(2R,4aR,5S,8aR)-5-(2-(4-carboxyphenyl)-2-chlorovinyl)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)-7-methyl-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylic acid

ID: ALA4175134

Chembl Id: CHEMBL4175134

PubChem CID: 145951938

Max Phase: Preclinical

Molecular Formula: C30H29Cl2NO5

Molecular Weight: 554.47

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](CC(=O)NCc3ccc(Cl)cc3)C[C@@H]2C1

Standard InChI:  InChI=1S/C30H29Cl2NO5/c1-18-12-23-14-20(15-27(34)33-17-19-2-8-25(31)9-3-19)10-11-30(23,29(37)38)24(13-18)16-26(32)21-4-6-22(7-5-21)28(35)36/h2-11,13,16,20,23-24H,12,14-15,17H2,1H3,(H,33,34)(H,35,36)(H,37,38)/b26-16-/t20-,23+,24+,30+/m1/s1

Standard InChI Key:  HUDXKPMVCDWGTK-NSLVGYPWSA-N

Alternative Forms

1. Parent:

   

   ALA4175134

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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: 6.55

#Rotatable Bonds: 8

Polar Surface Area: 103.70

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa: ┄

CX LogP: 5.68

CX LogD: -0.49

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.32

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