N-{5-[2-(1-Piperidinesulfamoyl)-4,5-dimethoxy-benzyl]-1,3,4-thiadiazol-2-yl}-N-(p-nitrolphenyl)amine

ID: ALA2270950

PubChem CID: 46177283

Max Phase: Preclinical

Molecular Formula: C22H25N5O6S2

Molecular Weight: 519.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2nnc(Nc3ccc([N+](=O)[O-])cc3)s2)c(S(=O)(=O)N2CCCCC2)cc1OC

Standard InChI:  InChI=1S/C22H25N5O6S2/c1-32-18-12-15(20(14-19(18)33-2)35(30,31)26-10-4-3-5-11-26)13-21-24-25-22(34-21)23-16-6-8-17(9-7-16)27(28)29/h6-9,12,14H,3-5,10-11,13H2,1-2H3,(H,23,25)

Standard InChI Key:  WNZQKOGPKJIWDI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.3272  -21.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9175  -20.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3851  -20.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5778  -17.2602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9792  -16.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2183  -22.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  2  0
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  7  1  1  0
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 27 22  1  0
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 25 28  1  0
 14 31  1  0
 14 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270950

   5-[(4,5-dimethoxy-2-piperidin-1-ylsulfonylphenyl)methyl]-N-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine

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: 519.61

Molecular Weight (Monoisotopic): 519.1246

AlogP: 3.97

#Rotatable Bonds: 9

Polar Surface Area: 136.79

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.94

CX Basic pKa: 0.58

CX LogP: 3.36

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -1.87

References

1. Camoutsis C, Geronikaki A, Ciric A, Soković M, Zoumpoulakis P, Zervou M..  (2010)  Sulfonamide-1,2,4-thiadiazole derivatives as antifungal and antibacterial agents: synthesis, biological evaluation, lipophilicity, and conformational studies.,  58  (2): [PMID:20118573] [10.1248/cpb.58.160]

Source

Source(1):

• Scientific Literature