5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine

ID: ALA1097863

PubChem CID: 46888182

Max Phase: Preclinical

Molecular Formula: C15H15N5

Molecular Weight: 265.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(CNc2cccc3ccccc23)c(N)n1

Standard InChI:  InChI=1S/C15H15N5/c16-14-11(9-19-15(17)20-14)8-18-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,9,18H,8H2,(H4,16,17,19,20)

Standard InChI Key:  YKFNVUKRKLDESS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.2494   -6.2240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482   -7.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640   -7.4657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6812   -7.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -6.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -5.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -7.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9597   -4.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3922   -5.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1090   -6.2149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8227   -5.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486   -4.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5267   -4.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8164   -4.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2512   -5.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5402   -6.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5426   -7.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2553   -7.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9672   -7.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9613   -6.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
 11 16  2  0
  5  6  2  0
 15 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14 11  1  0
  2  7  1  0
  3  4  2  0
 15 16  1  0
  6  8  1  0
 16 17  1  0
 17 18  2  0
  5  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097863

   5-[(1-Naphthylamino)methyl]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: 265.32

Molecular Weight (Monoisotopic): 265.1327

AlogP: 2.41

#Rotatable Bonds: 3

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.23

CX LogP: 1.85

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.92

References

1. Bag S, Tawari NR, Degani MS, Queener SF..  (2010)  Design, synthesis, biological evaluation and computational investigation of novel inhibitors of dihydrofolate reductase of opportunistic pathogens.,  18  (9): [PMID:20363634] [10.1016/j.bmc.2010.03.031]

Source

Source(1):

• Scientific Literature