4-(4-Oxo-2-sulphoxido-1,3,4-trihydrothieno[2,3-d]thiadiazine-5-ylamino)-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one

ID: ALA1831267

PubChem CID: 54768942

Max Phase: Preclinical

Molecular Formula: C16H15N5O3S2

Molecular Weight: 389.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Nc2csc3c2C(=O)N[S+]([O-])N3)c(=O)n(-c2ccccc2)n1C

Standard InChI:  InChI=1S/C16H15N5O3S2/c1-9-13(16(23)21(20(9)2)10-6-4-3-5-7-10)17-11-8-25-15-12(11)14(22)18-26(24)19-15/h3-8,17,19H,1-2H3,(H,18,22)

Standard InChI Key:  DHYMOIKIORTLAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   14.0087  -15.2557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8150  -15.0931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3617  -15.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0754  -14.3095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4659  -14.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6425  -14.6361    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7291  -13.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3942  -13.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0610  -13.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5308  -13.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0681  -12.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7914  -12.9145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4038  -12.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4080  -11.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6167  -12.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0781  -10.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6248  -10.9673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3573  -13.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1331  -11.6349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3747  -10.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3080  -11.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8985  -12.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9024  -10.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0755  -12.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0781  -10.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6617  -11.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  2  4  1  0
  5  1  1  0
  6  5  1  0
  7  5  2  0
  8  6  1  0
  7  9  1  0
 10  7  1  0
  9  8  2  0
 11  9  1  0
  4 10  1  0
 10 12  2  0
 13 11  1  0
 13 14  2  0
 15 13  1  0
 14 16  1  0
 14 17  1  0
 15 18  2  0
 19 15  1  0
 17 19  1  0
 17 20  1  0
 19 21  1  0
 22 21  2  0
 21 23  1  0
 24 22  1  0
 23 25  2  0
 26 24  2  0
 25 26  1  0
M  CHG  2   2   1   3  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1831267

   5-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]-2-oxo-1H-thieno[2,3-c][1,2,6]thiadiazin-4-one

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: 389.46

Molecular Weight (Monoisotopic): 389.0616

AlogP: 2.02

#Rotatable Bonds: 3

Polar Surface Area: 103.15

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.19

CX Basic pKa: ┄

CX LogP: 1.21

CX LogD: 0.18

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -1.19

References

1. Aly HM, Saleh NM, Elhady HA..  (2011)  Design and synthesis of some new thiophene, thienopyrimidine and thienothiadiazine derivatives of antipyrine as potential antimicrobial agents.,  46  (9): [PMID:21840088] [10.1016/j.ejmech.2011.07.035]

Source

Source(1):

• Scientific Literature