(R)-1-(9H-Carbazol-4-yl)-2-{[2-(2-methoxyphenoxy)ethyl]-amino}ethan-1-ol

ID: ALA4451135

PubChem CID: 146025801

Max Phase: Preclinical

Molecular Formula: C23H24N2O3

Molecular Weight: 376.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1OCCNC[C@H](O)c1cccc2[nH]c3ccccc3c12

Standard InChI:  InChI=1S/C23H24N2O3/c1-27-21-11-4-5-12-22(21)28-14-13-24-15-20(26)17-8-6-10-19-23(17)16-7-2-3-9-18(16)25-19/h2-12,20,24-26H,13-15H2,1H3/t20-/m0/s1

Standard InChI Key:  MXJRVEPRXNSZKO-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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    7.2677  -18.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9829  -18.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7011  -18.9938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4163  -18.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1328  -18.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8433  -18.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8406  -17.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1174  -17.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4098  -17.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6899  -17.3470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6836  -16.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768  -19.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938  -20.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4124  -19.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4096  -19.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779  -19.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901  -18.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649  -18.4638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966  -17.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140  -17.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9976  -17.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6650  -16.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441  -16.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641  -16.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1200  -18.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8388  -19.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1158  -17.7650    0.0000 O   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  2  0
  6  7  1  0
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  8  9  1  0
  9 10  2  0
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 17 13  2  0
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 20 19  1  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 16 26  1  0
 26 27  1  0
 27  1  1  0
 26 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4451135

   ---

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: 376.46

Molecular Weight (Monoisotopic): 376.1787

AlogP: 4.03

#Rotatable Bonds: 8

Polar Surface Area: 66.51

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.05

CX LogP: 3.51

CX LogD: 1.86

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -0.12

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