2-(benzo[d]-2,1,3-thiadiazole-4-sulfonyl)-2-amino-2-phenyl-N-(pyridinyl-4)-acetamide

ID: ALA489925

PubChem CID: 20856812

Max Phase: Preclinical

Molecular Formula: C19H15N5O3S2

Molecular Weight: 425.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccncc1)C(NS(=O)(=O)c1cccc2nsnc12)c1ccccc1

Standard InChI:  InChI=1S/C19H15N5O3S2/c25-19(21-14-9-11-20-12-10-14)17(13-5-2-1-3-6-13)24-29(26,27)16-8-4-7-15-18(16)23-28-22-15/h1-12,17,24H,(H,20,21,25)

Standard InChI Key:  ADRNPUSZBRQDBG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -5.1391   -8.5098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7045   -8.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076   -7.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -7.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -7.2589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2723   -8.4961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3581   -3.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4574   -3.4886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797   -4.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472   -8.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -8.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5842   -8.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774   -7.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -7.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  0
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  4  5  1  0
  8 10  2  0
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  5  6  2  0
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 24 20  2  0
  9 12  1  0
 11 25  2  0
  6  1  1  0
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  1  2  2  0
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 28 29  2  0
 29 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA489925

   2-(2,1,3-benzothiadiazole-4-sulfonamido)-2-phenyl-N-(pyridin-4-yl)acetamide

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: 425.50

Molecular Weight (Monoisotopic): 425.0616

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 113.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: 5.62

CX LogP: 2.58

CX LogD: 2.40

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.97

References

1. Podust LM, von Kries JP, Eddine AN, Kim Y, Yermalitskaya LV, Kuehne R, Ouellet H, Warrier T, Alteköster M, Lee JS, Rademann J, Oschkinat H, Kaufmann SH, Waterman MR..  (2007)  Small-molecule scaffolds for CYP51 inhibitors identified by high-throughput screening and defined by X-ray crystallography.,  51  (11): [PMID:17846131] [10.1128/aac.00311-07]

Source

Source(1):

• Scientific Literature