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

ID: ALA1685063

PubChem CID: 53325009

Max Phase: Preclinical

Molecular Formula: C20H31N3O2S2

Molecular Weight: 409.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCc1ccccc1S(=O)(=O)Nc1nncs1

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

Standard InChI Key:  HTPZUHITNABZOX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   23.1664   -9.5171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9914   -9.5171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5789  -10.2333    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0809  -10.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8645  -10.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2934  -10.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0066  -10.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7205  -10.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -11.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0015  -11.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2904  -11.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8279   -9.5971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0029   -9.5936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7446  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4101  -10.8648    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.0041   -9.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7174   -8.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7149   -8.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4282   -7.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4258   -6.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1390   -6.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1366   -5.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8498   -5.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8474   -4.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5606   -4.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5582   -3.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2715   -2.7913    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
  7 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:

   

   ALA1685063

   ortho-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: 6.54

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 5.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.28

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