2-((2R,4aR,5S,8aR)-4a-((acetoxymethoxy)carbonyl)-5-(2-(4-((acetoxymethoxy)carbonyl)phenyl)-2-chlorovinyl)-7-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)acetic acid

ID: ALA4171691

Chembl Id: CHEMBL4171691

PubChem CID: 145950508

Max Phase: Preclinical

Molecular Formula: C29H31ClO10

Molecular Weight: 575.01

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H31ClO10/c1-17-10-23-12-20(13-26(33)34)8-9-29(23,28(36)40-16-38-19(3)32)24(11-17)14-25(30)21-4-6-22(7-5-21)27(35)39-15-37-18(2)31/h4-9,11,14,20,23-24H,10,12-13,15-16H2,1-3H3,(H,33,34)/b25-14-/t20-,23+,24+,29+/m1/s1

Standard InChI Key:  YHSWUYYWQJTWFN-BAUCYCJGSA-N

Alternative Forms

1. Parent:

   

   ALA4171691

   ---

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: 575.01

Molecular Weight (Monoisotopic): 574.1606

AlogP: 4.63

#Rotatable Bonds: 10

Polar Surface Area: 142.50

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.32

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 1.20

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: 1.07

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