(2Z,5E)-3-{(E)-3-[3-Ethyl-2-isopropyl-cyclohex-2-en-(E)-ylidene]-2-methyl-propenyl}-5-methyl-hepta-2,5-dienoic acid

ID: ALA72988

Chembl Id: CHEMBL72988

PubChem CID: 44314226

Max Phase: Preclinical

Molecular Formula: C23H34O2

Molecular Weight: 342.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(\C)CC(=C/C(=O)O)/C=C(C)/C=C1\CCCC(CC)=C1C(C)C

Standard InChI:  InChI=1S/C23H34O2/c1-7-17(5)12-19(15-22(24)25)13-18(6)14-21-11-9-10-20(8-2)23(21)16(3)4/h7,13-16H,8-12H2,1-6H3,(H,24,25)/b17-7+,18-13+,19-15-,21-14+

Standard InChI Key:  WYHSHAGPFOUSAQ-LUYUSAMYSA-N

Alternative Forms

1. Parent:

   

   ALA72988

   (2Z,5E)-3-[(E,3E)-3-(3-ethyl-2-propan-2-ylcyclohex-2-en-1-ylidene)-2-methylprop-1-enyl]-5-methylhepta-2,5-dienoic 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: 342.52

Molecular Weight (Monoisotopic): 342.2559

AlogP: 6.77

#Rotatable Bonds: 7

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.47

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 3.26

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.31

Np Likeness Score: 1.16

References

1. Alam M, Zhestkov V, Sani BP, Venepally P, Levin AA, Kazmer S, Li E, Norris AW, Zhang XK, Lee MO..  (1995)  Conformationally defined 6-s-trans-retinoic acid analogs. 2. Selective agonists for nuclear receptor binding and transcriptional activity.,  38  (13): [PMID:7608895] [10.1021/jm00013a006]

Source

Source(1):

• Scientific Literature