AZATHIOPRINE

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Search structure


Trade Names	AZASAN AZATHIOPRINE IMURAN
Synonyms	Azamune Azapress Azasan Azathioprine Azathioprinum BW-57-322 Berkaprine Immunoprin 50 Imuran Kentaprine NSC-39084 Oprisine 50
Status
Molecule Category	Free-form
ATC	L04AX01
UNII	MRK240IY2L
EPA CompTox	DTXSID4020119

Structure


InChI Key	LMEKQMALGUDUQG-UHFFFAOYSA-N
Smiles	Cn1cnc([N+](=O)[O-])c1Sc1ncnc2[nH]cnc12
InChI	InChI=1S/C9H7N7O2S/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,(H,10,11,12,13)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C9H7N7O2S
Molecular Weight	277.27
AlogP	1.15
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	115.42
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	19.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action	Action	Reference
Amidophosphoribosyltransferase inhibitor	INHIBITOR	PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	107.26-128.35
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters	-	-	-	-	4.2

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cricetulus griseus	-	-	-	-	107.26-128.35
Homo sapiens	-	230.4	-	-	4.2-79

Cross References

Resources	Reference
ChEBI	2948
ChEMBL	CHEMBL1542
DrugBank	DB00993
DrugCentral	269
FDA SRS	MRK240IY2L
Human Metabolome Database	HMDB0015128
Guide to Pharmacology	7120
KEGG	C06837
PharmGKB	PA448515
PubChem	2265
SureChEMBL	SCHEMBL4278
ZINC	ZINC000004258316

CONTENTS

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025