5-Methyl-6-(naphthalen-2-ylaminomethyl)-pyrido[2,3-d]pyrimidine-2,4-diamine

ID: ALA151367

PubChem CID: 464040

Max Phase: Preclinical

Molecular Formula: C19H18N6

Molecular Weight: 330.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CNc2ccc3ccccc3c2)cnc2nc(N)nc(N)c12

Standard InChI:  InChI=1S/C19H18N6/c1-11-14(10-23-18-16(11)17(20)24-19(21)25-18)9-22-15-7-6-12-4-2-3-5-13(12)8-15/h2-8,10,22H,9H2,1H3,(H4,20,21,23,24,25)

Standard InChI Key:  MYKMSYYXRRNPQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -0.9708   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4000   -4.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9708   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4000   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -5.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -4.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -4.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -3.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792   -4.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6958   -2.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -2.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -2.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  2  0
  4  1  1  0
  5  4  2  0
  6  3  1  0
  7  1  1  0
  8  4  1  0
  9 10  1  0
 10  7  2  0
 11 15  1  0
 12  9  1  0
 13 12  1  0
 14  5  1  0
 15 18  2  0
 16  6  1  0
 17 19  1  0
 18 13  1  0
 19 20  2  0
 20 18  1  0
 21  8  1  0
 22 11  2  0
 23 17  2  0
 24 22  1  0
 25 23  1  0
  2  6  2  0
  8  9  2  0
 11 17  1  0
 25 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA151367

   5-Methyl-6-[(2-naphthylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine

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: 330.40

Molecular Weight (Monoisotopic): 330.1593

AlogP: 3.26

#Rotatable Bonds: 3

Polar Surface Area: 102.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.63

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -0.81

References

1. Debnath AK..  (2002)  Pharmacophore mapping of a series of 2,4-diamino-5-deazapteridine inhibitors of Mycobacterium avium complex dihydrofolate reductase.,  45  (1): [PMID:11754578] [10.1021/jm010360c]

Source

Source(1):

• Scientific Literature