6-(Cyclohexanecarbonyl)-3-pentylbenzo[d]oxazol-2(3H)-one

ID: ALA4513395

PubChem CID: 155538849

Max Phase: Preclinical

Molecular Formula: C19H25NO3

Molecular Weight: 315.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCn1c(=O)oc2cc(C(=O)C3CCCCC3)ccc21

Standard InChI:  InChI=1S/C19H25NO3/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/h10-11,13-14H,2-9,12H2,1H3

Standard InChI Key:  UOLGZPLNZZHWMB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.6677  -21.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6665  -22.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3746  -22.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3728  -21.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0814  -21.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0862  -22.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8662  -22.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3436  -21.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585  -21.2093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1608  -21.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9585  -22.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2511  -22.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9578  -23.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8527  -20.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5575  -19.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2681  -20.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9729  -19.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6834  -20.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2553  -21.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5520  -21.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8416  -21.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8390  -22.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5468  -22.6998    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  1  0
 12 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513395

   ---

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: 315.41

Molecular Weight (Monoisotopic): 315.1834

AlogP: 4.55

#Rotatable Bonds: 6

Polar Surface Area: 52.21

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: -1.04

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