2-((8E,11E,14E)-Heptadeca-8,11,14-trienyl)-6-hydroxy-benzoic acid

ID: ALA33995

Chembl Id: CHEMBL33995

Cas Number: 83173-24-4

PubChem CID: 10067772

Max Phase: Preclinical

Molecular Formula: C24H34O3

Molecular Weight: 370.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SB-202742 | 6-((8Z,11Z,14Z)-heptadeca-8,11,14-trien-1-yl)salicylic acid|CHEMBL33995|SB-202742|83173-24-4|Benzoic acid, 2-(8Z,11Z,14Z)-8,11,14-heptadecatrienyl-6-hydroxy-|2-[(8Z,11Z,14Z)-heptadeca-8,11,14-trienyl]-6-hydroxybenzoic acid|2-((8Z,11Z,14Z)-heptadeca-8,11,14-trien-1-yl)-6-hydroxybenzoic acid|CHEBI:186627|DTXSID001172828|BDBM50469657|LMPK15040005|AKOS040734281

Canonical SMILES:  CC/C=C\C/C=C\C/C=C\CCCCCCCc1cccc(O)c1C(=O)O

Standard InChI:  InChI=1S/C24H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h3-4,6-7,9-10,17,19-20,25H,2,5,8,11-16,18H2,1H3,(H,26,27)/b4-3-,7-6-,10-9-

Standard InChI Key:  MBYMHCHZLAJVRK-PDBXOOCHSA-N

Alternative Forms

1. Parent:

   

   ALA33995

   6-((8Z,11Z,14Z)-heptadeca-8,11,14-trien-1-yl)salicylic 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: 370.53

Molecular Weight (Monoisotopic): 370.2508

AlogP: 6.83

#Rotatable Bonds: 14

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.64

CX Basic pKa: ┄

CX LogP: 8.52

CX LogD: 5.01

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.28

Np Likeness Score: 1.22

References

1. Hird NW, Milner PH.  (1994)  Synthesis and -lactamase inhibition of anacardic acids and their analogues,  4  (12): [10.1016/S0960-894X(01)80506-0]

2. Coates NJ, Gilpin ML, Gwynn MN, Lewis DE, Milner PH, Spear SR, Tyler JW..  (1994)  SB-202742, a novel beta-lactamase inhibitor isolated from Spondias mombin.,  57  (5): [PMID:8064298] [10.1021/np50107a016]

Source

Source(1):

• Scientific Literature