5-(2-Cyanophenyl)-N-(2-fluorophenethyl)picolinamide

ID: ALA4538482

PubChem CID: 155549309

Max Phase: Preclinical

Molecular Formula: C21H16FN3O

Molecular Weight: 345.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1-c1ccc(C(=O)NCCc2ccccc2F)nc1

Standard InChI:  InChI=1S/C21H16FN3O/c22-19-8-4-2-5-15(19)11-12-24-21(26)20-10-9-17(14-25-20)18-7-3-1-6-16(18)13-23/h1-10,14H,11-12H2,(H,24,26)

Standard InChI Key:  LGOAGBWXXSGFBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   36.4895  -20.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4883  -20.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2032  -21.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9196  -20.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9167  -20.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2014  -19.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7736  -21.2638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.7749  -19.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0606  -20.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3460  -19.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6317  -20.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9171  -19.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6319  -20.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9209  -18.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2071  -18.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4918  -18.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4946  -19.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2089  -20.0260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7803  -18.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7804  -17.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0662  -17.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3513  -17.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3553  -18.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0701  -18.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0746  -19.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0781  -20.4428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  1  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
 25 26  3  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538482

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.38

Molecular Weight (Monoisotopic): 345.1277

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.59

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.65

References

1. Liu M, Liang Y, Zhu Z, Wang J, Cheng X, Cheng J, Xu B, Li R, Liu X, Wang Y..  (2019)  Discovery of Novel Aryl Carboxamide Derivatives as Hypoxia-Inducible Factor 1α Signaling Inhibitors with Potent Activities of Anticancer Metastasis.,  62  (20): [PMID:31556611] [10.1021/acs.jmedchem.9b01313]

Source

Source(1):

• Scientific Literature