4-(3-((2-(2-Methoxyphenoxy)ethyl)amino)propyl)benzene-1,2-diol

ID: ALA4525632

PubChem CID: 155543195

Max Phase: Preclinical

Molecular Formula: C18H23NO4

Molecular Weight: 317.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1OCCNCCCc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C18H23NO4/c1-22-17-6-2-3-7-18(17)23-12-11-19-10-4-5-14-8-9-15(20)16(21)13-14/h2-3,6-9,13,19-21H,4-5,10-12H2,1H3

Standard InChI Key:  AZZXOCLNECQCLA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   27.9708  -12.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6811  -11.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3945  -12.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1048  -11.7044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8181  -12.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5243  -11.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2574  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2583  -10.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5458  -10.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8345  -10.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8402  -11.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5533  -12.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2377  -12.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9479  -11.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1247  -10.4909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1355  -12.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6596  -12.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3695  -11.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3668  -10.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6485  -10.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9416  -10.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2266  -10.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2203   -9.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6 13  1  0
 13 14  1  0
 10 15  1  0
 11 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 14  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525632

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 317.39

Molecular Weight (Monoisotopic): 317.1627

AlogP: 2.71

#Rotatable Bonds: 9

Polar Surface Area: 70.95

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 9.29

CX LogP: 2.40

CX LogD: 0.90

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: 0.10

References

1. Stanek M, Picard LP, Schmidt MF, Kaindl JM, Hübner H, Bouvier M, Weikert D, Gmeiner P..  (2019)  Hybridization of β-Adrenergic Agonists and Antagonists Confers G Protein Bias.,  62  (10): [PMID:31042379] [10.1021/acs.jmedchem.9b00349]

Source

Source(1):

• Scientific Literature