3-(3-Chloro-4-hydroxy-5-methylsulfanylbenzoyl)-1,1-dioxo-1,2-dihydro-3H-1,3-benzothiazole

ID: ALA4760971

PubChem CID: 51349323

Max Phase: Preclinical

Molecular Formula: C15H12ClNO4S2

Molecular Weight: 369.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cc(C(=O)N2CS(=O)(=O)c3ccccc32)cc(Cl)c1O

Standard InChI:  InChI=1S/C15H12ClNO4S2/c1-22-12-7-9(6-10(16)14(12)18)15(19)17-8-23(20,21)13-5-3-2-4-11(13)17/h2-7,18H,8H2,1H3

Standard InChI Key:  WTDNIIPBZKOONK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   41.2269  -10.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2310  -11.0445    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.9367  -10.6323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0380  -11.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0369  -12.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7449  -12.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7431  -10.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4518  -11.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4566  -12.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2410  -12.3780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7210  -11.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4980  -13.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9548  -13.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2983  -13.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5506  -14.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3501  -14.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8943  -13.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6334  -12.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8345  -12.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6948  -13.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1745  -12.2603    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.6068  -15.0382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.4070  -15.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
  2  8  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760971

   3-(3-Chloro-4-hydroxy-5-methylsulfanylbenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole

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: 369.85

Molecular Weight (Monoisotopic): 368.9896

AlogP: 3.16

#Rotatable Bonds: 2

Polar Surface Area: 74.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.86

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -1.14

References

1. Uda J,Kobashi S,Miyata S,Ashizawa N,Matsumoto K,Iwanaga T.  (2020)  Discovery of Dotinurad (FYU-981), a New Phenol Derivative with Highly Potent Uric Acid Lowering Activity.,  11  (10): [PMID:33062187] [10.1021/acsmedchemlett.0c00176]

Source

Source(1):

• Scientific Literature