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

ID: ALA4103371

PubChem CID: 137656752

Max Phase: Preclinical

Molecular Formula: C13H8FN5

Molecular Weight: 253.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H8FN5/c14-9-3-1-2-7(4-9)11-10-8(5-15)6-17-12(10)19-13(16)18-11/h1-4,6H,(H3,16,17,18,19)

Standard InChI Key:  OWBRYIBDGOHENC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   34.6962  -21.4574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6950  -22.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4031  -22.6859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4013  -21.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1099  -21.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1147  -22.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8948  -22.5209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3721  -21.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8870  -21.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9870  -22.6850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1339  -20.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3818  -19.6413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3961  -20.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1042  -19.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1021  -19.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3926  -18.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6838  -19.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6894  -19.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9734  -18.6115    0.0000 F   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:

   

   ALA4103371

   ---

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: 253.24

Molecular Weight (Monoisotopic): 253.0764

AlogP: 2.22

#Rotatable Bonds: 1

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: 11.36

CX Basic pKa: 3.97

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -1.30

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