Azathioprine sodiumProduct ingredient for Azathioprine

Name
Azathioprine sodium
Drug Entry
Azathioprine

An immunosuppressive antimetabolite pro-drug. It is an imidazolyl derivative of 6-mercaptopurine and many of its biological effects are similar to those of the parent compound. Azathioprine is converted into 6-mercaptopurine in the body where it blocks purine metabolism and DNA synthesis.

Accession Number
DBSALT000012
Structure
Thumb
Synonyms
Not Available
UNII
AM94R510MS
CAS Number
55774-33-9
Weight
Average: 299.244
Monoisotopic: 299.020137836
Chemical Formula
C9H6N7NaO2S
InChI Key
WISNYKIQFMKSDQ-UHFFFAOYSA-N
InChI
InChI=1S/C9H6N7O2S.Na/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8;/h2-4H,1H3;/q-1;+1
IUPAC Name
sodium 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-9H-purin-9-ide
SMILES
[Na+].CN1C=NC(=C1SC1=NC=NC2=C1N=C[N-]2)N(=O)=O
External Links
PubChem Compound
11529527
ChemSpider
9704310
ChEBI
774351
ChEMBL
CHEMBL1200400
Wikipedia
Azathioprine
Predicted Properties
PropertyValueSource
Water Solubility2.47 mg/mLALOGPS
logP0.5ALOGPS
logP1.22ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.84ChemAxon
pKa (Strongest Basic)3.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area115.2 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity69.9 m3·mol-1ChemAxon
Polarizability23.87 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon