(5-(4-(4-fluorophenyl)-6-(4-hydroxyphenyl)-2-thioxo-5,6-dihydropyrimidin-1(2H)-yl)-1,2-dihydro-1,2,4-triazin-3(6H)-one)

ID: ALA5287507

Max Phase: Preclinical

Molecular Formula: C19H16FN5O2S

Molecular Weight: 397.44

Names and Identifiers

Canonical SMILES:  O=C1N=C(N2C(=S)N=C(c3ccc(F)cc3)CC2c2ccc(O)cc2)CNN1

Standard InChI:  InChI=1S/C19H16FN5O2S/c20-13-5-1-11(2-6-13)15-9-16(12-3-7-14(26)8-4-12)25(19(28)22-15)17-10-21-24-18(27)23-17/h1-8,16,21,26H,9-10H2,(H,24,27)

Standard InChI Key:  QRQUXTZYNDALOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.8450   -0.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -1.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317   -2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245   -1.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129   -0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102   -0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102    0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    1.6452    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450    1.6451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    2.0560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218    1.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -2.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427   -1.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427   -0.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -2.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566   -2.0560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  7  5  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 12  2  0
 11 13  2  0
 14 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 19  1  0
 16 20  2  0
 21  9  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 21  2  0
 24 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287507

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 397.44

Molecular Weight (Monoisotopic): 397.1009

AlogP: 2.68

#Rotatable Bonds: 2

Polar Surface Area: 89.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.59

CX Basic pKa: 1.26

CX LogP: 2.25

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.60

References

1. Pal R, Singh K, Khan SA, Chawla P, Kumar B, Akhtar MJ..  (2021)  Reactive metabolites of the anticonvulsant drugs and approaches to minimize the adverse drug reaction.,  226  [PMID:34628237] [10.1016/j.ejmech.2021.113890]

Source

Source(1):

• Scientific Literature