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

ID: ALA4097265

PubChem CID: 137661772

Max Phase: Preclinical

Molecular Formula: C14H19N7O

Molecular Weight: 301.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2nc(N)nc(N3CCN(CCCO)CC3)c12

Standard InChI:  InChI=1S/C14H19N7O/c15-8-10-9-17-12-11(10)13(19-14(16)18-12)21-5-3-20(4-6-21)2-1-7-22/h9,22H,1-7H2,(H3,16,17,18,19)

Standard InChI Key:  QDJHFWLVJXMOGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   20.4531   -5.1466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4520   -5.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1600   -6.3751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1582   -4.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8669   -5.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8717   -5.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6517   -6.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1290   -5.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6439   -4.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7440   -6.3742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8908   -4.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1388   -3.3305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1558   -3.9206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8603   -3.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8598   -2.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1527   -2.2889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4444   -2.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4432   -3.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1533   -1.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8613   -1.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8620   -0.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5700    0.1686    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
  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
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097265

   ---

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: 301.35

Molecular Weight (Monoisotopic): 301.1651

AlogP: -0.08

#Rotatable Bonds: 4

Polar Surface Area: 118.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.07

CX Basic pKa: 7.63

CX LogP: 0.14

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -1.20

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