7-Phenyl-5-o-tolyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

ID: ALA174634

PubChem CID: 44385739

Max Phase: Preclinical

Molecular Formula: C19H16N4

Molecular Weight: 300.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1cn(-c2ccccc2)c2ncnc(N)c12

Standard InChI:  InChI=1S/C19H16N4/c1-13-7-5-6-10-15(13)16-11-23(14-8-3-2-4-9-14)19-17(16)18(20)21-12-22-19/h2-12H,1H3,(H2,20,21,22)

Standard InChI Key:  CWUGNRVNSPIEKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    1.5167   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -2.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -2.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -1.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    0.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -3.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542    1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -4.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  2  0
  4  1  1  0
  5  4  1  0
  6  1  1  0
  7  3  1  0
  8  2  1  0
  9 10  1  0
 10  6  2  0
 11  4  1  0
 12  8  2  0
 13  7  1  0
 14  8  1  0
 15 11  1  0
 16 11  2  0
 17 12  1  0
 18 12  1  0
 19 14  2  0
 20 19  1  0
 21 16  1  0
 22 15  2  0
 23 21  2  0
  2  5  2  0
  9  7  2  0
 23 22  1  0
 20 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA174634

   7-Phenyl-5-o-tolyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

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: 300.37

Molecular Weight (Monoisotopic): 300.1375

AlogP: 3.98

#Rotatable Bonds: 2

Polar Surface Area: 56.73

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.80

CX LogP: 4.32

CX LogD: 4.31

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.88

References

1. Missbach M, Altmann E, Widler L, Susa M, Buchdunger E, Mett H, Meyer T, Green J..  (2000)  Substituted 5,7-diphenyl-pyrrolo[2,3d]pyrimidines: potent inhibitors of the tyrosine kinase c-Src.,  10  (9): [PMID:10853665] [10.1016/s0960-894x(00)00131-1]

2. Shahlaei M, Pourhossein A.  (2013)  A 2D image-based method for modeling some c-Src tyrosine kinase inhibitors,  22  (6): [10.1007/s00044-012-0308-3]

Source

Source(1):

• Scientific Literature