(R)-4-(2-Hydroxy-3-((2-(2-methoxyphenoxy)ethyl)amino)-propoxy)benzene-1,2-diol

ID: ALA4515498

PubChem CID: 155540000

Max Phase: Preclinical

Molecular Formula: C18H23NO6

Molecular Weight: 349.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1OCCNC[C@@H](O)COc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C18H23NO6/c1-23-17-4-2-3-5-18(17)24-9-8-19-11-13(20)12-25-14-6-7-15(21)16(22)10-14/h2-7,10,13,19-22H,8-9,11-12H2,1H3/t13-/m1/s1

Standard InChI Key:  IZWFJOLNDDLZBU-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    3.0640  -29.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720  -29.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817  -29.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788  -28.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1850  -28.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943  -28.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004  -28.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097  -28.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5973  -27.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0158  -28.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7251  -28.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0651  -28.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684  -28.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3574  -28.3128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559  -29.9489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4312  -28.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1405  -28.6964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8466  -28.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5542  -28.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2599  -28.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2573  -27.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5430  -27.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8403  -27.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1294  -27.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1231  -26.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 13  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  6
  8 10  1  0
 10 11  1  0
 12 13  1  0
 12 14  1  0
  1 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515498

   ---

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: 349.38

Molecular Weight (Monoisotopic): 349.1525

AlogP: 1.51

#Rotatable Bonds: 10

Polar Surface Area: 100.41

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: 8.66

CX LogP: 1.38

CX LogD: 0.35

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.38

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