(R)-2-{4-[2-(2-Hydroxy-3-phenoxy-propylamino)-ethoxy]-phenoxy}-N-(2-methoxy-ethyl)-acetamide

ID: ALA1409461

PubChem CID: 6604780

Max Phase: Preclinical

Molecular Formula: C22H30N2O6

Molecular Weight: 418.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNC(=O)COc1ccc(OCCNC[C@@H](O)COc2ccccc2)cc1

Standard InChI:  InChI=1S/C22H30N2O6/c1-27-13-12-24-22(26)17-30-21-9-7-20(8-10-21)28-14-11-23-15-18(25)16-29-19-5-3-2-4-6-19/h2-10,18,23,25H,11-17H2,1H3,(H,24,26)/t18-/m1/s1

Standard InChI Key:  RVMBDLSFFNKKLG-GOSISDBHSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA1409461

   2-[4-[2-[[(2R)-2-hydroxy-3-phenoxypropyl]amino]ethoxy]phenoxy]-N-(2-methoxyethyl)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: 418.49

Molecular Weight (Monoisotopic): 418.2104

AlogP: 1.24

#Rotatable Bonds: 15

Polar Surface Area: 98.28

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 8.79

CX LogP: 1.15

CX LogD: -0.24

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -1.00

References

1. Howe R, Rao BS, Holloway BR, Stribling D..  (1992)  Selective beta 3-adrenergic agonists of brown adipose tissue and thermogenesis. 2. [4-[2-[(2-Hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetamides.,  35  (10): [PMID:1350310] [10.1021/jm00088a010]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays