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

ID: ALA4093207

PubChem CID: 137653022

Max Phase: Preclinical

Molecular Formula: C13H9N5O

Molecular Weight: 251.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2nc(N)nc(-c3cccc(O)c3)c12

Standard InChI:  InChI=1S/C13H9N5O/c14-5-8-6-16-12-10(8)11(17-13(15)18-12)7-2-1-3-9(19)4-7/h1-4,6,19H,(H3,15,16,17,18)

Standard InChI Key:  HJYHHNWAZMCDMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   34.7911  -13.0503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7900  -13.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4980  -14.2788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4962  -12.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2049  -13.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2096  -13.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9897  -14.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4670  -13.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9819  -12.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0819  -14.2778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2288  -12.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4768  -11.2342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4910  -11.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1991  -11.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1970  -10.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4875  -10.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7787  -10.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7843  -11.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0684  -10.2043    0.0000 O   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
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  4 13  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093207

   ---

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: 251.25

Molecular Weight (Monoisotopic): 251.0807

AlogP: 1.78

#Rotatable Bonds: 1

Polar Surface Area: 111.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: 4.80

CX LogP: 1.95

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -0.43

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