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

ID: ALA4166826

Chembl Id: CHEMBL4166826

PubChem CID: 145953591

Max Phase: Preclinical

Molecular Formula: C32H32ClN3O4

Molecular Weight: 558.08

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(Cc4ccccc4)nn3)C[C@@H]2C1

Standard InChI:  InChI=1S/C32H32ClN3O4/c1-21-15-26-17-23(12-14-36-20-28(34-35-36)18-22-5-3-2-4-6-22)11-13-32(26,31(39)40)27(16-21)19-29(33)24-7-9-25(10-8-24)30(37)38/h2-11,13,16,19-20,23,26-27H,12,14-15,17-18H2,1H3,(H,37,38)(H,39,40)/b29-19-/t23-,26-,27-,32-/m0/s1

Standard InChI Key:  KGKLWZOGMACFGB-CPJZKXKRSA-N

Alternative Forms

1. Parent:

   

   ALA4166826

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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: 558.08

Molecular Weight (Monoisotopic): 557.2081

AlogP: 6.47

#Rotatable Bonds: 9

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: 3.73

CX Basic pKa: 0.39

CX LogP: 6.32

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: 0.45

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