N5,N5'-Bis(4-ethylphenethyl)-6,6',7,7'-tetrahydroxy-3,3'-dimethyl-1,1',4,4'-tetraoxo-1,1',4,4'-tetrahydro-2,2'-binaphthyl-5,5'-dicarboxamide

ID: ALA1269012

Chembl Id: CHEMBL1269012

PubChem CID: 136002682

Max Phase: Preclinical

Molecular Formula: C44H40N2O10

Molecular Weight: 756.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(CCNC(=O)c2c(O)c(O)cc3c2C(=O)C(C)=C(C2=C(C)C(=O)c4c(cc(O)c(O)c4C(=O)NCCc4ccc(CC)cc4)C2=O)C3=O)cc1

Standard InChI:  InChI=1S/C44H40N2O10/c1-5-23-7-11-25(12-8-23)15-17-45-43(55)35-33-27(19-29(47)41(35)53)39(51)31(21(3)37(33)49)32-22(4)38(50)34-28(40(32)52)20-30(48)42(54)36(34)44(56)46-18-16-26-13-9-24(6-2)10-14-26/h7-14,19-20,47-48,53-54H,5-6,15-18H2,1-4H3,(H,45,55)(H,46,56)

Standard InChI Key:  UVTWLAHKJHMFIG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1269012

   ---

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: 756.81

Molecular Weight (Monoisotopic): 756.2683

AlogP: 5.67

#Rotatable Bonds: 11

Polar Surface Area: 207.40

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 5.62

CX Basic pKa: ┄

CX LogP: 7.39

CX LogD: 4.61

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.10

Np Likeness Score: 0.26

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.  (2015)  Apogossypolone derivatives as anticancer agents, 

Source

Source(2):

• Scientific Literature
• BindingDB Database