2-N-hydroxy-N-methylamino-1-(4-methylthiophenyl)butane

ID: ALA1078183

PubChem CID: 44613689

Max Phase: Preclinical

Molecular Formula: C13H21NOS

Molecular Weight: 239.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(Cc1ccc(SC)cc1)N(C)OC

Standard InChI:  InChI=1S/C13H21NOS/c1-5-12(14(2)15-3)10-11-6-8-13(16-4)9-7-11/h6-9,12H,5,10H2,1-4H3

Standard InChI Key:  LATQSQSLSPUYSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    1.7318  -17.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4473  -17.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4473  -16.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318  -16.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162  -17.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047  -17.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109  -17.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109  -16.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047  -16.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162  -16.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263  -16.2116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419  -16.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629  -17.8615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744  -17.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5904  -17.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639  -18.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
  8 11  1  0
  1  5  1  0
 13 14  1  0
  2 13  1  0
 14 15  1  0
  1  2  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078183

   2-N-hydroxy-N-methylamino-1-(4-methylthiophenyl)butane

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: 239.38

Molecular Weight (Monoisotopic): 239.1344

AlogP: 3.22

#Rotatable Bonds: 6

Polar Surface Area: 12.47

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.37

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: -0.94

References

1. Cloonan SM, Keating JJ, Butler SG, Knox AJ, Jørgensen AM, Peters GH, Rai D, Corrigan D, Lloyd DG, Williams DC, Meegan MJ..  (2009)  Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.,  44  (12): [PMID:19717215] [10.1016/j.ejmech.2009.07.027]

Source

Source(1):

• Scientific Literature