N-(2-Dimethylamino-4-methoxy-5-((4-benzamidopyrimidin-2-yl)amino)phenyl)acrylamide

ID: ALA4476791

PubChem CID: 155538664

Max Phase: Preclinical

Molecular Formula: C23H24N6O3

Molecular Weight: 432.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(Nc2nccc(NC(=O)c3ccccc3)n2)c(OC)cc1N(C)C

Standard InChI:  InChI=1S/C23H24N6O3/c1-5-21(30)25-16-13-17(19(32-4)14-18(16)29(2)3)26-23-24-12-11-20(28-23)27-22(31)15-9-7-6-8-10-15/h5-14H,1H2,2-4H3,(H,25,30)(H2,24,26,27,28,31)

Standard InChI Key:  LCNMSBACQVVJRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   13.1280   -5.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1268   -6.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8416   -6.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5580   -6.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5552   -5.3714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8398   -4.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8374   -4.1372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1216   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1192   -2.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4083   -4.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2732   -6.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9871   -6.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6988   -6.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4122   -6.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4113   -5.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6911   -4.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9807   -5.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6989   -7.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9844   -7.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6869   -4.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9703   -3.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9662   -2.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -4.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6785   -2.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8343   -2.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8322   -1.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1160   -1.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4004   -1.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4060   -2.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1245   -4.9581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8402   -5.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1222   -4.1331    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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 13 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
  9 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  9  1  0
 15 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476791

   ---

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: 432.48

Molecular Weight (Monoisotopic): 432.1910

AlogP: 3.67

#Rotatable Bonds: 8

Polar Surface Area: 108.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.39

CX Basic pKa: 3.51

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.22

References

1. Chen L, Chi F, Wang T, Wang N, Li W, Liu K, Shu X, Ma X, Xu Y..  (2018)  The synthesis of 4-arylamido-2-arylaminoprimidines as potent EGFR T790M/L858R inhibitors for NSCLC.,  26  (23-24): [PMID:30471829] [10.1016/j.bmc.2018.11.009]

Source

Source(1):

• Scientific Literature