(2Z,5E)-7-Methyl-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-2,5-dienoic acid

ID: ALA75548

Chembl Id: CHEMBL75548

PubChem CID: 44314230

Max Phase: Preclinical

Molecular Formula: C21H32O2

Molecular Weight: 316.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H32O2/c1-6-16(2)9-7-11-18(15-20(22)23)12-13-19-17(3)10-8-14-21(19,4)5/h7,9,12-13,15-16H,6,8,10-11,14H2,1-5H3,(H,22,23)/b9-7+,13-12+,18-15-

Standard InChI Key:  YLWKTERFWUXEBW-JWYDBHJESA-N

Alternative Forms

1. Parent:

   

   ALA75548

   (2Z,5E)-7-Methyl-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-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: 316.49

Molecular Weight (Monoisotopic): 316.2402

AlogP: 6.07

#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: 5.03

CX Basic pKa: ┄

CX LogP: 5.86

CX LogD: 3.52

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.35

Np Likeness Score: 2.14

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