streptonigrin

Ligand id: 8683

Name: streptonigrin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 193.16
Molecular weight 506.14
XLogP -1.29
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
IUPAC Name
(4Z)-5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(4,5-dimethoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylic acid
Synonyms
bruneomycin | nigrin | NSC-45383 | rufocromomycin | valacidin
Database Links
CAS Registry No. 3930-19-6 (source: Scifinder)
PubChem CID 5351165
Search Google for chemical match using the InChIKey DLWOTOMWYCRPLK-UVTDQMKNSA-N
Search Google for chemicals with the same backbone DLWOTOMWYCRPLK
Search UniChem for chemical match using the InChIKey DLWOTOMWYCRPLK-UVTDQMKNSA-N
Search UniChem for chemicals with the same backbone DLWOTOMWYCRPLK
Wikipedia Streptonigrin
Comments
Streptonigrin is an antibiotic with anti-tumour effects ascribed to its substituted quinolinequinoic fragment [3]. Streptonigrin is isolated from Streptomyces flocculus or S. rufochronmogenus. This compound is reported to be a selective inhibitor of protein-arginine deiminase type-IV (PADI4) [1].
The ChEMBL entry for streptonigrin (CHEMBL11417) represents an alternative tautomer to the structure shown here.