5-Chloro-2-[[2-(hexahydro-1H-azepin-1-yl)ethy]thio]benzoxazole

ID: ALA4521420

PubChem CID: 155542765

Max Phase: Preclinical

Molecular Formula: C15H19ClN2OS

Molecular Weight: 310.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc2oc(SCCN3CCCCCC3)nc2c1

Standard InChI:  InChI=1S/C15H19ClN2OS/c16-12-5-6-14-13(11-12)17-15(19-14)20-10-9-18-7-3-1-2-4-8-18/h5-6,11H,1-4,7-10H2

Standard InChI Key:  UQKYDFLTQXRFCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.8187   -4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8175   -5.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321   -5.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302   -4.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2453   -4.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -5.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0357   -5.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239   -4.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353   -4.2127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044   -4.0610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3485   -4.8842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7606   -4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5853   -4.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9975   -3.4552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4967   -2.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8245   -3.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4360   -1.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3478   -2.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1721   -2.0224    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  2  0
  9  5  1  0
  1 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 16 18  1  0
 17 19  1  0
 18 20  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521420

   ---

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: 310.85

Molecular Weight (Monoisotopic): 310.0907

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 29.27

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.88

CX LogP: 4.29

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -2.05

References

1. Romeo G, Prezzavento O, Intagliata S, Pittalà V, Modica MN, Marrazzo A, Turnaturi R, Parenti C, Chiechio S, Arena E, Campisi A, Sposito G, Salerno L..  (2019)  Synthesis, in vitro and in vivo characterization of new benzoxazole and benzothiazole-based sigma receptor ligands.,  174  [PMID:31042618] [10.1016/j.ejmech.2019.04.056]

Source

Source(1):

• Scientific Literature