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

ID: ALA4100466

Chembl Id: CHEMBL4100466

PubChem CID: 137660737

Max Phase: Preclinical

Molecular Formula: C33H43NO6

Molecular Weight: 549.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H43NO6/c1-3-4-5-6-7-9-12-25-14-17-28(18-15-25)40-24-27(35)22-34-23-30(32(36)13-10-8-11-20-39-2)29-21-26(33(37)38)16-19-31(29)34/h14-19,21,23H,3-13,20,22,24H2,1-2H3,(H,37,38)

Standard InChI Key:  DMZFMAYKHVSQOO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4100466

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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: 549.71

Molecular Weight (Monoisotopic): 549.3090

AlogP: 7.28

#Rotatable Bonds: 20

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: 7.70

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -0.37

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