[3-[3-(1-Naphthoxy)-2-hydroxy-1-propylammonio]-1-propyl]trimethylammonium Dichloride

ID: ALA3245768

PubChem CID: 118705715

Max Phase: Preclinical

Molecular Formula: C19H30Cl2N2O2

Molecular Weight: 317.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(C)CCCNCC(O)COc1cccc2ccccc12.Cl.[Cl-]

Standard InChI:  InChI=1S/C19H29N2O2.2ClH/c1-21(2,3)13-7-12-20-14-17(22)15-23-19-11-6-9-16-8-4-5-10-18(16)19;;/h4-6,8-11,17,20,22H,7,12-15H2,1-3H3;2*1H/q+1;;/p-1

Standard InChI Key:  APMPWDNHIUSGNN-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   21.7706  -18.6336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.3396  -18.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3384  -19.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0568  -19.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0550  -17.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7657  -18.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7664  -19.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4770  -19.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1956  -19.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1950  -18.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4797  -17.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4794  -17.0393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1862  -16.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9070  -17.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6208  -16.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9101  -17.8645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3371  -17.0369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0478  -16.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7641  -17.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4747  -16.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1910  -17.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1938  -17.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9036  -16.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9008  -17.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7084  -17.4235    0.0000 Cl  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
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  CHG  2  21   1  25  -1
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: 317.45

Molecular Weight (Monoisotopic): 317.2224

AlogP: 2.27

#Rotatable Bonds: 9

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.12

CX LogP: -2.27

CX LogD: -3.99

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -0.13

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