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

ID: ALA4538007

PubChem CID: 155548975

Max Phase: Preclinical

Molecular Formula: C23H15ClFNO4S2

Molecular Weight: 487.96

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H15ClFNO4S2/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:  FFPPYOWUSBRLMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.0457   -4.8577    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.3405   -4.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5332   -4.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9498   -5.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9470   -4.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2384   -4.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2359   -3.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3312   -2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5200   -1.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5250   -4.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3805   -5.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8990   -6.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2326   -7.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0463   -7.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5254   -6.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1891   -5.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8254   -4.0448    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.6531   -4.0384    0.0000 Cl  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:

   

   ALA4538007

   ---

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: 487.96

Molecular Weight (Monoisotopic): 487.0115

AlogP: 5.95

#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: 7.33

CX Basic pKa: ┄

CX LogP: 5.92

CX LogD: 5.55

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: -1.37

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