(2R,4aR,5S,8aR)-5-(2-(4-carboxyphenyl)-2-chlorovinyl)-7-methyl-2-(2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethyl)-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylic acid

ID: ALA4177447

Chembl Id: CHEMBL4177447

PubChem CID: 145972482

Max Phase: Preclinical

Molecular Formula: C31H30ClN3O4

Molecular Weight: 544.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H](/C=C(\Cl)c2ccc(C(=O)O)cc2)[C@]2(C(=O)O)C=C[C@@H](CCn3cc(-c4ccccc4)nn3)C[C@@H]2C1

Standard InChI:  InChI=1S/C31H30ClN3O4/c1-20-15-25-17-21(12-14-35-19-28(33-34-35)23-5-3-2-4-6-23)11-13-31(25,30(38)39)26(16-20)18-27(32)22-7-9-24(10-8-22)29(36)37/h2-11,13,16,18-19,21,25-26H,12,14-15,17H2,1H3,(H,36,37)(H,38,39)/b27-18-/t21-,25-,26-,31-/m0/s1

Standard InChI Key:  OZMMHCNNHMTRLA-GNOZJYGMSA-N

Alternative Forms

1. Parent:

   

   ALA4177447

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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: 544.05

Molecular Weight (Monoisotopic): 543.1925

AlogP: 6.54

#Rotatable Bonds: 8

Polar Surface Area: 105.31

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa: ┄

CX LogP: 6.39

CX LogD: 0.21

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.31

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