N-{2-[2-Hydroxy-2-(4-methanesulfonylamino-phenyl)-ethylamino]-ethyl}-isobutyramide HCl

ID: ALA1743671

PubChem CID: 22769507

Max Phase: Preclinical

Molecular Formula: C15H26ClN3O4S

Molecular Weight: 343.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCCNCC(O)c1ccc(NS(C)(=O)=O)cc1.Cl

Standard InChI:  InChI=1S/C15H25N3O4S.ClH/c1-11(2)15(20)17-9-8-16-10-14(19)12-4-6-13(7-5-12)18-23(3,21)22;/h4-7,11,14,16,18-19H,8-10H2,1-3H3,(H,17,20);1H

Standard InChI Key:  XVLBORPKVXREJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    0.3220   -5.7724    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -6.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1762   -4.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3220   -4.9474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0988   -6.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -4.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1762   -3.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4637   -4.9307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637   -4.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -5.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -5.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8887   -4.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4780   -5.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -4.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637   -6.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -4.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3220   -4.5224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -3.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6012   -4.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7512   -4.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0387   -4.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6095   -4.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8970   -5.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4161   -7.8080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  8  1  0
  4  1  2  0
  5  1  2  0
  6  9  2  0
  7  3  2  0
  8 20  1  0
  9 16  1  0
 10 15  2  0
 11  2  1  0
 12  3  1  0
 13  1  1  0
 14  6  1  0
 15 11  1  0
 16 11  2  0
 17 19  1  0
 18 14  1  0
 19 14  1  0
 20 21  1  0
 21 17  1  0
 22 12  1  0
 23 12  1  0
  6 10  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: 343.45

Molecular Weight (Monoisotopic): 343.1566

AlogP: 0.45

#Rotatable Bonds: 9

Polar Surface Area: 107.53

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: 8.71

CX LogP: -0.70

CX LogD: -1.82

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -0.97

References

1. Large MS, Smith LH..  (1980)  Beta-adrenergic blocking agents. 19. 1-Phenyl-2-[[(substituted-amido)alkyl]amino]ethanols.,  23  (2): [PMID:6102152] [10.1021/jm00176a002]

Source

Source(1):

• Scientific Literature