2-Amino-5-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-methylphenyl)nicotinamide

ID: ALA4539576

PubChem CID: 155550214

Max Phase: Preclinical

Molecular Formula: C19H14Cl2FN3O

Molecular Weight: 390.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(Cl)c1NC(=O)c1cc(-c2ccc(F)cc2Cl)cnc1N

Standard InChI:  InChI=1S/C19H14Cl2FN3O/c1-10-3-2-4-15(20)17(10)25-19(26)14-7-11(9-24-18(14)23)13-6-5-12(22)8-16(13)21/h2-9H,1H3,(H2,23,24)(H,25,26)

Standard InChI Key:  LYRCIJDGXIRMFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   29.4133  -16.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4122  -17.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1202  -18.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8299  -17.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8271  -16.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1185  -16.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7076  -16.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7088  -15.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0018  -15.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2932  -15.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2960  -16.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0036  -16.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5383  -18.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5332  -16.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2425  -16.9044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5302  -15.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9486  -16.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6563  -16.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3620  -16.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3594  -15.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6451  -15.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9424  -15.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6574  -17.7197    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.2316  -15.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5848  -15.2798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.0060  -17.7305    0.0000 Cl  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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1  7  1  0
  4 13  1  0
  5 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 18 23  1  0
 22 24  1  0
 10 25  1  0
 12 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539576

   ---

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: 390.25

Molecular Weight (Monoisotopic): 389.0498

AlogP: 5.34

#Rotatable Bonds: 3

Polar Surface Area: 68.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.84

CX LogP: 5.77

CX LogD: 5.77

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -1.59

References

1. Li X, Xie W, Wang X, Huang Z, Bian X, Wang K, Sun Q..  (2019)  Chemical conversion of nicotinamide into type I positive allosteric modulator of α7 nAChRs.,  29  (15): [PMID:31153804] [10.1016/j.bmcl.2019.05.046]

Source

Source(1):

• Scientific Literature