(2R,4aR,5S,8aR)-methyl 5-(2-chloro-2-(4-(methoxycarbonyl)phenyl)vinyl)-7-methyl-2-(2-(4-morpholinophenylamino)-2-oxoethyl)-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylate

ID: ALA4163377

Chembl Id: CHEMBL4163377

PubChem CID: 145956560

Max Phase: Preclinical

Molecular Formula: C35H39ClN2O6

Molecular Weight: 619.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(/C(Cl)=C/[C@@H]2C=C(C)C[C@H]3C[C@H](CC(=O)Nc4ccc(N5CCOCC5)cc4)C=C[C@]32C(=O)OC)cc1

Standard InChI:  InChI=1S/C35H39ClN2O6/c1-23-18-27-20-24(21-32(39)37-29-8-10-30(11-9-29)38-14-16-44-17-15-38)12-13-35(27,34(41)43-3)28(19-23)22-31(36)25-4-6-26(7-5-25)33(40)42-2/h4-13,19,22,24,27-28H,14-18,20-21H2,1-3H3,(H,37,39)/b31-22-/t24-,27+,28+,35+/m1/s1

Standard InChI Key:  RXEBKDMZSBREMA-XAXBERRVSA-N

Alternative Forms

1. Parent:

   

   ALA4163377

   ---

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: 619.16

Molecular Weight (Monoisotopic): 618.2497

AlogP: 6.24

#Rotatable Bonds: 8

Polar Surface Area: 94.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.05

CX LogP: 5.75

CX LogD: 5.75

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.28

Np Likeness Score: -0.10

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