1-(2-(benzylthio)ethylamino)-3-(2-chlorophenoxy)propan-2-ol hydrochloride

ID: ALA3277270

PubChem CID: 12439447

Max Phase: Preclinical

Molecular Formula: C18H23Cl2NO2S

Molecular Weight: 351.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.OC(CNCCSCc1ccccc1)COc1ccccc1Cl

Standard InChI:  InChI=1S/C18H22ClNO2S.ClH/c19-17-8-4-5-9-18(17)22-13-16(21)12-20-10-11-23-14-15-6-2-1-3-7-15;/h1-9,16,20-21H,10-14H2;1H

Standard InChI Key:  RQHCGTWUKSCCGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    9.3854  -15.1663    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0111  -14.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099  -14.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7247  -15.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411  -14.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4383  -14.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229  -13.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1512  -13.6018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8672  -14.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801  -13.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2961  -14.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5770  -12.7715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0090  -13.5911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4379  -13.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1539  -13.9955    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8669  -13.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5828  -13.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5835  -14.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2987  -15.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0126  -14.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0068  -13.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2911  -13.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204  -12.7750    0.0000 Cl  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: 351.90

Molecular Weight (Monoisotopic): 351.1060

AlogP: 3.60

#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: 3.84

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -1.29

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