3-(4-Hydroxybutanoyl)-1-[3-(4-octylphenoxy)-2-oxopropyl]indole-5-carboxylic acid

ID: ALA4086908

Chembl Id: CHEMBL4086908

PubChem CID: 73387421

Max Phase: Preclinical

Molecular Formula: C30H37NO6

Molecular Weight: 507.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1ccc(OCC(=O)Cn2cc(C(=O)CCCO)c3cc(C(=O)O)ccc32)cc1

Standard InChI:  InChI=1S/C30H37NO6/c1-2-3-4-5-6-7-9-22-11-14-25(15-12-22)37-21-24(33)19-31-20-27(29(34)10-8-17-32)26-18-23(30(35)36)13-16-28(26)31/h11-16,18,20,32H,2-10,17,19,21H2,1H3,(H,35,36)

Standard InChI Key:  UAWNWEKUHVKKKM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4086908

   3-(4-Hydroxybutanoyl)-1-[3-(4-octylphenoxy)-2-oxopropyl]indole-5-carboxylic 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: 507.63

Molecular Weight (Monoisotopic): 507.2621

AlogP: 5.85

#Rotatable Bonds: 17

Polar Surface Area: 105.83

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 6.17

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.18

Np Likeness Score: -0.27

References

1. Arnsmann M, Hanekamp W, Elfringhoff AS, Lehr M..  (2017)  Structure-activity relationship studies on 1-(2-oxopropyl)indole-5-carboxylic acids acting as inhibitors of cytosolic phospholipase A2α: Effect of substituents at the indole 3-position on activity, solubility, and metabolic stability.,  125  [PMID:27810597] [10.1016/j.ejmech.2016.10.039]

Source

Source(1):

• Scientific Literature