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

ID: ALA3245764

PubChem CID: 12478010

Max Phase: Preclinical

Molecular Formula: C17H23NO3

Molecular Weight: 289.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCNCC(O)COc1cccc2ccccc12

Standard InChI:  InChI=1S/C17H23NO3/c1-20-11-5-10-18-12-15(19)13-21-17-9-4-7-14-6-2-3-8-16(14)17/h2-4,6-9,15,18-19H,5,10-13H2,1H3

Standard InChI Key:  LRLIOINDRYOXES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.1392  -13.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1380  -13.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8502  -14.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8484  -12.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5529  -13.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5537  -13.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2581  -14.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9705  -13.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9699  -13.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2608  -12.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2606  -11.7986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9612  -11.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6757  -11.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3833  -11.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6789  -12.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0934  -11.7963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7979  -11.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5080  -11.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2125  -11.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9226  -11.7905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6290  -11.3796    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
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3245764

   1-(3-Methoxypropylamino)-3-naphthalen-1-yloxypropan-2-ol

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: 289.38

Molecular Weight (Monoisotopic): 289.1678

AlogP: 2.21

#Rotatable Bonds: 9

Polar Surface Area: 50.72

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 1.82

CX LogD: -0.31

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.56

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