rac-N-[1-(1-benzothien-3-yl)ethyl]sulfamide

ID: ALA1088204

PubChem CID: 11637451

Max Phase: Preclinical

Molecular Formula: C10H12N2O2S2

Molecular Weight: 256.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NS(N)(=O)=O)c1csc2ccccc12

Standard InChI:  InChI=1S/C10H12N2O2S2/c1-7(12-16(11,13)14)9-6-15-10-5-3-2-4-8(9)10/h2-7,12H,1H3,(H2,11,13,14)

Standard InChI Key:  HEBFRCMBRXEWNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   10.0935  -19.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3827  -20.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3897  -20.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036  -21.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067  -20.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8052  -20.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5905  -21.1682    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0774  -20.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5930  -19.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8494  -19.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6567  -18.8772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2985  -18.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9131  -18.0931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7203  -17.9231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6958  -17.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1125  -17.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4  6  1  0
  9 10  1  0
  5  6  2  0
 10 11  1  0
  1  2  2  0
 10 12  1  0
  5  1  1  0
 11 13  1  0
  2  3  1  0
 13 14  1  0
 13 15  2  0
  3  4  2  0
 13 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088204

   rac-N-[1-(1-benzothien-3-yl)ethyl]sulfamide

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: 256.35

Molecular Weight (Monoisotopic): 256.0340

AlogP: 1.76

#Rotatable Bonds: 3

Polar Surface Area: 72.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.88

Np Likeness Score: -1.51

References

1. Parker MH, Smith-Swintosky VL, McComsey DF, Huang Y, Brenneman D, Klein B, Malatynska E, White HS, Milewski ME, Herb M, Finley MF, Liu Y, Lubin ML, Qin N, Iannucci R, Leclercq L, Cuyckens F, Reitz AB, Maryanoff BE..  (2009)  Novel, broad-spectrum anticonvulsants containing a sulfamide group: advancement of N-((benzo[b]thien-3-yl)methyl)sulfamide (JNJ-26990990) into human clinical studies.,  52  (23): [PMID:19388676] [10.1021/jm801432r]

Source

Source(1):

• Scientific Literature