1-(2-(benzylthio)ethylamino)-3-(2-nitrophenoxy)propan-2-ol

ID: ALA3277268

PubChem CID: 12439443

Max Phase: Preclinical

Molecular Formula: C18H22N2O4S

Molecular Weight: 362.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccccc1OCC(O)CNCCSCc1ccccc1

Standard InChI:  InChI=1S/C18H22N2O4S/c21-16(13-24-18-9-5-4-8-17(18)20(22)23)12-19-10-11-25-14-15-6-2-1-3-7-15/h1-9,16,19,21H,10-14H2

Standard InChI Key:  FFNJTKBGIAURHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    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  -14.0171    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  -13.6019    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  -14.0063    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
    8.0091  -13.5912    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
    9.4380  -13.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1539  -13.9956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8669  -13.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5829  -13.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5836  -14.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2987  -15.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0127  -14.8080    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
   12.2912  -13.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189  -12.7772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032  -12.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4321  -12.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 23 24  2  0
 23 25  1  0
  6 23  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3277268

   1-(2-Benzylsulfanylethylamino)-3-(2-nitrophenoxy)propan-2-ol

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: 362.45

Molecular Weight (Monoisotopic): 362.1300

AlogP: 2.86

#Rotatable Bonds: 11

Polar Surface Area: 84.63

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.22

CX LogP: 3.17

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.36

Np Likeness Score: -1.38

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