3,4,5-trimethoxy-N-(6-(morpholinosulfonyl)benzo[d]thiazol-2-yl)benzamide

ID: ALA563047

Cas Number: 706767-72-8

PubChem CID: 2017240

Max Phase: Preclinical

Molecular Formula: C21H23N3O7S2

Molecular Weight: 493.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)Nc2nc3ccc(S(=O)(=O)N4CCOCC4)cc3s2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H23N3O7S2/c1-28-16-10-13(11-17(29-2)19(16)30-3)20(25)23-21-22-15-5-4-14(12-18(15)32-21)33(26,27)24-6-8-31-9-7-24/h4-5,10-12H,6-9H2,1-3H3,(H,22,23,25)

Standard InChI Key:  BOQMKMYAQCBHSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   10.6128   -5.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6128   -6.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8983   -6.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8983   -4.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3273   -6.6220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0417   -7.0345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7398   -5.9076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9148   -7.3365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1839   -5.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1839   -6.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3992   -6.4645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9143   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3992   -5.1296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0893   -5.7970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6768   -6.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8518   -6.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0893   -7.2260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393   -7.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -7.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -6.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7562   -6.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4707   -7.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4707   -7.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7562   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0417   -7.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -5.0826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -4.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3768   -6.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -7.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -7.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3768   -7.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  6 23  1  0
  2  5  1  0
  2  3  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
  6 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 13  9  1  0
 21 28  1  0
  5  6  1  0
 28 29  1  0
 12 14  1  0
 20 30  1  0
  3 10  2  0
 30 31  1  0
 14 15  1  0
 19 32  1  0
  5  7  2  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA563047

   3,4,5-trimethoxy-N-(6-(morpholinosulfonyl)benzo[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: 493.56

Molecular Weight (Monoisotopic): 493.0977

AlogP: 2.60

#Rotatable Bonds: 7

Polar Surface Area: 116.29

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -2.02

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]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays