1-(butylamino)-3-(naphthalen-1-yloxy)propan-2-ol

ID: ALA3245763

Cas Number: 4618-24-0

PubChem CID: 199631

Max Phase: Preclinical

Molecular Formula: C17H23NO2

Molecular Weight: 273.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNCC(O)COc1cccc2ccccc12

Standard InChI:  InChI=1S/C17H23NO2/c1-2-3-11-18-12-15(19)13-20-17-10-6-8-14-7-4-5-9-16(14)17/h4-10,15,18-19H,2-3,11-13H2,1H3

Standard InChI Key:  AITWWMQZEHPPKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    1.0139  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0127  -13.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249  -14.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231  -12.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276  -12.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4284  -13.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328  -14.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8452  -13.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446  -12.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1355  -12.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352  -11.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359  -11.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504  -11.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2580  -11.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5536  -12.3691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681  -11.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6726  -11.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827  -11.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0872  -11.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7973  -11.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3245763

   1-Butylamino-3-(naphthyloxy)-2-propanol

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: 273.38

Molecular Weight (Monoisotopic): 273.1729

AlogP: 2.97

#Rotatable Bonds: 8

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 3.13

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -0.51

References

1. Rauls DO, Baker JK..  (1979)  Relationship of nonspecific antiarrhythmic and negative inotropic activity with physicochemical parameters of propranolol analogues.,  22  (1): [PMID:423187] [10.1021/jm00187a018]

Source

Source(1):

• Scientific Literature