4-[2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-benzoic acid

ID: ALA26129

Chembl Id: CHEMBL26129

PubChem CID: 44459626

Max Phase: Preclinical

Molecular Formula: C21H26O2

Molecular Weight: 310.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/C(C)=C\c2ccc(C(=O)O)cc2)C(C)(C)CCC1

Standard InChI:  InChI=1S/C21H26O2/c1-15(14-17-8-10-18(11-9-17)20(22)23)7-12-19-16(2)6-5-13-21(19,3)4/h7-12,14H,5-6,13H2,1-4H3,(H,22,23)/b12-7+,15-14-

Standard InChI Key:  NNTWECUMTLRLCK-RQHVUCQOSA-N

Alternative Forms

1. Parent:

   

   ALA26129

   4-[2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-benzoic 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: 310.44

Molecular Weight (Monoisotopic): 310.1933

AlogP: 5.87

#Rotatable Bonds: 4

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: 4.12

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: 2.46

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: 1.18

References

1. Dawson MI, Chan R, Hobbs PD, Chao WR, Schiff LJ..  (1983)  Aromatic retinoic acid analogues. 2. Synthesis and pharmacological activity.,  26  (9): [PMID:6887203] [10.1021/jm00363a013]

2. Jong L, Lehmann JM, Hobbs PD, Harlev E, Huffman JC, Pfahl M, Dawson MI..  (1993)  Conformational effects on retinoid receptor selectivity. 1. Effect of 9-double bond geometry on retinoid X receptor activity.,  36  (18): [PMID:8410972] [10.1021/jm00070a003]

3. Dawson MI, Hobbs PD, Chan RL, Chao WR, Fung VA..  (1981)  Aromatic retinoic acid analogues. Synthesis and pharmacological activity.,  24  (5): [PMID:7241516] [10.1021/jm00137a019]

Source

Source(1):

• Scientific Literature