6-Benzoyl-3-pentylbenzo[d]thiazol-2(3H)-one

ID: ALA4514301

PubChem CID: 155539242

Max Phase: Preclinical

Molecular Formula: C19H19NO2S

Molecular Weight: 325.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCn1c(=O)sc2cc(C(=O)c3ccccc3)ccc21

Standard InChI:  InChI=1S/C19H19NO2S/c1-2-3-7-12-20-16-11-10-15(13-17(16)23-19(20)22)18(21)14-8-5-4-6-9-14/h4-6,8-11,13H,2-3,7,12H2,1H3

Standard InChI Key:  ZZIVARMZGPEYMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.0406   -3.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0395   -4.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7475   -4.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7457   -3.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4544   -3.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4591   -4.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2392   -4.5592    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.7165   -3.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2314   -3.2347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5337   -3.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3314   -4.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6241   -4.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3308   -5.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2253   -2.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9300   -2.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6407   -2.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3454   -1.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0561   -2.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6292   -3.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9227   -3.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2137   -3.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2157   -4.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9228   -4.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  2 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514301

   ---

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: 325.43

Molecular Weight (Monoisotopic): 325.1136

AlogP: 4.48

#Rotatable Bonds: 6

Polar Surface Area: 39.07

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -1.26

References

1. Leleu-Chavain N, Baudelet D, Heloire VM, Rocha DE, Renault N, Barczyk A, Djouina M, Body-Malapel M, Carato P, Millet R..  (2019)  Benzo[d]thiazol-2(3H)-ones as new potent selective CB₂ agonists with anti-inflammatory properties.,  165  [PMID:30583970] [10.1016/j.ejmech.2018.12.008]

Source

Source(1):

• Scientific Literature