(2R,4aR,5S,8aR)-methyl 5-(2-chloro-2-(4-(methoxycarbonyl)phenyl)vinyl)-2-(2-(4-chlorophenethylamino)-2-oxoethyl)-7-methyl-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylate

ID: ALA4167274

Chembl Id: CHEMBL4167274

PubChem CID: 145954557

Max Phase: Preclinical

Molecular Formula: C33H35Cl2NO5

Molecular Weight: 596.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(/C(Cl)=C/[C@@H]2C=C(C)C[C@H]3C[C@H](CC(=O)NCCc4ccc(Cl)cc4)C=C[C@]32C(=O)OC)cc1

Standard InChI:  InChI=1S/C33H35Cl2NO5/c1-21-16-26-18-23(19-30(37)36-15-13-22-4-10-28(34)11-5-22)12-14-33(26,32(39)41-3)27(17-21)20-29(35)24-6-8-25(9-7-24)31(38)40-2/h4-12,14,17,20,23,26-27H,13,15-16,18-19H2,1-3H3,(H,36,37)/b29-20-/t23-,26+,27+,33+/m1/s1

Standard InChI Key:  CGKNKOACFIAUOY-BOJQMAGNSA-N

Alternative Forms

1. Parent:

   

   ALA4167274

   ---

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: 596.55

Molecular Weight (Monoisotopic): 595.1892

AlogP: 6.77

#Rotatable Bonds: 9

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.46

CX LogD: 6.46

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.26

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