2-(3,4-Dimethoxy-phenyl)-1-morpholin-4-ylethanethione

ID: ALA1096411

Cas Number: 83814-21-5

PubChem CID: 766352

Max Phase: Preclinical

Molecular Formula: C14H19NO3S

Molecular Weight: 281.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=S)N2CCOCC2)cc1OC

Standard InChI:  InChI=1S/C14H19NO3S/c1-16-12-4-3-11(9-13(12)17-2)10-14(19)15-5-7-18-8-6-15/h3-4,9H,5-8,10H2,1-2H3

Standard InChI Key:  FLGFDYWUCULTLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.0190   -8.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0178   -8.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326   -9.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4490   -8.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4461   -8.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308   -7.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1590   -7.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8749   -8.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5877   -7.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3085   -8.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0192   -7.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0204   -6.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3046   -6.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5876   -6.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8780   -8.8900    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045   -7.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3031   -9.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -8.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -8.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  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
  1 16  1  0
  7  8  1  0
  2 17  1  0
 17 18  1  0
  8  9  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096411

   2-(3,4-Dimethoxy-phenyl)-1-morpholin-4-yl-ethanethione

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: 281.38

Molecular Weight (Monoisotopic): 281.1086

AlogP: 1.91

#Rotatable Bonds: 4

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.61

CX LogD: 1.61

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.85

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]

2. PubChem BioAssay data set, 

3. Kapanda CN, Muccioli GG, Labar G, Draoui N, Lambert DM, Poupaert JH.  (2009)  Search for monoglyceride lipase inhibitors: synthesis and screening of arylthioamides derivatives,  18  (4): [10.1007/s00044-008-9123-2]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays