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

ID: ALA4095268

PubChem CID: 137653110

Max Phase: Preclinical

Molecular Formula: C12H14N6

Molecular Weight: 242.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2nc(N)nc(N3CCCCC3)c12

Standard InChI:  InChI=1S/C12H14N6/c13-6-8-7-15-10-9(8)11(17-12(14)16-10)18-4-2-1-3-5-18/h7H,1-5H2,(H3,14,15,16,17)

Standard InChI Key:  SJZOSIMVHNPFLY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    4.6830   -4.4821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6818   -5.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3899   -5.7106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881   -4.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0967   -4.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015   -5.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8815   -5.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3589   -4.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8738   -4.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9738   -5.7097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1207   -3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3686   -2.6660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857   -3.2561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0940   -2.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936   -2.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6781   -2.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6770   -2.8514    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
M  END

Alternative Forms

1. Parent:

   

   ALA4095268

   ---

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: 242.29

Molecular Weight (Monoisotopic): 242.1280

AlogP: 1.40

#Rotatable Bonds: 1

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: 1.77

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -1.17

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