obatoclax   Click here for help

GtoPdb Ligand ID: 11086

Synonyms: GX-15-070 | GX15-070 | obatoclax mesylate | SB16622
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Obatoclax is a small molecule inhibitor of Bcl-2 family proteins. Bcl-2 inhibition induces apoptosis in cancer cells [3-4,7]. We have matched the chemical structure to PubChem using the CAS number assigned in the WHO INN record for this drug, but note that various cis/trans isomers have been submitted to PubChem, and also thta the INN record does not in fact stipulate bond rotations. Enclosure of obatoclax in red blood-cell membrane-derived nanoparticles has been tested to overcome the compound's poor solubility [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 49.41
Molecular weight 317.15
XLogP 4.12
No. Lipinski's rules broken 0
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Canonical SMILES COc1c/c(=C\2/C=c3c(=N2)cccc3)/[nH]/c/1=C\c1[nH]c(cc1C)C
Isomeric SMILES COc1c/c(=C\2/C=c3c(=N2)cccc3)/[nH]/c/1=C\c1[nH]c(cc1C)C
InChI InChI=1S/C20H19N3O/c1-12-8-13(2)21-16(12)10-19-20(24-3)11-18(23-19)17-9-14-6-4-5-7-15(14)22-17/h4-11,21,23H,1-3H3/b18-17+,19-10-
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
8691 obatoclax
Synonyms Click here for help
GX-15-070 | GX15-070 | obatoclax mesylate | SB16622
Database Links Click here for help
CAS Registry No. 803712-67-6 (source: WHO INN record)
GtoPdb PubChem SID 434122147
PubChem CID 46930997
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UniChem Compound Search for chemical match using the InChIKey CVCLJVVBHYOXDC-LKIBBAOUSA-N
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