(2E,4E,6E)-8-Cyclohex-2-en-(E)-ylidene-3,7-dimethyl-octa-2,4,6-trienoic acid

ID: ALA2111791

Chembl Id: CHEMBL2111791

PubChem CID: 10490506

Max Phase: Preclinical

Molecular Formula: C16H20O2

Molecular Weight: 244.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C1\C=CCCC1)=C\C=C\C(C)=C\C(=O)O

Standard InChI:  InChI=1S/C16H20O2/c1-13(11-15-9-4-3-5-10-15)7-6-8-14(2)12-16(17)18/h4,6-9,11-12H,3,5,10H2,1-2H3,(H,17,18)/b8-6+,13-7+,14-12+,15-11+

Standard InChI Key:  KGGAJOWMYFTOQC-HELAHVATSA-N

Alternative Forms

1. Parent:

   

   ALA2111791

   (2E,4E,6E,8Z)-8-cyclohex-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: 244.33

Molecular Weight (Monoisotopic): 244.1463

AlogP: 4.19

#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: 3.74

CX LogD: 0.98

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.59

Np Likeness Score: 1.96

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