4-[(3-(1-Naphthoxy)-2-hydroxypropyl]amino]butyric Acid Hydrochloride

ID: ALA3245767

PubChem CID: 12478015

Max Phase: Preclinical

Molecular Formula: C17H22ClNO4

Molecular Weight: 303.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)CCCNCC(O)COc1cccc2ccccc12

Standard InChI:  InChI=1S/C17H21NO4.ClH/c19-14(11-18-10-4-9-17(20)21)12-22-16-8-3-6-13-5-1-2-7-15(13)16;/h1-3,5-8,14,18-19H,4,9-12H2,(H,20,21);1H

Standard InChI Key:  JCTJLPDKUVTHMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   15.7020  -19.3626    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5244  -18.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5233  -18.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2415  -19.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2398  -17.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9502  -18.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9510  -18.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6615  -19.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3800  -18.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3794  -18.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6642  -17.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6640  -16.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3706  -16.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0913  -16.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8049  -16.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0944  -17.6656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5210  -16.8383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2316  -16.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9477  -16.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6584  -16.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3745  -16.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3772  -17.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0869  -16.4179    0.0000 O   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  2  0
 21 23  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: 303.36

Molecular Weight (Monoisotopic): 303.1471

AlogP: 2.03

#Rotatable Bonds: 9

Polar Surface Area: 78.79

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: 9.81

CX LogP: -0.66

CX LogD: -0.66

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -0.34

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