4-Fluoro-N-(2-(5-(2,4,5-trifluoro-3-hydroxybenzoyl)thiophen-2-yl)phenyl)benzenesulfonamide

ID: ALA4518587

PubChem CID: 139030522

Product Number: F608984, Order Now?

Max Phase: Preclinical

Molecular Formula: C23H13F4NO4S2

Molecular Weight: 507.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccccc2NS(=O)(=O)c2ccc(F)cc2)s1)c1cc(F)c(F)c(O)c1F

Standard InChI:  InChI=1S/C23H13F4NO4S2/c24-12-5-7-13(8-6-12)34(31,32)28-17-4-2-1-3-14(17)18-9-10-19(33-18)22(29)15-11-16(25)21(27)23(30)20(15)26/h1-11,28,30H

Standard InChI Key:  CHVVDDGGNOHSOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   22.2623  -11.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6845  -11.9566    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.4773  -12.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6968  -14.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5122  -14.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9191  -14.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5117  -13.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6932  -13.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2900  -14.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4705  -14.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9882  -13.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2117  -13.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2141  -14.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9921  -14.7485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5545  -14.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8069  -14.6507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6424  -15.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9824  -16.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0699  -17.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8181  -17.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4796  -16.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3888  -16.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2355  -15.9414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4100  -17.5666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9071  -18.2277    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.2283  -17.2558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2819  -12.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2766  -11.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6851  -10.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2745   -9.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4565   -9.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0507  -10.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4636  -11.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0443   -9.1375    0.0000 F   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  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  9 10  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 18 23  1  0
 19 24  1  0
 20 25  1  0
 21 26  1  0
  8 27  1  0
 27  2  1  0
  2 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518587

   4-Fluoro-N-(2-(5-(2,4,5-trifluoro-3-hydroxybenzoyl)thiophen-2-yl)phenyl)benzene-sulfonamide

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: 507.49

Molecular Weight (Monoisotopic): 507.0222

AlogP: 5.71

#Rotatable Bonds: 6

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.16

CX Basic pKa: ┄

CX LogP: 5.74

CX LogD: 4.38

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: -1.27

References

1. Abdelsamie AS, Salah M, Siebenbürger L, Merabet A, Scheuer C, Frotscher M, Müller ST, Zierau O, Vollmer G, Menger MD, Laschke MW, van Koppen CJ, Marchais-Oberwinkler S, Hartmann RW..  (2019)  Design, Synthesis, and Biological Characterization of Orally Active 17β-Hydroxysteroid Dehydrogenase Type 2 Inhibitors Targeting the Prevention of Osteoporosis.,  62  (15): [PMID:31343176] [10.1021/acs.jmedchem.9b00932]

Source

Source(1):

• Scientific Literature