6-[2-Hydroxy-3-(naphthalen-1-yloxy)-propylamino]-heptanoic acid p-tolylamide (S,S)

ID: ALA71765

Chembl Id: CHEMBL71765

PubChem CID: 14485423

Max Phase: Preclinical

Molecular Formula: C27H34N2O3

Molecular Weight: 434.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)CCCC[C@H](C)NC[C@H](O)COc2cccc3ccccc23)cc1

Standard InChI:  InChI=1S/C27H34N2O3/c1-20-14-16-23(17-15-20)29-27(31)13-6-3-8-21(2)28-18-24(30)19-32-26-12-7-10-22-9-4-5-11-25(22)26/h4-5,7,9-12,14-17,21,24,28,30H,3,6,8,13,18-19H2,1-2H3,(H,29,31)/t21-,24-/m0/s1

Standard InChI Key:  GYGLUIKOLCBIDX-URXFXBBRSA-N

Alternative Forms

1. Parent:

   

   ALA71765

   6-[2-Hydroxy-3-(naphthalen-1-yloxy)-propylamino]-heptanoic acid p-tolylamide(S,S)

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: 434.58

Molecular Weight (Monoisotopic): 434.2569

AlogP: 5.07

#Rotatable Bonds: 12

Polar Surface Area: 70.59

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.96

CX Basic pKa: 9.84

CX LogP: 5.07

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -0.73

References

1. Leftheris K, Goodman M..  (1990)  Synthesis and beta-adrenergic antagonist activity of stereoisomeric practolol and propranolol derivatives.,  33  (1): [PMID:1967313] [10.1021/jm00163a036]

Source

Source(1):

• Scientific Literature