4-(1-isopropyl-2-methyl-1H-benzo[d]imidazol-6-yl)-N-(5-(piperazin-1-yl)pyridin-2-yl)pyrimidin-2-amine

ID: ALA3604463

PubChem CID: 122185732

Max Phase: Preclinical

Molecular Formula: C24H28N8

Molecular Weight: 428.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccc(-c3ccnc(Nc4ccc(N5CCNCC5)cn4)n3)cc2n1C(C)C

Standard InChI:  InChI=1S/C24H28N8/c1-16(2)32-17(3)28-21-6-4-18(14-22(21)32)20-8-9-26-24(29-20)30-23-7-5-19(15-27-23)31-12-10-25-11-13-31/h4-9,14-16,25H,10-13H2,1-3H3,(H,26,27,29,30)

Standard InChI Key:  MRYLLITXXQUJLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -8.8133    2.9879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1115    3.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4114    2.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4132    1.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1151    0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8151    1.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5147    0.7385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2151    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.7421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204    2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2185    2.9892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3556    2.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808    3.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7102    3.7431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7108    5.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0102    5.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3089    5.2422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3084    3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0090    2.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
 14 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
  3 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3604463

   ---

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: 428.54

Molecular Weight (Monoisotopic): 428.2437

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 83.79

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 8.87

CX LogP: 3.56

CX LogD: 2.08

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.63

References

1. Sánchez-Martínez C, Gelbert LM, Lallena MJ, de Dios A..  (2015)  Cyclin dependent kinase (CDK) inhibitors as anticancer drugs.,  25  (17): [PMID:26115571] [10.1016/j.bmcl.2015.05.100]

Source

Source(1):

• Scientific Literature