2-Amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

ID: ALA4097157

Cas Number: 124738-81-4

PubChem CID: 14355186

Max Phase: Preclinical

Molecular Formula: C7H4ClN5

Molecular Weight: 193.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H4ClN5/c8-5-4-3(1-9)2-11-6(4)13-7(10)12-5/h2H,(H3,10,11,12,13)

Standard InChI Key:  VFKWCSCTCYYFAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    4.4890   -4.5688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4879   -5.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959   -5.7973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -4.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9027   -4.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075   -5.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6876   -5.6323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1649   -4.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6798   -4.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -5.7964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9267   -3.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1746   -2.7527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917   -3.3428    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4097157

   2-Amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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: 193.60

Molecular Weight (Monoisotopic): 193.0155

AlogP: 1.07

#Rotatable Bonds: ┄

Polar Surface Area: 91.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.73

CX Basic pKa: 3.35

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.61

Np Likeness Score: -1.02

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