rac-1-([1,1'-biphenyl]-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)propan-2-ol

ID: ALA4647396

PubChem CID: 156020829

Max Phase: Preclinical

Molecular Formula: C24H27NO4

Molecular Weight: 393.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1OCCNCC(O)COc1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C24H27NO4/c1-27-23-9-5-6-10-24(23)28-16-15-25-17-21(26)18-29-22-13-11-20(12-14-22)19-7-3-2-4-8-19/h2-14,21,25-26H,15-18H2,1H3

Standard InChI Key:  YZGXWNKKKRJRMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.3085   -4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0249   -3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0221   -3.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3067   -2.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3102   -5.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5939   -5.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5934   -6.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0223   -5.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3042   -1.7998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0174   -1.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7332   -1.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7356   -2.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4464   -1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1621   -1.7912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8754   -1.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5911   -1.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3043   -1.3723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0200   -1.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0210   -2.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7359   -3.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4501   -2.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4449   -1.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7296   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3073   -3.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3089   -3.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647396

   ---

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: 393.48

Molecular Weight (Monoisotopic): 393.1940

AlogP: 3.77

#Rotatable Bonds: 11

Polar Surface Area: 59.95

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.74

CX LogP: 3.95

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -0.46

References

1. Chang Q, Long J, Hu L, Chen Z, Li Q, Hu G..  (2020)  Drug repurposing and rediscovery: Design, synthesis and preliminary biological evaluation of 1-arylamino-3-aryloxypropan-2-ols as anti-melanoma agents.,  28  (9): [PMID:32216987] [10.1016/j.bmc.2020.115404]

Source

Source(1):

• Scientific Literature