(5,7-Diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-methyl-amine

ID: ALA366831

PubChem CID: 4750207

Max Phase: Preclinical

Molecular Formula: C19H16N4

Molecular Weight: 300.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ncnc2c1c(-c1ccccc1)cn2-c1ccccc1

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

Standard InChI Key:  XUCUUSDIHUJLCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -5.5086  -17.7756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100  -18.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7978  -19.0147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7998  -17.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826  -17.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820  -18.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2919  -18.8584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8040  -18.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927  -17.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0411  -16.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338  -16.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797  -15.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317  -15.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3412  -15.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5917  -16.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378  -19.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906  -20.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361  -21.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292  -21.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773  -20.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348  -19.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8037  -16.5393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5192  -16.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
  5  4  2  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
 21 16  1  0
  7 16  1  0
  5  6  1  0
  4 22  1  0
 10 11  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA366831

   N-methyl-5,7-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

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: 4.13

#Rotatable Bonds: 3

Polar Surface Area: 42.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.65

CX LogP: 4.11

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.02

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. Tintori C, Magnani M, Schenone S, Botta M..  (2009)  Docking, 3D-QSAR studies and in silico ADME prediction on c-Src tyrosine kinase inhibitors.,  44  (3): [PMID:18722033] [10.1016/j.ejmech.2008.07.002]

Source

Source(1):

• Scientific Literature