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

ID: ALA4450756

PubChem CID: 155521528

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-/m1/s1

Standard InChI Key:  MXJRVEPRXNSZKO-HXUWFJFHSA-N

Molfile:  

 
     RDKit          2D

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   18.4930  -19.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2080  -18.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9261  -19.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6411  -18.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3576  -19.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0679  -18.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0653  -17.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3421  -17.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6347  -17.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9150  -17.5940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9086  -16.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2025  -20.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9195  -20.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6380  -20.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6352  -19.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2037  -19.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9158  -18.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5908  -18.7106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9225  -17.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7397  -18.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2232  -17.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8907  -16.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0698  -16.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5900  -17.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3455  -18.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0642  -19.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3455  -18.0137    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 17 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
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 17 18  1  0
 18 21  1  0
 20 19  1  0
 19 17  1  0
 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  6
M  END

Alternative Forms

1. Parent:

   

   ALA4450756

   ---

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