N-(2-chloro-6-fluorobenzyl)-N-((3'-(methylsulfonyl)biphenyl-4-yl)methyl)cyclopropanesulfonamide

ID: ALA1093840

PubChem CID: 46202931

Max Phase: Preclinical

Molecular Formula: C24H23ClFNO4S2

Molecular Weight: 508.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(-c2ccc(CN(Cc3c(F)cccc3Cl)S(=O)(=O)C3CC3)cc2)c1

Standard InChI:  InChI=1S/C24H23ClFNO4S2/c1-32(28,29)21-5-2-4-19(14-21)18-10-8-17(9-11-18)15-27(33(30,31)20-12-13-20)16-22-23(25)6-3-7-24(22)26/h2-11,14,20H,12-13,15-16H2,1H3

Standard InChI Key:  JOWPSYJSSCKDIQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.0711  -14.4371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0682  -15.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7838  -14.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3627  -14.4579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.2055  -12.3635    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.6450  -14.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9489  -15.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7767  -13.7439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3498  -12.3855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.1975  -15.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 15  1  0
  7  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093840

   N-[(2-chloro-6-fluorophenyl)methyl]-N-[[4-(3-methylsulfonylphenyl)phenyl]methyl]cyclopropanesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.04

Molecular Weight (Monoisotopic): 507.0741

AlogP: 5.04

#Rotatable Bonds: 8

Polar Surface Area: 71.52

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -1.58

References

1. Zuercher WJ, Buckholz RG, Campobasso N, Collins JL, Galardi CM, Gampe RT, Hyatt SM, Merrihew SL, Moore JT, Oplinger JA, Reid PR, Spearing PK, Stanley TB, Stewart EL, Willson TM..  (2010)  Discovery of tertiary sulfonamides as potent liver X receptor antagonists.,  53  (8): [PMID:20345102] [10.1021/jm901797p]

Source

Source(1):

• Scientific Literature