N-(6-Methylsulfonylbenzothiazol-2-yl)-4-morpholinobenzamide

ID: ALA4569364

PubChem CID: 155560548

Max Phase: Preclinical

Molecular Formula: C19H19N3O4S2

Molecular Weight: 417.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc2nc(NC(=O)c3ccc(N4CCOCC4)cc3)sc2c1

Standard InChI:  InChI=1S/C19H19N3O4S2/c1-28(24,25)15-6-7-16-17(12-15)27-19(20-16)21-18(23)13-2-4-14(5-3-13)22-8-10-26-11-9-22/h2-7,12H,8-11H2,1H3,(H,20,21,23)

Standard InChI Key:  CDQZXNSZFNYWKN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   15.9270  -29.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5225  -28.5811    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1135  -29.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2351  -27.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2340  -28.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9420  -28.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9402  -26.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6488  -27.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6536  -28.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4337  -28.4187    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.9110  -27.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4259  -27.0942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7282  -27.7488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1410  -28.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9581  -28.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7365  -29.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3689  -29.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1853  -29.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5905  -28.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1734  -27.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3583  -27.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4077  -28.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8214  -29.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8112  -27.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6283  -27.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0420  -28.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6386  -29.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8185  -28.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 27  1  0
  5  2  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569364

   ---

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: 417.51

Molecular Weight (Monoisotopic): 417.0817

AlogP: 2.79

#Rotatable Bonds: 4

Polar Surface Area: 88.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.02

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -2.56

References

1. Zaldivar-Diez J, Li L, Garcia AM, Zhao WN, Medina-Menendez C, Haggarty SJ, Gil C, Morales AV, Martinez A..  (2020)  Benzothiazole-Based LRRK2 Inhibitors as Wnt Enhancers and Promoters of Oligodendrocytic Fate.,  63  (5): [PMID:31825616] [10.1021/acs.jmedchem.9b01752]

Source

Source(1):

• Scientific Literature