2-Amino-4-(4-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile

ID: ALA4094812

PubChem CID: 137653092

Max Phase: Preclinical

Molecular Formula: C12H15N7

Molecular Weight: 257.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc(N)nc3[nH]cc(C#N)c23)CC1

Standard InChI:  InChI=1S/C12H15N7/c1-18-2-4-19(5-3-18)11-9-8(6-13)7-15-10(9)16-12(14)17-11/h7H,2-5H2,1H3,(H3,14,15,16,17)

Standard InChI Key:  HXSZYRBOHVICQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.2152   -4.4285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2140   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9221   -5.6570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9203   -4.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6289   -4.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6337   -5.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4137   -5.4919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8911   -4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4060   -4.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5060   -5.6561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6529   -3.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008   -2.6124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9179   -3.2024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6223   -2.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6218   -1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9147   -1.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2064   -1.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9154   -0.7536    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 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094812

   ---

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: 257.30

Molecular Weight (Monoisotopic): 257.1389

AlogP: 0.16

#Rotatable Bonds: 1

Polar Surface Area: 97.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.05

CX Basic pKa: 7.50

CX LogP: 0.77

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.25

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