6-Cyano-2-(phenylamino)-9H-purine

ID: ALA4755796

PubChem CID: 146170572

Max Phase: Preclinical

Molecular Formula: C12H8N6

Molecular Weight: 236.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1nc(Nc2ccccc2)nc2[nH]cnc12

Standard InChI:  InChI=1S/C12H8N6/c13-6-9-10-11(15-7-14-10)18-12(17-9)16-8-4-2-1-3-5-8/h1-5,7H,(H2,14,15,16,17,18)

Standard InChI Key:  CVPBLNRTHSCHMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   28.1669   -9.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1658   -9.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8738  -10.3084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8720   -8.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5806   -9.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5855   -9.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3699  -10.1492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8499   -9.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3620   -8.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8696   -7.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8617   -7.0328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4577  -10.3074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7504   -9.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7555   -9.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0490   -8.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0491  -10.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3428   -9.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3442   -9.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  3  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755796

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 236.24

Molecular Weight (Monoisotopic): 236.0810

AlogP: 1.97

#Rotatable Bonds: 2

Polar Surface Area: 90.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: 0.20

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -1.47

References

1. Matheson, Christopher J., Coxon, Christopher R., Bayliss, Richard, Boxall, Kathy, Carbain, Benoit, Fry, Andrew M., Hardcastle, Ian R., Harnor, Suzannah J., Mas-Droux, Corine, Newell, David R., Richards, Mark W., Sivaprakasam, Mangaleswaran, Turner, David, Griffin, Roger J., Golding, Bernard T., Cano, Celine.  (2020)  2-Arylamino-6-ethynylpurines are cysteine-targeting irreversible inhibitors of Nek2 kinase,  11  (6): [PMID:33479670] [10.1039/d0md00074d]

Source

Source(1):

• Scientific Literature