3-(6-hydroxyhexanoyl)-1-(3-(4-octylphenoxy)-2-oxopropyl)-1H-indole-5-carboxylic acid

ID: ALA4067166

Chembl Id: CHEMBL4067166

PubChem CID: 137631367

Max Phase: Preclinical

Molecular Formula: C32H41NO6

Molecular Weight: 535.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H41NO6/c1-2-3-4-5-6-8-11-24-13-16-27(17-14-24)39-23-26(35)21-33-22-29(31(36)12-9-7-10-19-34)28-20-25(32(37)38)15-18-30(28)33/h13-18,20,22,34H,2-12,19,21,23H2,1H3,(H,37,38)

Standard InChI Key:  ZDVFEOLWWIBATB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4067166

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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: 535.68

Molecular Weight (Monoisotopic): 535.2934

AlogP: 6.63

#Rotatable Bonds: 19

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: 7.06

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.13

Np Likeness Score: -0.23

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