2-((6-(2-carbamoyl-6-(trifluoromethoxy)-1H-indol-1-yl)pyridin-2-yl)methyl)butanoic acid

ID: ALA4203027

Chembl Id: CHEMBL4203027

PubChem CID: 145975768

Max Phase: Preclinical

Molecular Formula: C20H18F3N3O4

Molecular Weight: 421.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(Cc1cccc(-n2c(C(N)=O)cc3ccc(OC(F)(F)F)cc32)n1)C(=O)O

Standard InChI:  InChI=1S/C20H18F3N3O4/c1-2-11(19(28)29)8-13-4-3-5-17(25-13)26-15-10-14(30-20(21,22)23)7-6-12(15)9-16(26)18(24)27/h3-7,9-11H,2,8H2,1H3,(H2,24,27)(H,28,29)

Standard InChI Key:  PVKYTTHZBVOPMK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4203027

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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: 421.38

Molecular Weight (Monoisotopic): 421.1249

AlogP: 3.68

#Rotatable Bonds: 7

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: 4.01

CX Basic pKa: 2.56

CX LogP: 4.28

CX LogD: 1.30

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -0.91

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