(2R,4aR,5S,8aR)-acetoxymethyl 5-(2-(4-((acetoxymethoxy)carbonyl)phenyl)-2-chlorovinyl)-2-(2-hydroxyethyl)-7-methyl-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylate

ID: ALA4163814

Chembl Id: CHEMBL4163814

PubChem CID: 145958776

Max Phase: Preclinical

Molecular Formula: C29H33ClO9

Molecular Weight: 561.03

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](CCO)C=C[C@]32C(=O)OCOC(C)=O)cc1

Standard InChI:  InChI=1S/C29H33ClO9/c1-18-12-24-14-21(9-11-31)8-10-29(24,28(35)39-17-37-20(3)33)25(13-18)15-26(30)22-4-6-23(7-5-22)27(34)38-16-36-19(2)32/h4-8,10,13,15,21,24-25,31H,9,11-12,14,16-17H2,1-3H3/b26-15-/t21-,24-,25-,29-/m0/s1

Standard InChI Key:  PDKUDXCOBRKIOR-FJXZVBKQSA-N

Alternative Forms

1. Parent:

   

   ALA4163814

   ---

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: 561.03

Molecular Weight (Monoisotopic): 560.1813

AlogP: 4.53

#Rotatable Bonds: 10

Polar Surface Area: 125.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: 1.21

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