N-{3-[5-(2,6-Difluoro-3-hydroxybenzoyl)thiophen-2-yl]phenyl}-benzenesulfonamide

ID: ALA4582194

PubChem CID: 155562215

Max Phase: Preclinical

Molecular Formula: C23H15F2NO4S2

Molecular Weight: 471.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2cccc(NS(=O)(=O)c3ccccc3)c2)s1)c1c(F)ccc(O)c1F

Standard InChI:  InChI=1S/C23H15F2NO4S2/c24-17-9-10-18(27)22(25)21(17)23(28)20-12-11-19(31-20)14-5-4-6-15(13-14)26-32(29,30)16-7-2-1-3-8-16/h1-13,26-27H

Standard InChI Key:  RJKVDZCQKDOADU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.8338  -18.4157    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.1285  -18.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3213  -18.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7378  -18.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7350  -18.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0264  -17.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0239  -16.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1192  -15.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3080  -15.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3130  -17.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1686  -19.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6870  -19.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0206  -20.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8344  -20.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3134  -19.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9771  -19.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6135  -17.6028    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4412  -17.5963    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  4 31  1  0
  8 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582194

   ---

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: 471.51

Molecular Weight (Monoisotopic): 471.0411

AlogP: 5.43

#Rotatable Bonds: 6

Polar Surface Area: 83.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 5.46

CX LogD: 5.17

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -1.32

References

1. Abdelsamie AS, Herath S, Biskupek Y, Börger C, Siebenbürger L, Salah M, Scheuer C, Marchais-Oberwinkler S, Frotscher M, Pohlemann T, Menger MD, Hartmann RW, Laschke MW, van Koppen CJ..  (2019)  Targeted Endocrine Therapy: Design, Synthesis, and Proof-of-Principle of 17β-Hydroxysteroid Dehydrogenase Type 2 Inhibitors in Bone Fracture Healing.,  62  (3): [PMID:30645111] [10.1021/acs.jmedchem.8b01493]

Source

Source(1):

• Scientific Literature