amsacrine indications/contra

Stem definitionDrug idCAS RN
acridine derivatives 203 51264-14-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • amsacrine
  • acridinylanisidide
  • amekrin
  • amsidil
  • amsidine
  • amsidyl
  • lamasine
An aminoacridine derivative that intercalates into DNA and is used as an antineoplastic agent.
  • Molecular weight: 393.46
  • Formula: C21H19N3O3S
  • CLOGP: 4.54
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 80.32
  • ALOGS: -5.09
  • ROTB: 4

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1987 YEAR INTRODUCED

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
ATC L01XX01 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
OTHER ANTINEOPLASTIC AGENTS
Other antineoplastic agents
MeSH PA D000970 Antineoplastic Agents
MeSH PA D007202 Indicators and Reagents
MeSH PA D007364 Intercalating Agents
CHEBI has role CHEBI:35610 antineoplastic agent

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.98 acidic
pKa2 8.25 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
DNA topoisomerase I, mitochondrial Enzyme IC50 7.43 WOMBAT-PK
Solute carrier family 22 member 1 Transporter IC50 5.30 CHEMBL
DNA topoisomerase 2-alpha Enzyme IC50 5 CHEMBL
DNA topoisomerase 2-beta Enzyme EC50 4.96 CHEMBL
DNA topoisomerase II Enzyme EC50 6.14 CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 6.68 CHEMBL
Cytochrome P450 2D6 Enzyme Ki 5.12 WOMBAT-PK
DNA topoisomerase 1 Enzyme IC50 7.43 WOMBAT-PK

External reference:

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IDSource
DB00276 DRUGBANK_ID
4025233 VUID
N0000171765 NUI
C0002699 UMLSCUI
D02321 KEGG_DRUG
CHEMBL43 ChEMBL_ID
00DPD30SOY UNII
4864 INN_ID
739 RXNORM
326955000 SNOMEDCT_US
4025233 VANDF
391774005 SNOMEDCT_US
N0000167273 NDFRT
N0000171765 NDFRT
003469 NDDF
2179 PUBCHEM_CID
D000677 MESH_DESCRIPTOR_UI
CHEBI:2687 CHEBI
ASW PDB_CHEM_ID

Pharmaceutical products:

None