4-(5-(2,4,5-Trifluoro-3-hydroxybenzoyl)thiophen-2-yl)phenyl sulfamate

ID: ALA4584367

PubChem CID: 122653046

Max Phase: Preclinical

Molecular Formula: C17H10F3NO5S2

Molecular Weight: 429.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)Oc1ccc(-c2ccc(C(=O)c3cc(F)c(F)c(O)c3F)s2)cc1

Standard InChI:  InChI=1S/C17H10F3NO5S2/c18-11-7-10(14(19)17(23)15(11)20)16(22)13-6-5-12(27-13)8-1-3-9(4-2-8)26-28(21,24)25/h1-7,23H,(H2,21,24,25)

Standard InChI Key:  VEOHVGGIOZDGJG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.0742  -25.5682    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.3644  -25.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7952  -26.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7941  -27.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5021  -27.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2118  -27.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2090  -26.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5004  -26.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4979  -25.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2044  -24.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7890  -24.7817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9505  -25.1099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.4955  -24.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0847  -23.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2860  -23.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0861  -27.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3067  -24.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0874  -26.0058    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.9202  -27.6408    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5019  -28.4599    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6379  -25.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4483  -25.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9253  -24.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5860  -24.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7765  -23.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7385  -24.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8886  -25.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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  9  4  1  0
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 15 16  1  0
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  5 17  1  0
 14 18  1  0
  4 19  1  0
  7 20  1  0
  6 21  1  0
 18 22  2  0
 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 18  1  0
 24 27  1  0
 27  2  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584367

   ---

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: 429.40

Molecular Weight (Monoisotopic): 428.9952

AlogP: 3.35

#Rotatable Bonds: 5

Polar Surface Area: 106.69

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.18

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.73

References

1. Abdelsamie AS, Salah M, Siebenbürger L, Hamed MM, Börger C, van Koppen CJ, Frotscher M, Hartmann RW..  (2019)  Development of potential preclinical candidates with promising in vitro ADME profile for the inhibition of type 1 and type 2 17β-Hydroxysteroid dehydrogenases: Design, synthesis, and biological evaluation.,  178  [PMID:31176098] [10.1016/j.ejmech.2019.05.084]

Source

Source(1):

• Scientific Literature