rac-Ethyl 4-(1H-indazole-6-yl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4580791

PubChem CID: 155561333

Max Phase: Preclinical

Molecular Formula: C15H16N4O2S

Molecular Weight: 316.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(=S)NC1c1ccc2cn[nH]c2c1

Standard InChI:  InChI=1S/C15H16N4O2S/c1-3-21-14(20)12-8(2)17-15(22)18-13(12)9-4-5-10-7-16-19-11(10)6-9/h4-7,13H,3H2,1-2H3,(H,16,19)(H2,17,18,22)

Standard InChI Key:  YPGXKASHRPRRKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   21.3790  -24.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3790  -25.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0843  -26.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7896  -25.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7896  -24.9821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0843  -24.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4967  -26.2089    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6719  -26.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0843  -23.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7941  -23.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3761  -22.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3793  -23.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6701  -24.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6677  -23.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9636  -24.9863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2547  -24.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5482  -24.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0862  -22.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7919  -22.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3954  -21.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0627  -21.2358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2536  -21.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  2  8  1  0
  6  9  1  0
  9 10  2  0
 10 19  1  0
 18 11  1  0
 11 12  2  0
 12  9  1  0
  1 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580791

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.39

Molecular Weight (Monoisotopic): 316.0994

AlogP: 1.92

#Rotatable Bonds: 3

Polar Surface Area: 79.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.85

CX Basic pKa: 1.67

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -1.60

References

1. González-Hernández E, Aparicio R, Garayoa M, Montero MJ, Sevilla MÁ, Pérez-Melero C..  (2019)  Dihydropyrimidine-2-thiones as Eg5 inhibitors and L-type calcium channel blockers: potential antitumour dual agents.,  10  (9): [PMID:31673316] [10.1039/C9MD00108E]

Source

Source(1):

• Scientific Literature