(4,7-Diphenyl-N-propyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidine-2-carboxamide

ID: ALA4226617

PubChem CID: 145970178

Max Phase: Preclinical

Molecular Formula: C24H19F3N4O

Molecular Weight: 436.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1nc(-c2ccccc2)c2c(C(F)(F)F)cc(-c3ccccc3)nc2n1

Standard InChI:  InChI=1S/C24H19F3N4O/c1-2-13-28-23(32)22-30-20(16-11-7-4-8-12-16)19-17(24(25,26)27)14-18(29-21(19)31-22)15-9-5-3-6-10-15/h3-12,14H,2,13H2,1H3,(H,28,32)

Standard InChI Key:  GTADZFASWCYOEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   21.4011   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1077   -3.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8102   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8102   -2.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1077   -1.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4011   -2.1905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5126   -1.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2192   -2.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2192   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5126   -3.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6986   -3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9920   -3.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6986   -4.2253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9920   -4.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9920   -5.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2895   -5.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9217   -3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6283   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3308   -3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3308   -4.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6283   -4.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9217   -4.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1077   -0.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4011   -0.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4011    0.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1077    0.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8102    0.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8102   -0.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5116   -0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2188   -0.5594    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8034   -0.5612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.5046   -0.1486    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
  4  7  1  0
 11 12  2  0
 11 13  1  0
  1 11  1  0
 14 15  1  0
 15 16  1  0
 13 14  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
  9 17  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
  5 23  1  0
  7 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4226617

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 436.44

Molecular Weight (Monoisotopic): 436.1511

AlogP: 5.52

#Rotatable Bonds: 5

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.32

CX Basic pKa: ┄

CX LogP: 6.11

CX LogD: 6.11

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.16

References

1. Veeraswamy B, Madhu D, Jitender Dev G, Poornachandra Y, Shravan Kumar G, Ganesh Kumar C, Narsaiah B..  (2018)  Studies on synthesis of novel pyrido[2,3-d]pyrimidine derivatives, evaluation of their antimicrobial activity and molecular docking.,  28  (9): [PMID:29602683] [10.1016/j.bmcl.2018.03.022]

Source

Source(1):

• Scientific Literature