1-(tert-butylamino)-3-(4-(methylsulfonylmethyl)phenoxy)propan-2-ol hydrochloride

ID: ALA3247802

PubChem CID: 12363909

Max Phase: Preclinical

Molecular Formula: C15H26ClNO4S

Molecular Weight: 315.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCC(O)COc1ccc(CS(C)(=O)=O)cc1.Cl

Standard InChI:  InChI=1S/C15H25NO4S.ClH/c1-15(2,3)16-9-13(17)10-20-14-7-5-12(6-8-14)11-21(4,18)19;/h5-8,13,16-17H,9-11H2,1-4H3;1H

Standard InChI Key:  QILYDFQEZWNMPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   22.1604   -8.3798    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.7524  -10.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7513  -11.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4661  -12.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1825  -11.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1797  -10.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4642  -10.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8925  -10.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6086  -10.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3214  -10.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0375  -10.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3184   -9.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7503  -10.4201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4664  -10.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1792  -10.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4695  -11.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1787  -11.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0366  -12.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3224  -11.6760    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6076  -12.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7330  -11.0873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5331  -10.8748    0.0000 O   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
 14 16  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 19 22  2  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: 315.44

Molecular Weight (Monoisotopic): 315.1504

AlogP: 1.36

#Rotatable Bonds: 7

Polar Surface Area: 75.63

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 0.48

CX LogD: -1.83

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.97

References

1. Kaiser C, Jen T, Garvey E, Bowen WD, Colella DF, Wardel JR..  (1977)  Adrenergic agents. 4. Substituted phenoxypropanolamine derivatives as potential beta-adrenergic agonists.,  20  (5): [PMID:16136] [10.1021/jm00215a014]

Source

Source(1):

• Scientific Literature