N-(4-(N-(5-chloro-2-methylphenyl)sulfamoyl)phenyl)naphthalene-2-sulfonamide

ID: ALA605779

PubChem CID: 1265824

Max Phase: Preclinical

Molecular Formula: C23H19ClN2O4S2

Molecular Weight: 487.00

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 01078518 | CHEMBL605779|ZINC 01078518|BDBM50481424|AKOS003999890

Canonical SMILES:  Cc1ccc(Cl)cc1NS(=O)(=O)c1ccc(NS(=O)(=O)c2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C23H19ClN2O4S2/c1-16-6-8-19(24)15-23(16)26-31(27,28)21-12-9-20(10-13-21)25-32(29,30)22-11-7-17-4-2-3-5-18(17)14-22/h2-15,25-26H,1H3

Standard InChI Key:  HJHVDDJLCIDJRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.5933  -14.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3078  -14.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1644  -12.9622    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0223  -12.9622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0223  -12.1372    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7367   -8.4247    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1492   -9.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3242   -7.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4512   -7.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1657   -6.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1657   -8.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801   -8.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801   -7.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946   -6.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3091   -7.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3091   -8.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946   -8.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
  6  8  1  0
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 17 18  2  0
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 16 19  1  0
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 19 20  1  0
  9 10  1  0
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  2  3  1  0
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 20 23  2  0
  5  6  2  0
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  3  7  1  0
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 30 31  1  0
  3  4  2  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA605779

   N-[4-[(5-chloro-2-methylphenyl)sulfamoyl]phenyl]naphthalene-2-sulfonamide

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: 487.00

Molecular Weight (Monoisotopic): 486.0475

AlogP: 5.40

#Rotatable Bonds: 6

Polar Surface Area: 92.34

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.36

CX Basic pKa: ┄

CX LogP: 5.06

CX LogD: 4.73

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.57

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

Source

Source(1):

• Scientific Literature