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

ID: ALA3245766

PubChem CID: 90672312

Max Phase: Preclinical

Molecular Formula: C17H23ClN2O3

Molecular Weight: 302.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H22N2O3.ClH/c18-17(21)9-4-10-19-11-14(20)12-22-16-8-3-6-13-5-1-2-7-15(13)16;/h1-3,5-8,14,19-20H,4,9-12H2,(H2,18,21);1H

Standard InChI Key:  SHTSPMRWWZUMBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    8.6151  -19.5524    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1442  -17.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431  -18.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614  -18.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8596  -17.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701  -17.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708  -18.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2813  -18.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9998  -18.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991  -17.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840  -17.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2838  -16.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904  -15.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111  -16.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247  -15.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7142  -17.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1409  -16.3304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514  -15.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676  -16.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2782  -15.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9943  -16.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970  -17.1487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7068  -15.9101    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
 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: 302.37

Molecular Weight (Monoisotopic): 302.1630

AlogP: 1.43

#Rotatable Bonds: 9

Polar Surface Area: 84.58

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.58

CX LogP: 1.01

CX LogD: -1.14

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.57

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