4-(1-chloro-2-((1S,4aR,6R,8aR)-6-(2-(4-chlorophenylamino)-2-oxoethyl)-8a-(methoxycarbonyl)-3-methyl-1,4,4a,5,6,8a-hexahydronaphthalen-1-yl)vinyl)benzoic acid

ID: ALA4176611

Chembl Id: CHEMBL4176611

PubChem CID: 145971233

Max Phase: Preclinical

Molecular Formula: C30H29Cl2NO5

Molecular Weight: 554.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]12C=C[C@@H](CC(=O)Nc3ccc(Cl)cc3)C[C@@H]1CC(C)=C[C@H]2/C=C(\Cl)c1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C30H29Cl2NO5/c1-18-13-22-15-19(16-27(34)33-25-9-7-24(31)8-10-25)11-12-30(22,29(37)38-2)23(14-18)17-26(32)20-3-5-21(6-4-20)28(35)36/h3-12,14,17,19,22-23H,13,15-16H2,1-2H3,(H,33,34)(H,35,36)/b26-17-/t19-,22+,23+,30+/m1/s1

Standard InChI Key:  VVILYNHSRXZKRA-YPNFLZGNSA-N

Alternative Forms

1. Parent:

   

   ALA4176611

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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: 554.47

Molecular Weight (Monoisotopic): 553.1423

AlogP: 6.96

#Rotatable Bonds: 7

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 6.12

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: 0.29

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