8-Cyclopentyl-6-methoxymethyl-2-(5-piperazinol-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

ID: ALA3918866

PubChem CID: 134139656

Max Phase: Preclinical

Molecular Formula: C23H29N7O3

Molecular Weight: 451.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1cc2cnc(N(c3ccccn3)N3CCNC(O)C3)nc2n(C2CCCC2)c1=O

Standard InChI:  InChI=1S/C23H29N7O3/c1-33-15-17-12-16-13-26-23(27-21(16)29(22(17)32)18-6-2-3-7-18)30(19-8-4-5-9-24-19)28-11-10-25-20(31)14-28/h4-5,8-9,12-13,18,20,25,31H,2-3,6-7,10-11,14-15H2,1H3

Standard InChI Key:  SEORBQYRVPQTOJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    9.3923   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1014   -9.0856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8105   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8105   -7.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1014   -7.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3923   -7.8598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5154   -7.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2245   -7.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2245   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5154   -9.0856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9336   -9.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6873   -9.0856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9782   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692   -9.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2692   -7.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9783   -7.8598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6873   -9.9028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3923  -10.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3923  -11.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6873  -11.5371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9782  -11.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9782  -10.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692  -11.5371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9336   -7.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9336   -6.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6386   -6.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5154   -9.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1787  -10.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9240  -11.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1068  -11.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8563  -10.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  3 10  1  0
  4  7  1  0
  9 11  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 19 24  1  0
 23 25  1  0
 12 19  1  0
  1 12  1  0
 27 28  1  0
 26 27  1  0
  8 26  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 29 33  1  0
 10 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3918866

   ---

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: 451.53

Molecular Weight (Monoisotopic): 451.2332

AlogP: 1.72

#Rotatable Bonds: 6

Polar Surface Area: 108.64

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.48

CX Basic pKa: 7.61

CX LogP: 1.02

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: -0.53

References

1.  (2003)  2-(Pyridin-2-ylamino)-pyrido[2,3-d]pyrimidin-7-ones, 

Source

Source(1):

• Patent Bioactivity Data