N-(1-(2-(1-hydroxy-1-p-tolylethyl)-1H-imidazol-4-yl)-2-oxo-1,2-dihydropyridin-4-yl)thiazole-4-carboxamide

ID: ALA3809367

PubChem CID: 127043427

Max Phase: Preclinical

Molecular Formula: C21H19N5O3S

Molecular Weight: 421.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)(O)c2nc(-n3ccc(NC(=O)c4cscn4)cc3=O)c[nH]2)cc1

Standard InChI:  InChI=1S/C21H19N5O3S/c1-13-3-5-14(6-4-13)21(2,29)20-22-10-17(25-20)26-8-7-15(9-18(26)27)24-19(28)16-11-30-12-23-16/h3-12,29H,1-2H3,(H,22,25)(H,24,28)

Standard InChI Key:  CDTWMSVGAOICNX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    4.1010   -5.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8082   -4.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150   -4.5378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8969   -0.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5517    0.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5554    1.9869    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8054    3.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.9741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3005   -4.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075   -6.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3990   -6.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2833   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -3.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1848   -3.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4765   -5.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  2  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
  4 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 22  2  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809367

   ---

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: 421.48

Molecular Weight (Monoisotopic): 421.1209

AlogP: 2.83

#Rotatable Bonds: 5

Polar Surface Area: 112.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: 0.13

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.44

References

1. Fader L, Brault M, Desjardins J, Dansereau N, Lamorte L, Tremblay S, Bilodeau F, Bordeleau J, Duplessis M, Gorys V, Gillard J, Gleason JL, James C, Joly MA, Kuhn C, Llinas-Brunet M, Luo L, Morency L, Morin S, Parisien M, Poirier M, Thibeault C, Trinh T, Sturino C, Srivastava S, Yoakim C, Franti M..  (2016)  Discovery of Potent, Orally Bioavailable Inhibitors of Human Cytomegalovirus.,  7  (5): [PMID:27190604] [10.1021/acsmedchemlett.6b00064]

Source

Source(1):

• Scientific Literature