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

ID: ALA4102441

PubChem CID: 137659655

Max Phase: Preclinical

Molecular Formula: C11H12N6

Molecular Weight: 228.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2nc(N)nc(NCC3CC3)c12

Standard InChI:  InChI=1S/C11H12N6/c12-3-7-5-15-10-8(7)9(16-11(13)17-10)14-4-6-1-2-6/h5-6H,1-2,4H2,(H4,13,14,15,16,17)

Standard InChI Key:  YEYSNJHDUJTMIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   11.7777   -4.1726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7765   -4.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4846   -5.4011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4828   -3.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1914   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1962   -4.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9763   -5.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4536   -4.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9685   -3.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0685   -5.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2154   -3.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4633   -2.3565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4804   -2.9465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7714   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0650   -2.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2521   -2.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629   -3.6595    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
 14 15  1  0
 16 15  1  0
 17 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102441

   ---

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: 228.26

Molecular Weight (Monoisotopic): 228.1123

AlogP: 1.23

#Rotatable Bonds: 3

Polar Surface Area: 103.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.05

CX Basic pKa: 6.88

CX LogP: 1.07

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.73

Np Likeness Score: -0.98

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