1-[(3-Aminopropyl)amino]-3-(1-naphthoxy)-2-propanol Hydrochloride

ID: ALA3245765

PubChem CID: 90672311

Max Phase: Preclinical

Molecular Formula: C16H23ClN2O2

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCNCC(O)COc1cccc2ccccc12

Standard InChI:  InChI=1S/C16H22N2O2.ClH/c17-9-4-10-18-11-14(19)12-20-16-8-3-6-13-5-1-2-7-15(13)16;/h1-3,5-8,14,18-19H,4,9-12,17H2;1H

Standard InChI Key:  WXEVFWMREGPDMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   26.9652  -14.1106    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.9922  -13.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9911  -14.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7094  -14.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7076  -13.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4181  -13.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4188  -14.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1293  -14.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8478  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8472  -13.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1320  -13.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1318  -12.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8384  -11.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5591  -12.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2728  -11.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5622  -13.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9889  -12.2053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6995  -11.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4156  -12.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1262  -11.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8423  -12.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  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: 274.36

Molecular Weight (Monoisotopic): 274.1681

AlogP: 1.52

#Rotatable Bonds: 8

Polar Surface Area: 67.51

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.99

CX LogP: 1.07

CX LogD: -2.20

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -0.32

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