4-Chloro-N-[2-[3-(2,4-dichlorophenyl)ureido]phenyl]benzenesulfonamide

ID: ALA4459872

PubChem CID: 71696267

Max Phase: Preclinical

Molecular Formula: C19H14Cl3N3O3S

Molecular Weight: 470.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1Cl)Nc1ccccc1NS(=O)(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H14Cl3N3O3S/c20-12-5-8-14(9-6-12)29(27,28)25-18-4-2-1-3-17(18)24-19(26)23-16-10-7-13(21)11-15(16)22/h1-11,25H,(H2,23,24,26)

Standard InChI Key:  NXHVUGHRJBAYEL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.6109  -12.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2064  -12.2166    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7974  -12.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4977  -11.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9131  -11.8087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6224  -12.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4960  -11.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7881  -10.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0842  -11.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0926  -11.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8010  -12.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3731  -10.6074    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.6224  -13.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3308  -13.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0379  -13.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0322  -12.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3232  -11.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3165  -10.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0208  -10.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7319  -10.9729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0141   -9.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4362  -10.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1462  -10.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8501  -10.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8438   -9.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1277   -9.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4268   -9.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7144   -9.3446    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.5475   -9.3159    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  4  1  0
  9 12  1  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  6  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 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
 27 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459872

   1-[2-[(4-Chlorophenyl)sulfonylamino]phenyl]-3-(2,4-dichlorophenyl)urea

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: 470.77

Molecular Weight (Monoisotopic): 468.9821

AlogP: 6.09

#Rotatable Bonds: 5

Polar Surface Area: 87.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 5.77

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -1.80

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data