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

ID: ALA4079052

Chembl Id: CHEMBL4079052

PubChem CID: 73387420

Max Phase: Preclinical

Molecular Formula: C31H39NO6

Molecular Weight: 521.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H39NO6/c1-3-4-5-6-7-8-10-23-12-15-26(16-13-23)38-22-25(33)20-32-21-28(30(34)11-9-18-37-2)27-19-24(31(35)36)14-17-29(27)32/h12-17,19,21H,3-11,18,20,22H2,1-2H3,(H,35,36)

Standard InChI Key:  VDKRIFISHFIRMB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4079052

   3-(4-Methoxybutanoyl)-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: 521.65

Molecular Weight (Monoisotopic): 521.2777

AlogP: 6.50

#Rotatable Bonds: 18

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 6.81

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.15

Np Likeness Score: -0.45

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