4-(1-chloro-2-((1S,4aR,6R,8aR)-6-(2-(4-chlorobenzylamino)-2-oxoethyl)-8a-(methoxycarbonyl)-3-methyl-1,4,4a,5,6,8a-hexahydronaphthalen-1-yl)vinyl)benzoic acid

ID: ALA4174087

Chembl Id: CHEMBL4174087

PubChem CID: 145951885

Max Phase: Preclinical

Molecular Formula: C31H31Cl2NO5

Molecular Weight: 568.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]12C=C[C@@H](CC(=O)NCc3ccc(Cl)cc3)C[C@@H]1CC(C)=C[C@H]2/C=C(\Cl)c1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C31H31Cl2NO5/c1-19-13-24-15-21(16-28(35)34-18-20-3-9-26(32)10-4-20)11-12-31(24,30(38)39-2)25(14-19)17-27(33)22-5-7-23(8-6-22)29(36)37/h3-12,14,17,21,24-25H,13,15-16,18H2,1-2H3,(H,34,35)(H,36,37)/b27-17-/t21-,24+,25+,31+/m1/s1

Standard InChI Key:  KYNSNNQVXCQJPO-XAGTVPJJSA-N

Alternative Forms

1. Parent:

   

   ALA4174087

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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: 568.50

Molecular Weight (Monoisotopic): 567.1579

AlogP: 6.64

#Rotatable Bonds: 8

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: 0.38

References

1. Abou Samra A, Robert A, Gov C, Favre L, Eloy L, Jacquet E, Bignon J, Wiels J, Desrat S, Roussi F..  (2018)  Dual inhibitors of the pro-survival proteins Bcl-2 and Mcl-1 derived from natural compound meiogynin A.,  148  [PMID:29453135] [10.1016/j.ejmech.2018.01.100]

Source

Source(1):

• Scientific Literature