6-[(9H-Fluoren-2-ylamino)-methyl]-5-methyl-pyrido[2,3-d]pyrimidine-2,4-diamine

ID: ALA150082

PubChem CID: 466230

Max Phase: Preclinical

Molecular Formula: C22H20N6

Molecular Weight: 368.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CNc2ccc3c(c2)Cc2ccccc2-3)cnc2nc(N)nc(N)c12

Standard InChI:  InChI=1S/C22H20N6/c1-12-15(11-26-21-19(12)20(23)27-22(24)28-21)10-25-16-6-7-18-14(9-16)8-13-4-2-3-5-17(13)18/h2-7,9,11,25H,8,10H2,1H3,(H4,23,24,26,27,28)

Standard InChI Key:  CJEKYVLLXPZBHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  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
    4.0167   -3.7167    0.0000 C   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
   -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
    4.7292   -2.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -3.7167    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
    3.2917   -2.4917    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
    3.3125   -4.1292    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
   -3.1208   -5.4042    0.0000 N   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
    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   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.6667    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 17  1  0
  8 15  1  0
  9  1  1  0
 10  4  1  0
 11  8  1  0
 12 13  1  0
 13  7  1  0
 14 16  1  0
 15 23  2  0
 16  9  2  0
 17 22  2  0
 18 14  1  0
 19 18  1  0
 20  5  1  0
 21  6  1  0
 22 19  1  0
 23 22  1  0
 24 10  1  0
 25 11  1  0
 26 12  1  0
 27 25  2  0
 28 26  2  0
  2  6  2  0
 10 14  2  0
  7  8  2  0
 12 11  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA150082

   6-[(9H-fluoren-2-ylamino)methyl]-5-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: 368.44

Molecular Weight (Monoisotopic): 368.1749

AlogP: 3.68

#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: 3.71

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.73

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