2-Amino-N-(2-chloro-6-methylphenyl)-5-(2-methoxyphenyl)nicotinamide

ID: ALA4536952

PubChem CID: 155548253

Max Phase: Preclinical

Molecular Formula: C20H18ClN3O2

Molecular Weight: 367.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cnc(N)c(C(=O)Nc2c(C)cccc2Cl)c1

Standard InChI:  InChI=1S/C20H18ClN3O2/c1-12-6-5-8-16(21)18(12)24-20(25)15-10-13(11-23-19(15)22)14-7-3-4-9-17(14)26-2/h3-11H,1-2H3,(H2,22,23)(H,24,25)

Standard InChI Key:  YCLGIHOFAJTGAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   17.1720  -29.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1708  -29.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8789  -30.3543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5885  -29.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5857  -29.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8771  -28.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4662  -28.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4674  -27.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7604  -27.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0518  -27.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0547  -28.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7622  -29.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2969  -30.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2919  -28.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0011  -29.1169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2888  -27.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7073  -28.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4150  -29.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1206  -28.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1180  -27.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4038  -27.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7010  -27.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4160  -29.9321    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.9902  -27.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7646  -29.9430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0582  -30.3537    0.0000 C   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
 12 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536952

   ---

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: 367.84

Molecular Weight (Monoisotopic): 367.1088

AlogP: 4.55

#Rotatable Bonds: 4

Polar Surface Area: 77.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.80

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.17

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