2',4'-Difluoro-N-(3-(hydroxymethyl)-2-methylphenyl)-2-methylbiphenyl-4-sulfonamide

ID: ALA2322464

PubChem CID: 71717422

Max Phase: Preclinical

Molecular Formula: C21H19F2NO3S

Molecular Weight: 403.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(S(=O)(=O)Nc2cccc(CO)c2C)ccc1-c1ccc(F)cc1F

Standard InChI:  InChI=1S/C21H19F2NO3S/c1-13-10-17(7-9-18(13)19-8-6-16(22)11-20(19)23)28(26,27)24-21-5-3-4-15(12-25)14(21)2/h3-11,24-25H,12H2,1-2H3

Standard InChI Key:  KYRMVXGYVJOWEP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.2678   -5.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2785   -4.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741   -4.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -4.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555   -5.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946   -4.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4160   -4.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7130   -3.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019   -3.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1396   -3.0294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8457   -3.4301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7391   -2.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8447   -4.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1338   -4.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8390   -5.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5525   -5.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5512   -4.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2600   -5.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2611   -6.7018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2597   -4.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5404   -2.3195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -3.4018    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439   -5.8402    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6879   -5.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  3  7  1  0
 10 13  1  0
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 19 20  1  0
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 21 24  1  0
 13 25  2  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2322464

   4-(2,4-difluorophenyl)-N-[3-(hydroxymethyl)-2-methylphenyl]-3-methylbenzenesulfonamide

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: 403.45

Molecular Weight (Monoisotopic): 403.1054

AlogP: 4.54

#Rotatable Bonds: 5

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.83

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 4.53

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.43

References

1. Greig IR, Coste E, Ralston SH, van 't Hof RJ..  (2013)  Development of triarylsulfonamides as novel anti-inflammatory agents.,  23  (3): [PMID:23265887] [10.1016/j.bmcl.2012.11.067]

Source

Source(1):

• Scientific Literature