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

ID: ALA4175583

Chembl Id: CHEMBL4175583

PubChem CID: 145972643

Max Phase: Preclinical

Molecular Formula: C20H17F3N2O4

Molecular Weight: 406.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H17F3N2O4/c21-20(22,23)11-29-15-6-5-13-9-17(19(24)28)25(16(13)10-15)14-3-1-2-12(8-14)4-7-18(26)27/h1-3,5-6,8-10H,4,7,11H2,(H2,24,28)(H,26,27)

Standard InChI Key:  KXXHZMLDLNDFRT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4175583

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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: 406.36

Molecular Weight (Monoisotopic): 406.1140

AlogP: 3.69

#Rotatable Bonds: 7

Polar Surface Area: 94.55

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.18

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 0.55

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.97

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