N-benzyl-2-(3-((R)-2-((R)-2-hydroxy-2-(4-hydroxy-3-(hydroxymethyl)phenyl)ethylamino)propyl)phenyl)acetamide

ID: ALA230487

PubChem CID: 44425580

Max Phase: Preclinical

Molecular Formula: C27H32N2O4

Molecular Weight: 448.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Cc1cccc(CC(=O)NCc2ccccc2)c1)NC[C@H](O)c1ccc(O)c(CO)c1

Standard InChI:  InChI=1S/C27H32N2O4/c1-19(28-17-26(32)23-10-11-25(31)24(15-23)18-30)12-21-8-5-9-22(13-21)14-27(33)29-16-20-6-3-2-4-7-20/h2-11,13,15,19,26,28,30-32H,12,14,16-18H2,1H3,(H,29,33)/t19-,26+/m1/s1

Standard InChI Key:  BNWMNRFNCJDJEV-BCHFMIIMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA230487

   N-benzyl-2-(3-((R)-2-((R)-2-hydroxy-2-(4-hydroxy-3-(hydroxymethyl)phenyl)ethylamino)propyl)phenyl)acetamide

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: 448.56

Molecular Weight (Monoisotopic): 448.2362

AlogP: 3.00

#Rotatable Bonds: 11

Polar Surface Area: 101.82

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.13

CX Basic pKa: 9.42

CX LogP: 2.50

CX LogD: 0.82

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -0.19

References

1. Brown AD, Bunnage ME, Glossop PA, James K, Jones R, Lane CA, Lewthwaite RA, Mantell S, Perros-Huguet C, Price DA, Trevethick M, Webster R..  (2007)  The discovery of long acting beta2-adrenoreceptor agonists.,  17  (14): [PMID:17498952] [10.1016/j.bmcl.2007.04.081]

Source

Source(1):

• Scientific Literature