(S)-6-(3-(2,6-difluorophenethyl)-5-(1-methoxypropan-2-yloxy)benzamido)nicotinic acid

ID: ALA2311574

Chembl Id: CHEMBL2311574

PubChem CID: 71533605

Max Phase: Preclinical

Molecular Formula: C25H24F2N2O5

Molecular Weight: 470.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@H](C)Oc1cc(CCc2c(F)cccc2F)cc(C(=O)Nc2ccc(C(=O)O)cn2)c1

Standard InChI:  InChI=1S/C25H24F2N2O5/c1-15(14-33-2)34-19-11-16(6-8-20-21(26)4-3-5-22(20)27)10-18(12-19)24(30)29-23-9-7-17(13-28-23)25(31)32/h3-5,7,9-13,15H,6,8,14H2,1-2H3,(H,31,32)(H,28,29,30)/t15-/m0/s1

Standard InChI Key:  GQAYYDKEDCYYMN-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA2311574

   6-[[3-[2-(2,6-difluorophenyl)ethyl]-5-[(2S)-1-methoxypropan-2-yl]oxybenzoyl]amino]pyridine-3-carboxylic acid

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: 470.47

Molecular Weight (Monoisotopic): 470.1653

AlogP: 4.51

#Rotatable Bonds: 10

Polar Surface Area: 97.75

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: 0.85

CX LogP: 5.13

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.11

References

1. Park K, Lee BM, Kim YH, Han T, Yi W, Lee DH, Choi HH, Chong W, Lee CH..  (2013)  Discovery of a novel phenylethyl benzamide glucokinase activator for the treatment of type 2 diabetes mellitus.,  23  (2): [PMID:23218712] [10.1016/j.bmcl.2012.11.018]

Source

Source(1):

• Scientific Literature