Rescovitine

ID: ALA1087791

PubChem CID: 46881287

Max Phase: Preclinical

Molecular Formula: C19H28N6O

Molecular Weight: 356.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Rescovitine | Rescovitine|CHEMBL1087791|BDBM50312575

Canonical SMILES:  CC[C@H](CO)Nc1nc(NCc2ccccc2)c2c(n1)N(C(C)C)CN2

Standard InChI:  InChI=1S/C19H28N6O/c1-4-15(11-26)22-19-23-17(20-10-14-8-6-5-7-9-14)16-18(24-19)25(12-21-16)13(2)3/h5-9,13,15,21,26H,4,10-12H2,1-3H3,(H2,20,22,23,24)/t15-/m1/s1

Standard InChI Key:  RMSINZVFNDWCCK-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    0.7539   -4.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -3.5815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0335   -5.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7489   -4.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -4.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800   -3.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614   -3.7347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483   -4.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678   -5.0662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -2.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1576   -2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188   -2.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300   -6.0592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -6.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -7.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232   -7.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0234   -8.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -8.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -8.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516   -7.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4716   -3.5950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1784   -4.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699   -4.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -3.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6072   -4.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512   -5.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3 13  1  0
  5  3  1  0
 13 14  1  0
  1  2  2  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
 20 15  1  0
  4  1  1  0
  1 21  1  0
  7 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  1  6
 10 11  1  0
 22 24  1  0
  2  6  1  0
 24 25  1  0
 10 12  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087791

   RESCOVITINE

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: 356.47

Molecular Weight (Monoisotopic): 356.2325

AlogP: 2.87

#Rotatable Bonds: 8

Polar Surface Area: 85.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 3.13

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -0.71

References

1. Ibrahim DA, El-Metwally AM..  (2010)  Design, synthesis, and biological evaluation of novel pyrimidine derivatives as CDK2 inhibitors.,  45  (3): [PMID:20045222] [10.1016/j.ejmech.2009.12.026]

Source

Source(1):

• Scientific Literature