2-ethoxy-N-(6-sulfamoylbenzo[d]thiazol-2-yl)benzamide

ID: ALA559989

Cas Number: 691376-73-5

PubChem CID: 1188149

Max Phase: Preclinical

Molecular Formula: C16H15N3O4S2

Molecular Weight: 377.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1C(=O)Nc1nc2ccc(S(N)(=O)=O)cc2s1

Standard InChI:  InChI=1S/C16H15N3O4S2/c1-2-23-13-6-4-3-5-11(13)15(20)19-16-18-12-8-7-10(25(17,21)22)9-14(12)24-16/h3-9H,2H2,1H3,(H2,17,21,22)(H,18,19,20)

Standard InChI Key:  JIURFAHANOPNNF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   10.6412   -4.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6412   -4.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9268   -5.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9268   -3.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3557   -5.2721    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0702   -5.6846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7682   -4.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9432   -5.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2123   -4.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2123   -4.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4277   -5.1146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9428   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4277   -3.7797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1178   -4.4471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7053   -3.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803   -3.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1178   -3.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303   -3.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428   -3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803   -2.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7053   -2.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1178   -1.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  5  6  1  0
 12 14  1  0
  3 10  2  0
 14 15  1  0
  5  7  2  0
 15 16  1  0
  1  2  2  0
 15 17  2  0
  5  8  2  0
 16 18  2  0
  9 10  1  0
 18 19  1  0
  9  4  2  0
 19 20  2  0
  4  1  1  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
  2  5  1  0
 22 23  1  0
  2  3  1  0
 23 24  1  0
 10 11  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA559989

   2-ethoxy-N-(6-sulfamoylbenzo[d]thiazol-2-yl)benzamide

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: 377.45

Molecular Weight (Monoisotopic): 377.0504

AlogP: 2.59

#Rotatable Bonds: 5

Polar Surface Area: 111.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -2.56

References

1. Aiello D, Barnes MH, Biswas EE, Biswas SB, Gu S, Williams JD, Bowlin TL, Moir DT..  (2009)  Discovery, characterization and comparison of inhibitors of Bacillus anthracis and Staphylococcus aureus replicative DNA helicases.,  17  (13): [PMID:19477652] [10.1016/j.bmc.2009.05.014]

Source

Source(1):

• Scientific Literature