(2R,4aR,5S,8aR)-methyl 5-(2-chloro-2-(4-(methoxycarbonyl)phenyl)vinyl)-7-methyl-2-(2-oxo-2-(pyridin-3-ylmethylamino)ethyl)-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylate

ID: ALA4160019

Chembl Id: CHEMBL4160019

PubChem CID: 145958880

Max Phase: Preclinical

Molecular Formula: C31H33ClN2O5

Molecular Weight: 549.07

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)NCc4cccnc4)C=C[C@]32C(=O)OC)cc1

Standard InChI:  InChI=1S/C31H33ClN2O5/c1-20-13-25-15-21(16-28(35)34-19-22-5-4-12-33-18-22)10-11-31(25,30(37)39-3)26(14-20)17-27(32)23-6-8-24(9-7-23)29(36)38-2/h4-12,14,17-18,21,25-26H,13,15-16,19H2,1-3H3,(H,34,35)/b27-17-/t21-,25+,26+,31+/m1/s1

Standard InChI Key:  JVXSHGMVVQDINT-TVLGWHSYSA-N

Alternative Forms

1. Parent:

   

   ALA4160019

   ---

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: 549.07

Molecular Weight (Monoisotopic): 548.2078

AlogP: 5.47

#Rotatable Bonds: 8

Polar Surface Area: 94.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.82

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: 0.24

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