N-methyl-4-(4-(phenylamino)pyrido[3,2-d]pyrimidin-6-yl)benzamide

ID: ALA4861078

PubChem CID: 153526779

Max Phase: Preclinical

Molecular Formula: C21H17N5O

Molecular Weight: 355.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(-c2ccc3ncnc(Nc4ccccc4)c3n2)cc1

Standard InChI:  InChI=1S/C21H17N5O/c1-22-21(27)15-9-7-14(8-10-15)17-11-12-18-19(26-17)20(24-13-23-18)25-16-5-3-2-4-6-16/h2-13H,1H3,(H,22,27)(H,23,24,25)

Standard InChI Key:  MEOVZYBGIKUMJJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   18.4443   -9.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1540   -9.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1511   -8.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4425   -8.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7363   -9.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7375   -8.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8623   -9.9597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8636  -10.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1552  -11.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1562  -12.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8692  -12.3561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5700  -11.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5717  -11.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2740  -12.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9752  -11.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9696  -11.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2667  -10.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6713  -10.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3823  -11.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0865  -10.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0811   -9.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3655   -9.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6641   -9.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7853   -9.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4964   -9.9198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2006   -9.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7783   -8.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 13  1  0
 12  8  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 18  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861078

   ---

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: 355.40

Molecular Weight (Monoisotopic): 355.1433

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 79.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: 4.72

CX LogP: 3.74

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.34

References

1. Han Y, Zhang H, Wang S, Li B, Xing K, Shi Y, Cao H, Zhang J, Tong T, Zang J, Guan L, Gao X, Wang Y, Liu D, Huang M, Jing Y, Zhao L..  (2021)  Optimization of 4,6-Disubstituted Pyrido[3,2-d]pyrimidines as Dual MNK/PIM Inhibitors to Inhibit Leukemia Cell Growth.,  64  (18.0): [PMID:34515481] [10.1021/acs.jmedchem.1c01084]

Source

Source(1):

• Scientific Literature