N-(5-fluoropyridin-2-yl)-4-(5-fluoropyridin-3-yloxy)-6-methylpicolinamide

ID: ALA2386849

Chembl Id: CHEMBL2386849

Cas Number: 1396337-17-9

PubChem CID: 60197821

Max Phase: Preclinical

Molecular Formula: C17H12F2N4O2

Molecular Weight: 342.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Oc2cncc(F)c2)cc(C(=O)Nc2ccc(F)cn2)n1

Standard InChI:  InChI=1S/C17H12F2N4O2/c1-10-4-13(25-14-5-12(19)7-20-9-14)6-15(22-10)17(24)23-16-3-2-11(18)8-21-16/h2-9H,1H3,(H,21,23,24)

Standard InChI Key:  MBSANIMQXDBICP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2386849

   2-PyridinecarboxaMide, N-(5-fluoro-2-pyridinyl)-4-[(5-fluoro-3-pyridinyl)oxy]-6-Methyl-

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: 342.31

Molecular Weight (Monoisotopic): 342.0928

AlogP: 3.50

#Rotatable Bonds: 4

Polar Surface Area: 77.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.46

CX Basic pKa: 2.69

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.65

References

1. Rosse G..  (2013)  Negative allosteric modulators of metabotropic glutamate receptor subtype.,  4  (6): [PMID:24900698] [10.1021/ml400138p]

2. Felts AS, Rodriguez AL, Blobaum AL, Morrison RD, Bates BS, Thompson Gray A, Rook JM, Tantawy MN, Byers FW, Chang S, Venable DF, Luscombe VB, Tamagnan GD, Niswender CM, Daniels JS, Jones CK, Conn PJ, Lindsley CW, Emmitte KA..  (2017)  Discovery of N-(5-Fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide (VU0424238): A Novel Negative Allosteric Modulator of Metabotropic Glutamate Receptor Subtype 5 Selected for Clinical Evaluation.,  60  (12): [PMID:28530802] [10.1021/acs.jmedchem.7b00410]

3. Felts AS, Rodriguez AL, Morrison RD, Bollinger KA, Venable DF, Blobaum AL, Byers FW, Thompson Gray A, Daniels JS, Niswender CM, Jones CK, Conn PJ, Lindsley CW, Emmitte KA..  (2017)  Discovery of imidazo[1,2-a]-, [1,2,4]triazolo[4,3-a]-, and [1,2,4]triazolo[1,5-a]pyridine-8-carboxamide negative allosteric modulators of metabotropic glutamate receptor subtype 5.,  27  (21): [PMID:28958625] [10.1016/j.bmcl.2017.09.042]

Source

Source(1):

• Scientific Literature