3-(3-(2-carbamoyl-6-(hydroxymethyl)-1H-indol-1-yl)phenyl)propanoic acid

ID: ALA4163859

Chembl Id: CHEMBL4163859

PubChem CID: 145956827

Max Phase: Preclinical

Molecular Formula: C19H18N2O4

Molecular Weight: 338.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc2ccc(CO)cc2n1-c1cccc(CCC(=O)O)c1

Standard InChI:  InChI=1S/C19H18N2O4/c20-19(25)17-10-14-6-4-13(11-22)9-16(14)21(17)15-3-1-2-12(8-15)5-7-18(23)24/h1-4,6,8-10,22H,5,7,11H2,(H2,20,25)(H,23,24)

Standard InChI Key:  MXZFMIALYXWQIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4163859

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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: 338.36

Molecular Weight (Monoisotopic): 338.1267

AlogP: 2.24

#Rotatable Bonds: 6

Polar Surface Area: 105.55

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: -0.96

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.40

References

1. Knerr L, Giordanetto F, Nordberg P, Pettersen D, Selmi N, Beisel HG, de la Motte H, Olsson T, Perkins TDJ, Herslöf M, Månsson Å, Dahlström M, Starke I, Broddefalk J, Saarinen G, Klingegård F, Hurt-Camejo E, Rosengren B, Brengdahl J, Jansen F, Rohman M, Sandmark J, Hallberg K, Åkerud T, Roth RG, Ahlqvist M..  (2018)  Discovery of a Series of Indole-2 Carboxamides as Selective Secreted Phospholipase A2 Type X (sPLA2-X) Inhibitors.,  9  (7): [PMID:30034585] [10.1021/acsmedchemlett.7b00505]

Source

Source(1):

• Scientific Literature