Cyclohexanecarboxylic acid [2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-amide HCl

ID: ALA1743672

PubChem CID: 54585626

Max Phase: Preclinical

Molecular Formula: C17H27ClN2O2

Molecular Weight: 290.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(NCCNCC(O)c1ccccc1)C1CCCCC1

Standard InChI:  InChI=1S/C17H26N2O2.ClH/c20-16(14-7-3-1-4-8-14)13-18-11-12-19-17(21)15-9-5-2-6-10-15;/h1,3-4,7-8,15-16,18,20H,2,5-6,9-13H2,(H,19,21);1H

Standard InChI Key:  HPYXGDXEXJNVBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    6.0064   -4.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9981   -3.8100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189   -5.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -5.0558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -4.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481   -4.6475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.8308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -4.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064   -5.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189   -5.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231   -4.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856   -6.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1439   -5.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4314   -6.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269   -5.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1439   -5.8600    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  2  0
  3  1  1  0
  4  1  1  0
  5  6  1  0
  6  9  1  0
  7 13  1  0
  8  6  1  0
  9  7  1  0
 10  4  1  0
 11  5  2  0
 12  5  1  0
 13 10  1  0
 14  3  1  0
 15  3  1  0
 16 12  2  0
 17 11  1  0
 18 15  1  0
 19 14  1  0
 20 16  1  0
 21 18  1  0
 21 19  1  0
 20 17  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: 290.41

Molecular Weight (Monoisotopic): 290.1994

AlogP: 2.01

#Rotatable Bonds: 7

Polar Surface Area: 61.36

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.73

CX LogP: 2.04

CX LogD: 0.70

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -0.78

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