N6-Methyl-N6-1-naphthylpyrido[2,3-d]pyrimidine-2,4,6-triamine

ID: ALA2382334

PubChem CID: 71681191

Max Phase: Preclinical

Molecular Formula: C18H16N6

Molecular Weight: 316.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1cnc2nc(N)nc(N)c2c1)c1cccc2ccccc12

Standard InChI:  InChI=1S/C18H16N6/c1-24(15-8-4-6-11-5-2-3-7-13(11)15)12-9-14-16(19)22-18(20)23-17(14)21-10-12/h2-10H,1H3,(H4,19,20,21,22,23)

Standard InChI Key:  QNASXWBMQABDSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   18.5009  -27.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4998  -27.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2078  -28.2618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2061  -26.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9147  -27.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9154  -27.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6240  -28.2558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3322  -27.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3275  -27.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6184  -26.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2036  -25.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7918  -28.2609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0327  -26.6099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7429  -27.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7432  -27.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4526  -28.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1588  -27.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4413  -26.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1486  -27.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8469  -26.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8391  -25.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1271  -25.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4317  -25.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0277  -25.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
  2 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 19  1  0
 18 14  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2382334

   N~6~-methyl-N~6~-(naphthalen-1-yl)pyrido[2,3-d]pyrimidine-2,4,6-triamine

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: 316.37

Molecular Weight (Monoisotopic): 316.1436

AlogP: 3.11

#Rotatable Bonds: 2

Polar Surface Area: 93.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.02

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -0.93

References

1. Gangjee A, Namjoshi OA, Raghavan S, Queener SF, Kisliuk RL, Cody V..  (2013)  Design, synthesis, and molecular modeling of novel pyrido[2,3-d]pyrimidine analogues as antifolates; application of Buchwald-Hartwig aminations of heterocycles.,  56  (11): [PMID:23627352] [10.1021/jm400086g]

Source

Source(1):

• Scientific Literature