2-Amino-4-(cyclohexylmethylamino)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile

ID: ALA4102084

PubChem CID: 137660360

Max Phase: Preclinical

Molecular Formula: C14H18N6

Molecular Weight: 270.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1nc(N)nc2[nH]cc(C#N)c12)C1CCCCC1

Standard InChI:  InChI=1S/C14H18N6/c1-20(10-5-3-2-4-6-10)13-11-9(7-15)8-17-12(11)18-14(16)19-13/h8,10H,2-6H2,1H3,(H3,16,17,18,19)

Standard InChI Key:  CFHOZKQETSTKPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   12.4257  -19.1132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4245  -19.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1326  -20.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1308  -18.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8394  -19.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8442  -19.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6242  -20.1766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1016  -19.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6165  -18.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7165  -20.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8633  -18.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1113  -17.2971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1283  -17.8871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8348  -17.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4194  -17.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4196  -16.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7147  -16.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0058  -16.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0063  -17.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7157  -17.8944    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
  2 10  1  0
 11 12  3  0
  9 11  1  0
  4 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102084

   ---

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: 270.34

Molecular Weight (Monoisotopic): 270.1593

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 94.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.02

CX Basic pKa: 6.70

CX LogP: 2.72

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -0.97

References

1. Anthony NG, Baiget J, Berretta G, Boyd M, Breen D, Edwards J, Gamble C, Gray AI, Harvey AL, Hatziieremia S, Ho KH, Huggan JK, Lang S, Llona-Minguez S, Luo JL, McIntosh K, Paul A, Plevin RJ, Robertson MN, Scott R, Suckling CJ, Sutcliffe OB, Young LC, Mackay SP..  (2017)  Inhibitory Kappa B Kinase α (IKKα) Inhibitors That Recapitulate Their Selectivity in Cells against Isoform-Related Biomarkers.,  60  (16): [PMID:28737909] [10.1021/acs.jmedchem.7b00484]

Source

Source(1):

• Scientific Literature