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

ID: ALA1685051

PubChem CID: 53322376

Max Phase: Preclinical

Molecular Formula: C26H43N3O2S2

Molecular Weight: 493.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCc1ccc(S(=O)(=O)Nc2nncs2)cc1

Standard InChI:  InChI=1S/C26H43N3O2S2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-19-21-25(22-20-24)33(30,31)29-26-28-27-23-32-26/h19-23H,2-18H2,1H3,(H,28,29)

Standard InChI Key:  TXDRYRHMHZAZRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.9658  -19.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6676  -18.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6698  -17.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3716  -16.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3737  -15.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0755  -14.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0776  -12.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7794  -12.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7815  -10.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988    1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998    3.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    5.2322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    5.5410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2556    4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2496    3.1278    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 13 14  1  0
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 18 19  1  0
 19 20  2  0
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 24 19  1  0
 22 25  1  0
 25 26  2  0
 25 27  2  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1685051

   4-octadecyl-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: 493.78

Molecular Weight (Monoisotopic): 493.2797

AlogP: 8.14

#Rotatable Bonds: 20

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: 6.56

CX Basic pKa: ┄

CX LogP: 8.99

CX LogD: 8.34

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: -1.02

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]

2.  (2016)  Small molecule inhibitors of the pleckstrin homology domain and methods for using same, 

Source

Source(2):

• Scientific Literature
• BindingDB Database