2-(4-Benzyloxy-phenyl)-1-morpholin-4-yl-ethanethione

ID: ALA1097741

PubChem CID: 46887260

Max Phase: Preclinical

Molecular Formula: C19H19NO3S

Molecular Weight: 341.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Oc1ccc(CC(=S)N2CCOCC2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C19H19NO3S/c21-19(16-4-2-1-3-5-16)23-17-8-6-15(7-9-17)14-18(24)20-10-12-22-13-11-20/h1-9H,10-14H2

Standard InChI Key:  SVVIJSFNDXVXBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.2309   -3.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2297   -4.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9445   -4.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6608   -4.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6579   -3.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9427   -2.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3709   -2.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0868   -3.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7996   -2.8005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5204   -3.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2311   -2.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2323   -1.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5165   -1.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7995   -1.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0899   -4.0405    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5150   -4.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8009   -4.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0862   -4.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8016   -3.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3729   -4.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6586   -4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6575   -5.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3767   -5.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0880   -5.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  5  7  1  0
  8 15  2  0
  3  4  2  0
  2 16  1  0
  7  8  1  0
 16 17  1  0
 17 18  1  0
  8  9  1  0
 17 19  2  0
  9 10  1  0
 18 20  2  0
  4  5  1  0
 20 21  1  0
  2  3  1  0
 21 22  2  0
  5  6  2  0
 22 23  1  0
  6  1  1  0
 23 24  2  0
 24 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097741

   [4-(2-Morpholin-4-yl-2-sulfanylideneethyl)phenyl] benzoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 341.43

Molecular Weight (Monoisotopic): 341.1086

AlogP: 3.11

#Rotatable Bonds: 4

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -0.92

References

1. Bandgar BP, Gawande SS, Warangkar SC, Totre JV..  (2010)  Silica-supported fluoroboric acid (HBF(4)-SiO(2)) catalyzed highly productive synthesis of thiomorpholides as activators of l-asparaginase as well as the antioxidant agent.,  18  (10): [PMID:20403702] [10.1016/j.bmc.2010.03.033]

Source

Source(1):

• Scientific Literature