(-)-(S)-1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-N5-((S)-2-phenylpropyl)-N5'-((S)-2-phenylpropyl)-2,2'-binaphthyl-5,5'-dicarboxamide

ID: ALA1094366

PubChem CID: 46236926

Max Phase: Preclinical

Molecular Formula: C42H40N2O8

Molecular Weight: 700.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(C(=O)NC[C@@H](C)c3ccccc3)c(O)c(O)cc2c(O)c1-c1c(C)cc2c(C(=O)NC[C@@H](C)c3ccccc3)c(O)c(O)cc2c1O

Standard InChI:  InChI=1S/C42H40N2O8/c1-21-15-27-29(17-31(45)39(49)35(27)41(51)43-19-23(3)25-11-7-5-8-12-25)37(47)33(21)34-22(2)16-28-30(38(34)48)18-32(46)40(50)36(28)42(52)44-20-24(4)26-13-9-6-10-14-26/h5-18,23-24,45-50H,19-20H2,1-4H3,(H,43,51)(H,44,52)/t23-,24-/m1/s1

Standard InChI Key:  RAYNZUHYMMLQQA-DNQXCXABSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1094366

   (S)-1',6,6',7,7'-HEXAHYDROXY-3,3'-DIMETHYL-N5-((S)-2-PHENYLPROPYL)-N5'-((S)-2-PHENYLPROPYL)-2,2'-BINAPHTHYL-5,5'-DICARBOXAMIDE (ATROPISOMERIC MIX)

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: 700.79

Molecular Weight (Monoisotopic): 700.2785

AlogP: 7.58

#Rotatable Bonds: 9

Polar Surface Area: 179.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.72

CX Basic pKa: ┄

CX LogP: 9.01

CX LogD: 8.83

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.07

Np Likeness Score: 0.13

References

1. Wei J, Stebbins JL, Kitada S, Dash R, Placzek W, Rega MF, Wu B, Cellitti J, Zhai D, Yang L, Dahl R, Fisher PB, Reed JC, Pellecchia M..  (2010)  BI-97C1, an optically pure Apogossypol derivative as pan-active inhibitor of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins.,  53  (10): [PMID:20443627] [10.1021/jm1001265]

2. Wei J, Stebbins JL, Kitada S, Dash R, Placzek W, Rega MF, Wu B, Cellitti J, Zhai D, Yang L, Dahl R, Fisher PB, Reed JC, Pellecchia M..  (2010)  BI-97C1, an optically pure Apogossypol derivative as pan-active inhibitor of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins.,  53  (10): [PMID:20443627] [10.1021/jm1001265]

Source

Source(1):

• Scientific Literature