N-[2-[3-(2-Chlorophenyl)thioureido]ethyl]-4-methylbenzenesulfonamide

ID: ALA4556446

PubChem CID: 89717799

Max Phase: Preclinical

Molecular Formula: C16H18ClN3O2S2

Molecular Weight: 383.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCCNC(=S)Nc2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C16H18ClN3O2S2/c1-12-6-8-13(9-7-12)24(21,22)19-11-10-18-16(23)20-15-5-3-2-4-14(15)17/h2-9,19H,10-11H2,1H3,(H2,18,20,23)

Standard InChI Key:  VGPONFMIHWCODF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   41.4126  -22.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0081  -22.2169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.5992  -22.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2995  -21.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7149  -21.8090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4241  -22.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1303  -21.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8395  -22.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5457  -21.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2977  -21.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5898  -20.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8859  -21.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8943  -21.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6027  -22.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1748  -20.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2549  -22.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.9611  -21.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5426  -20.9812    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   46.6687  -22.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.3744  -21.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.3717  -20.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6575  -20.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9547  -20.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6701  -23.0187    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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  4 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  4  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
  9 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556446

   1-(2-Chlorophenyl)-3-[2-[(4-methylphenyl)sulfonylamino]ethyl]thiourea

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: 383.93

Molecular Weight (Monoisotopic): 383.0529

AlogP: 2.91

#Rotatable Bonds: 6

Polar Surface Area: 70.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.40

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -2.27

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data