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

ID: ALA4162625

Chembl Id: CHEMBL4162625

PubChem CID: 145957258

Max Phase: Preclinical

Molecular Formula: C30H29ClN4O4

Molecular Weight: 545.04

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(-c4cccnc4)nn3)C[C@@H]2C1

Standard InChI:  InChI=1S/C30H29ClN4O4/c1-19-13-24-15-20(9-12-35-18-27(33-34-35)23-3-2-11-32-17-23)8-10-30(24,29(38)39)25(14-19)16-26(31)21-4-6-22(7-5-21)28(36)37/h2-8,10-11,14,16-18,20,24-25H,9,12-13,15H2,1H3,(H,36,37)(H,38,39)/b26-16-/t20-,24-,25-,30-/m0/s1

Standard InChI Key:  IRYNKKXMHGUUCO-HBCKSDKOSA-N

Alternative Forms

1. Parent:

   

   ALA4162625

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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: 545.04

Molecular Weight (Monoisotopic): 544.1877

AlogP: 5.94

#Rotatable Bonds: 8

Polar Surface Area: 118.20

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.61

CX Basic pKa: 4.10

CX LogP: 4.41

CX LogD: -0.98

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: 0.25

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