N-(5-(1-(tert-butylamino)-3-hydroxypropan-2-yl)-2-hydroxyphenyl)methanesulfonamide hydrochloride

ID: ALA3275078

PubChem CID: 90678860

Max Phase: Preclinical

Molecular Formula: C14H25ClN2O4S

Molecular Weight: 316.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCC(CO)c1ccc(O)c(NS(C)(=O)=O)c1.Cl

Standard InChI:  InChI=1S/C14H24N2O4S.ClH/c1-14(2,3)15-8-11(9-17)10-5-6-13(18)12(7-10)16-21(4,19)20;/h5-7,11,15-18H,8-9H2,1-4H3;1H

Standard InChI Key:  ZRZPBOUUANHWCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   10.9273   -3.2705    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1859   -4.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -5.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8996   -6.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161   -5.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -4.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979   -4.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701   -6.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -4.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -4.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3230   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359   -3.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550   -4.5466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4710   -4.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4742   -5.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1840   -4.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1832   -5.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714   -4.5584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4712   -3.7334    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566   -3.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1832   -4.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0541   -3.1458    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
  3  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  2 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: 316.42

Molecular Weight (Monoisotopic): 316.1457

AlogP: 1.23

#Rotatable Bonds: 6

Polar Surface Area: 98.66

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.02

CX Basic pKa: 10.04

CX LogP: -0.83

CX LogD: -1.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.35

References

1. Jen T, Frazee JS, Schwartz MS, Erhard KF, Kaiser C..  (1977)  Adrenergic agents. 8.1 Synthesis and beta-adrenergic agonist activity of some 3-tert-butylamino-2-(substituted phenyl)-1-propanols.,  20  (10): [PMID:20504] [10.1021/jm00220a007]

Source

Source(1):

• Scientific Literature