino derivative with antineoplastic and immunosuppressive properties. It binds competitively to the folate binding site of the enzyme dihydrofolate reductase, blocking tetrahydrofolate synthesis, and resulting in depletion of nucleotide precursors and inhibition of DNA, RNA and protein synthesis.
  • Molecular weight: 440.42
  • Formula: C19H20N8O5
  • CLOGP: -0.86
  • LIPINSKI: 2
  • HAC: 13
  • HDO: 6
  • TPSA: 219.33
  • ALOGS: -3.62
  • ROTB: 9

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D005493 Folic Acid Antagonists
CHEBI has role CHEBI:25435 mutagens
CHEBI has role CHEBI:50683 dihydrofolic acid reductase inhibitors

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

DiseaseRelationSNOMED_IDDOID
Leukemia, disease indication 93143009 DOID:1240




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

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:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Dihydrofolate reductase Enzyme INHIBITOR IC50 4.93 SCIENTIFIC LITERATURE EXPERT CURATOR
Dihydrofolate reductase Enzyme IC50 8.70 CHEMBL
Dihydrofolate reductase Enzyme IC50 7.96 CHEMBL
Dihydrofolate reductase Enzyme IC50 8.30 CHEMBL
Dihydrofolate reductase Enzyme IC50 7.96 CHEMBL
Folylpoly-gamma-glutamate synthetase Enzyme Ki 4.75 CHEMBL

External reference:

IDSource
N0000007861 NUI
D02527 KEGG_DRUG
58602-66-7 SECONDARY_CAS_RN
1440263 RXNORM
CHEBI:22526 CHEBI
04J PDB_CHEM_ID
CHEMBL376180 ChEMBL_ID
DB08878 DRUGBANK_ID
JYB41CTM2Q UNII
169371 PUBCHEM_CID
D000630 MESH_DESCRIPTOR_UI
C0002583 UMLSCUI
CHEMBL2104643 ChEMBL_ID
333 INN_ID
6790004 SNOMEDCT_US

Pharmaceutical products:

None