6,6',7,7'-Tetrahydroxy-3,3'-dimethyl-5,5'-bis(4-methylphenethyl)-2,2'-binaphthyl-1,1',4,4'-tetraone

ID: ALA1269076

Chembl Id: CHEMBL1269076

Max Phase: Preclinical

Molecular Formula: C40H34O8

Molecular Weight: 642.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C2=C(C)C(=O)c3c(cc(O)c(O)c3CCc3ccc(C)cc3)C2=O)C(=O)c2cc(O)c(O)c(CCc3ccc(C)cc3)c2C1=O

Standard InChI:  InChI=1S/C40H34O8/c1-19-5-9-23(10-6-19)13-15-25-33-27(17-29(41)37(25)45)39(47)31(21(3)35(33)43)32-22(4)36(44)34-26(16-14-24-11-7-20(2)8-12-24)38(46)30(42)18-28(34)40(32)48/h5-12,17-18,41-42,45-46H,13-16H2,1-4H3

Standard InChI Key:  KPHBSOQOTONLSS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1269076

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 642.70

Molecular Weight (Monoisotopic): 642.2254

AlogP: 6.79

#Rotatable Bonds: 7

Polar Surface Area: 149.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.69

CX Basic pKa: ┄

CX LogP: 8.10

CX LogD: 7.02

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.16

Np Likeness Score: 0.63

References

1. Wei J, Kitada S, Stebbins JL, Placzek W, Zhai D, Wu B, Rega MF, Zhang Z, Cellitti J, Yang L, Dahl R, Reed JC, Pellecchia M..  (2010)  Synthesis and biological evaluation of Apogossypolone derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins.,  53  (22): [PMID:21033669] [10.1021/jm100746q]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

3.  (2015)  Apogossypolone derivatives as anticancer agents, 

Source

Source(3):

• Scientific Literature
• AstraZeneca Deposited Data
• BindingDB Database