2-(2-(2-(4-chlorophenylsulfonyl)ethylthio)phenylcarbamoyl)benzoic acid

ID: ALA4577370

PubChem CID: 2812659

Max Phase: Preclinical

Molecular Formula: C22H18ClNO5S2

Molecular Weight: 475.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1C(=O)Nc1ccccc1SCCS(=O)(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C22H18ClNO5S2/c23-15-9-11-16(12-10-15)31(28,29)14-13-30-20-8-4-3-7-19(20)24-21(25)17-5-1-2-6-18(17)22(26)27/h1-12H,13-14H2,(H,24,25)(H,26,27)

Standard InChI Key:  PLOUDMZGNRUCIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.7494   -7.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1662   -7.9205    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.5784   -7.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7525   -8.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513   -9.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4661   -9.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1825   -9.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1797   -8.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644   -7.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977   -9.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8989  -10.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3265   -9.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3231  -10.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373  -10.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7521  -10.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7482   -9.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0334   -9.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0278   -8.3490    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7394   -7.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4567   -8.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8854   -8.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8855   -9.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6019   -9.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3146   -9.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3063   -8.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5894   -7.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0323   -9.5518    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4660  -10.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513  -10.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1803  -10.8315    0.0000 O   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
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 12 13  1  0
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 17 18  2  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
  6 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4577370

   2-[[2-[2-(4-Chlorophenyl)sulfonylethylsulfanyl]phenyl]carbamoyl]benzoic acid

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: 475.98

Molecular Weight (Monoisotopic): 475.0315

AlogP: 4.86

#Rotatable Bonds: 8

Polar Surface Area: 100.54

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.91

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 1.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.67

References

1.  (2017)  Inhibitors of grb2-associated binding protein 1 (gab1) and methods of treating cancer using the same, 

Source

Source(1):

• Patent Bioactivity Data