3-Dodecyl-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

ID: ALA1685064

PubChem CID: 53318407

Max Phase: Preclinical

Molecular Formula: C20H31N3O2S2

Molecular Weight: 409.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCc1cccc(S(=O)(=O)Nc2nncs2)c1

Standard InChI:  InChI=1S/C20H31N3O2S2/c1-2-3-4-5-6-7-8-9-10-11-13-18-14-12-15-19(16-18)27(24,25)23-20-22-21-17-26-20/h12,14-17H,2-11,13H2,1H3,(H,22,23)

Standard InChI Key:  GYVFEDUVBKRIIL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   13.0331   -1.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8581   -1.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4456   -2.0083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9476   -2.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7311   -2.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1601   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8732   -2.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5872   -2.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5876   -3.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8682   -3.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1571   -3.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6946   -1.3721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8696   -1.3686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6113   -2.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2767   -2.6398    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.3015   -2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0161   -2.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7304   -2.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4451   -2.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1594   -2.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8740   -2.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5883   -2.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3030   -2.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0172   -2.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7319   -2.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4462   -1.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1609   -2.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  4  1  0
  7  8  1  0
  8 16  1  0
  4  5  1  0
 16 17  1  0
  8  9  2  0
 17 18  1  0
  5  3  1  0
 18 19  1  0
  9 10  1  0
 19 20  1  0
  1  3  2  0
 20 21  1  0
 10 11  2  0
 21 22  1  0
 11  6  1  0
 22 23  1  0
  4 12  2  0
 23 24  1  0
  3  6  1  0
 24 25  1  0
 25 26  1  0
  6  7  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1685064

   3-dodecyl-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

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: 409.62

Molecular Weight (Monoisotopic): 409.1858

AlogP: 5.80

#Rotatable Bonds: 14

Polar Surface Area: 71.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.53

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 5.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.40

References

1. Ahad AM, Zuohe S, Du-Cuny L, Moses SA, Zhou LL, Zhang S, Powis G, Meuillet EJ, Mash EA..  (2011)  Development of sulfonamide AKT PH domain inhibitors.,  19  (6): [PMID:21353784] [10.1016/j.bmc.2011.01.049]

Source

Source(1):

• Scientific Literature