3-(2-(2-carbamoyl-6-(trifluoromethoxy)-1H-indol-1-yl)pyridin-4-yl)-2-methylpropanoic acid

ID: ALA4205008

Chembl Id: CHEMBL4205008

PubChem CID: 145978748

Max Phase: Preclinical

Molecular Formula: C19H16F3N3O4

Molecular Weight: 407.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Cc1ccnc(-n2c(C(N)=O)cc3ccc(OC(F)(F)F)cc32)c1)C(=O)O

Standard InChI:  InChI=1S/C19H16F3N3O4/c1-10(18(27)28)6-11-4-5-24-16(7-11)25-14-9-13(29-19(20,21)22)3-2-12(14)8-15(25)17(23)26/h2-5,7-10H,6H2,1H3,(H2,23,26)(H,27,28)

Standard InChI Key:  AQWYNSIVMCPWIR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4205008

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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: 407.35

Molecular Weight (Monoisotopic): 407.1093

AlogP: 3.29

#Rotatable Bonds: 6

Polar Surface Area: 107.44

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.97

CX Basic pKa: 3.02

CX LogP: 3.78

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.80

References

1. Giordanetto F, Knerr L, Nordberg P, Pettersen D, Selmi N, Beisel HG, de la Motte H, Månsson Å, Dahlström M, Broddefalk J, Saarinen G, Klingegård F, Hurt-Camejo E, Rosengren B, Wikström J, Wågberg M, Brengdahl J, Rohman M, Sandmark J, Åkerud T, Roth RG, Jansen F, Ahlqvist M..  (2018)  Design of Selective sPLA2-X Inhibitor (-)-2-{2-[Carbamoyl-6-(trifluoromethoxy)-1H-indol-1-yl]pyridine-2-yl}propanoic Acid.,  9  (7): [PMID:30034586] [10.1021/acsmedchemlett.7b00507]

2. Giordanetto F, Knerr L, Nordberg P, Pettersen D, Selmi N, Beisel HG, de la Motte H, Månsson Å, Dahlström M, Broddefalk J, Saarinen G, Klingegård F, Hurt-Camejo E, Rosengren B, Wikström J, Wågberg M, Brengdahl J, Rohman M, Sandmark J, Åkerud T, Roth RG, Jansen F, Ahlqvist M..  (2018)  Design of Selective sPLA2-X Inhibitor (-)-2-{2-[Carbamoyl-6-(trifluoromethoxy)-1H-indol-1-yl]pyridine-2-yl}propanoic Acid.,  9  (7): [PMID:30034586] [10.1021/acsmedchemlett.7b00507]

Source

Source(1):

• Scientific Literature