(2E,4E,6E)-8-[2,3-Dimethyl-cyclohex-2-en-(E)-ylidene]-3,7-dimethyl-octa-2,4,6-trienoic acid

ID: ALA2111792

Chembl Id: CHEMBL2111792

Cas Number: 180978-41-0

PubChem CID: 10754676

Max Phase: Preclinical

Molecular Formula: C18H24O2

Molecular Weight: 272.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C)/C(=C/C(C)=C\C=C\C(C)=C\C(=O)O)CCC1

Standard InChI:  InChI=1S/C18H24O2/c1-13(7-5-8-14(2)12-18(19)20)11-17-10-6-9-15(3)16(17)4/h5,7-8,11-12H,6,9-10H2,1-4H3,(H,19,20)/b8-5+,13-7-,14-12+,17-11+

Standard InChI Key:  RPQYCEYLWVFLBS-ZSGAMZCJSA-N

Alternative Forms

1. Parent:

   

   ALA2111792

   (2E,4E,6Z,8E)-8-(2,3-dimethylcyclohex-2-en-1-ylidene)-3,7-dimethylocta-2,4,6-trienoic 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: 272.39

Molecular Weight (Monoisotopic): 272.1776

AlogP: 4.97

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.56

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 1.47

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: 1.58

References

1. Muccio DD, Brouillette WJ, Alam M, Vaezi MF, Sani BP, Venepally P, Reddy L, Li E, Norris AW, Simpson-Herren L, Hill DL..  (1996)  Conformationally defined 6-s-trans-retinoic acid analogs. 3. Structure-activity relationships for nuclear receptor binding, transcriptional activity, and cancer chemopreventive activity.,  39  (19): [PMID:8809153] [10.1021/jm9603126]

Source

Source(1):

• Scientific Literature