6-[3-(4-Acetylamino-phenoxy)-2-hydroxy-propylamino]-heptanoic acid (4-trifluoromethyl-phenyl)-amide (S,R)

ID: ALA306237

Chembl Id: CHEMBL306237

PubChem CID: 14485412

Max Phase: Preclinical

Molecular Formula: C25H32F3N3O4

Molecular Weight: 495.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(OC[C@@H](O)CN[C@H](C)CCCCC(=O)Nc2ccc(C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C25H32F3N3O4/c1-17(29-15-22(33)16-35-23-13-11-20(12-14-23)30-18(2)32)5-3-4-6-24(34)31-21-9-7-19(8-10-21)25(26,27)28/h7-14,17,22,29,33H,3-6,15-16H2,1-2H3,(H,30,32)(H,31,34)/t17-,22+/m1/s1

Standard InChI Key:  WNEIZOXOSDHMKM-VGSWGCGISA-N

Alternative Forms

1. Parent:

   

   ALA306237

   (6R)-6-[[(2S)-3-(4-acetamidophenoxy)-2-hydroxypropyl]amino]-N-[4-(trifluoromethyl)phenyl]heptanamide

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: 495.54

Molecular Weight (Monoisotopic): 495.2345

AlogP: 4.58

#Rotatable Bonds: 13

Polar Surface Area: 99.69

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 9.84

CX LogP: 3.68

CX LogD: 1.30

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -0.87

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