Ethyl 2-(5-(4-Dodecylphenylsulfonamido)-1,3,4-thiadiazol-2-yl)acetate

ID: ALA1685055

PubChem CID: 53317119

Max Phase: Preclinical

Molecular Formula: C24H37N3O4S2

Molecular Weight: 495.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCc1ccc(S(=O)(=O)Nc2nnc(CC(=O)OCC)s2)cc1

Standard InChI:  InChI=1S/C24H37N3O4S2/c1-3-5-6-7-8-9-10-11-12-13-14-20-15-17-21(18-16-20)33(29,30)27-24-26-25-22(32-24)19-23(28)31-4-2/h15-18H,3-14,19H2,1-2H3,(H,26,27)

Standard InChI Key:  AXOLRCIOEXAHNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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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    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
   -7.7450    4.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3506    2.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6416    1.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8426    2.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4482    1.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6411    1.0379    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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 12 13  1  0
 13 14  2  0
 14 15  1  0
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 16 17  1  0
 17 18  2  0
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 16 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 26 33  1  0
 33 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1685055

   Ethyl 2-(5-(4-Dodecylphenylsulfonamido)-1,3,4-thiadiazol-2-yl)acetate

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: 495.71

Molecular Weight (Monoisotopic): 495.2225

AlogP: 5.91

#Rotatable Bonds: 17

Polar Surface Area: 98.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.55

CX Basic pKa: ┄

CX LogP: 6.84

CX LogD: 6.19

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: -1.16

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, 

3.  (2017)  Inhibitors of grb2-associated binding protein 1 (gab1) and methods of treating cancer using the same, 

Source

Source(3):

• Scientific Literature
• BindingDB Database
• Patent Bioactivity Data