(2R,4aR,5S,8aR)-5-(2-(4-carboxyphenyl)prop-1-enyl)-7-methyl-2-((S)-6-methylhept-5-en-2-yl)-1,2,4a,5,8,8a-hexahydronaphthalene-4a-carboxylic acid

ID: ALA3339155

Chembl Id: CHEMBL3339155

PubChem CID: 102200704

Max Phase: Preclinical

Molecular Formula: C30H38O4

Molecular Weight: 462.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@H](C)[C@@H]1C=C[C@]2(C(=O)O)[C@@H](CC(C)=C[C@H]2/C=C(\C)c2ccc(C(=O)O)cc2)C1

Standard InChI:  InChI=1S/C30H38O4/c1-19(2)7-6-8-21(4)25-13-14-30(29(33)34)26(15-20(3)16-27(30)18-25)17-22(5)23-9-11-24(12-10-23)28(31)32/h7,9-15,17,21,25-27H,6,8,16,18H2,1-5H3,(H,31,32)(H,33,34)/b22-17+/t21-,25+,26-,27-,30+/m0/s1

Standard InChI Key:  YEQLBOWLDTXBBB-VKEJBPGJSA-N

Alternative Forms

1. Parent:

   

   ALA3339155

   (2R,4aR,5S,8aR)-5-[(E)-2-(4-carboxyphenyl)prop-1-enyl]-7-methyl-2-[(2S)-6-methylhept-5-en-2-yl]-2,5,8,8a-tetrahydro-1H-naphthalene-4a-carboxylic acid

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: 462.63

Molecular Weight (Monoisotopic): 462.2770

AlogP: 7.40

#Rotatable Bonds: 8

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 7.34

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: 2.05

References

1. Desrat S, Pujals A, Colas C, Dardenne J, Gény C, Favre L, Dumontet V, Iorga BI, Litaudon M, Raphaël M, Wiels J, Roussi F..  (2014)  Pro-apoptotic meiogynin A derivatives that target Bcl-xL and Mcl-1.,  24  (21): [PMID:25266781] [10.1016/j.bmcl.2014.09.004]

2. Negi A, Murphy PV..  (2021)  Development of Mcl-1 inhibitors for cancer therapy.,  210  [PMID:33333396] [10.1016/j.ejmech.2020.113038]

Source

Source(1):

• Scientific Literature