N-(5,6-Dimethoxy-benzothiazol-2-yl)-2,2-diphenyl-acetamide

ID: ALA4864689

PubChem CID: 7542982

Max Phase: Preclinical

Molecular Formula: C23H20N2O3S

Molecular Weight: 404.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2nc(NC(=O)C(c3ccccc3)c3ccccc3)sc2cc1OC

Standard InChI:  InChI=1S/C23H20N2O3S/c1-27-18-13-17-20(14-19(18)28-2)29-23(24-17)25-22(26)21(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-14,21H,1-2H3,(H,24,25,26)

Standard InChI Key:  LZZWZSFVQWDIQD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.4097   -8.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1245   -8.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227   -6.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8381   -7.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8429   -8.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6303   -8.2900    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1123   -7.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6226   -6.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964   -6.8041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6949   -8.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9373   -7.6137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3455   -6.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1705   -6.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9288   -6.1848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6962   -5.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6943   -9.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5872   -7.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5788   -6.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4046   -6.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8127   -5.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3960   -4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5668   -4.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1623   -5.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1760   -8.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5920   -9.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4178   -9.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8258   -8.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4075   -7.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
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  5  6  1  0
  6  7  1  0
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  8  9  2  0
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  1 10  1  0
  2 11  1  0
  8 12  1  0
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 14 13  1  0
 13 15  2  0
 10 16  1  0
 11 17  1  0
 14 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 18 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864689

   N-(5,6-dimethoxybenzo[d]thiazol-2-yl)-2,2-diphenylacetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.49

Molecular Weight (Monoisotopic): 404.1195

AlogP: 5.08

#Rotatable Bonds: 6

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.81

CX Basic pKa: 0.12

CX LogP: 5.23

CX LogD: 5.10

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.33

References

1. Maus H, Barthels F, Hammerschmidt SJ, Kopp K, Millies B, Gellert A, Ruggieri A, Schirmeister T..  (2021)  SAR of novel benzothiazoles targeting an allosteric pocket of DENV and ZIKV NS2B/NS3 proteases.,  47  [PMID:34509861] [10.1016/j.bmc.2021.116392]

Source

Source(1):

• Scientific Literature