(E,E)-6-[4-(5-Carboxy-4,4-dimethyl-pent-1-enyl)-phenyl]-3,3-dimethyl-hex-5-enoic acid

ID: ALA64930

Chembl Id: CHEMBL64930

PubChem CID: 14614351

Max Phase: Preclinical

Molecular Formula: C22H30O4

Molecular Weight: 358.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C/C=C/c1ccc(/C=C/CC(C)(C)CC(=O)O)cc1)CC(=O)O

Standard InChI:  InChI=1S/C22H30O4/c1-21(2,15-19(23)24)13-5-7-17-9-11-18(12-10-17)8-6-14-22(3,4)16-20(25)26/h5-12H,13-16H2,1-4H3,(H,23,24)(H,25,26)/b7-5+,8-6+

Standard InChI Key:  MDPOYQZCXPBZJP-KQQUZDAGSA-N

Alternative Forms

1. Parent:

   

   ALA64930

   (E)-6-[4-[(E)-5-carboxy-4,4-dimethylpent-1-enyl]phenyl]-3,3-dimethylhex-5-enoic 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: 358.48

Molecular Weight (Monoisotopic): 358.2144

AlogP: 5.50

#Rotatable Bonds: 10

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.48

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 0.28

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: 0.30

References

1. Bar-Tana J, Ben-Shoshan S, Blum J, Migron Y, Hertz R, Pill J, Rose-Khan G, Witte EC..  (1989)  Synthesis and hypolipidemic and antidiabetogenic activities of beta,beta,beta',beta'-tetrasubstituted, long-chain dioic acids.,  32  (9): [PMID:2788743] [10.1021/jm00129a010]

Source

Source(1):

• Scientific Literature