3-(3-Cyano-4-hydroxy-5-trifluoromethylbenzoyl)-1,2-dihydro-3H-1,3-benzothiazole

ID: ALA4744184

PubChem CID: 68108480

Max Phase: Preclinical

Molecular Formula: C16H9F3N2O2S

Molecular Weight: 350.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(C(=O)N2CSc3ccccc32)cc(C(F)(F)F)c1O

Standard InChI:  InChI=1S/C16H9F3N2O2S/c17-16(18,19)11-6-9(5-10(7-20)14(11)22)15(23)21-8-24-13-4-2-1-3-12(13)21/h1-6,22H,8H2

Standard InChI Key:  ZMYHQWPKHSCITJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.3331  -25.0564    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.1402  -25.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1390  -26.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8471  -26.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8453  -24.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5539  -25.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5587  -26.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3431  -26.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8231  -25.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6002  -27.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0569  -27.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4005  -27.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6528  -28.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4523  -28.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9964  -27.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7356  -26.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9367  -26.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7970  -27.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2750  -26.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8119  -25.6579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7089  -29.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1654  -29.6604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.5092  -29.2158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9168  -29.8357    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  1  1  0
  1  6  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 16 19  1  0
 19 20  3  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744184

   3-(3-Cyano-4-hydroxy-5-trifluoromethylbenzoyl)-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: 350.32

Molecular Weight (Monoisotopic): 350.0337

AlogP: 3.99

#Rotatable Bonds: 1

Polar Surface Area: 64.33

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.12

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -1.47

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