SID17517158

ID: ALA2095095

Cas Number: 518055-25-9

PubChem CID: 5676317

Max Phase: Preclinical

Molecular Formula: C20H14N2O3S2

Molecular Weight: 394.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DNDI1417941 | 518055-25-9|N-(3-anilino-4-oxo-1(4H)-naphthalenylidene)-2-thiophenesulfonamide|(NZ)-N-(3-anilino-4-oxonaphthalen-1-ylidene)thiophene-2-sulfonamide|N-[(1Z)-4-oxo-3-(phenylamino)-1,4-dihydronaphthalen-1-ylidene]thiophene-2-sulfonamide|MLS000374486|SMR000242402|(Z)-N-(4-oxo-3-(phenylamino)naphthalen-1(4H)-ylidene)thiophene-2-sulfonamide|CHEMBL2095095|DNDI1417941|AKOS001048841|AQ-390/41638140|Z56891884|F1269-0514

Canonical SMILES:  O=C1C(Nc2ccccc2)=C/C(=N/S(=O)(=O)c2cccs2)c2ccccc21

Standard InChI:  InChI=1S/C20H14N2O3S2/c23-20-16-10-5-4-9-15(16)17(22-27(24,25)19-11-6-12-26-19)13-18(20)21-14-7-2-1-3-8-14/h1-13,21H/b22-17-

Standard InChI Key:  HBKSVQFOBQYYEZ-XLNRJJMWSA-N

Molfile:  

     RDKit          2D

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    6.7832   -8.6994    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5641   -7.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3735   -8.1175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7577   -7.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7761   -8.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1900   -9.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3919   -9.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1544   -7.4026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3136  -10.0836    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3610   -9.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2096   -8.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3866   -9.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5783   -8.9489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5736  -10.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000   -9.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9631   -6.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4061  -10.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8100   -9.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692   -6.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5659   -6.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8283  -10.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0220  -10.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3788   -5.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9697   -5.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5807   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0
  3  4  2  0
  4  1  1  0
  5  3  1  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9  3  1  0
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 13  1  2  0
 14  6  2  0
 15  7  2  0
 16 11  1  0
 17 14  1  0
 18 10  1  0
 19  8  1  0
 20  9  1  0
 21 18  1  0
 22 18  2  0
 23 24  1  0
 24 20  2  0
 25 22  1  0
 26 21  2  0
 27 25  2  0
 16 17  2  0
  2  7  1  0
 19 23  2  0
 27 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2095095

   N-(3-anilino-4-oxo-1(4H)-naphthalenylidene)-2-thiophenesulfonamide

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: 394.48

Molecular Weight (Monoisotopic): 394.0446

AlogP: 4.12

#Rotatable Bonds: 4

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.66

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.20

References

1. PubChem BioAssay data set, 

2. Melissa L. Sykes, Jonathan B. Baell, Marcel Kaiser, Eric Chatelain, Danny Ganame, Jean-Robert Ioset, Vicky M Avery. WEHI/Eskitis Trypanosoma b. brucei screening data,  [10.6019/CHEMBL2094269]

Source

Source(2):

• PubChem BioAssays
• Drugs for Neglected Diseases Initiative (DNDi)