1-(2-(benzylthio)ethylamino)-3-(o-tolyloxy)propan-2-ol hydrochloride

ID: ALA3277269

PubChem CID: 12439445

Max Phase: Preclinical

Molecular Formula: C19H26ClNO2S

Molecular Weight: 331.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1OCC(O)CNCCSCc1ccccc1.Cl

Standard InChI:  InChI=1S/C19H25NO2S.ClH/c1-16-7-5-6-10-19(16)22-14-18(21)13-20-11-12-23-15-17-8-3-2-4-9-17;/h2-10,18,20-21H,11-15H2,1H3;1H

Standard InChI Key:  COWGZVVKJLJOAW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    9.1889  -15.2842    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0109  -14.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097  -14.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7245  -15.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409  -14.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4380  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227  -13.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509  -13.6011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8669  -14.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798  -13.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2957  -14.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766  -12.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0086  -13.5904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4374  -13.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1534  -13.9948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8663  -13.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5822  -13.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5829  -14.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2980  -15.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0119  -14.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0061  -13.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2905  -13.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202  -12.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  7 24  1  0
M  END

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: 331.48

Molecular Weight (Monoisotopic): 331.1606

AlogP: 3.26

#Rotatable Bonds: 10

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.22

CX LogP: 3.75

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.10

References

1. Tucker H, Coope JF..  (1978)  beta-Adrenergic blocking agents. 18. 1-(Aryloxy)-3-(arylthioalkylamino)propan-2-ols and 1-substituted alkylthioamino-3-(aryloxy)propan-2-ols.,  21  (8): [PMID:29123] [10.1021/jm00206a010]

Source

Source(1):

• Scientific Literature