rac-1-((9H-carbazol-4-yl)oxy)-3-((2-methylquinolin-8-yl)amino)propan-2-ol

ID: ALA4648268

PubChem CID: 156020739

Max Phase: Preclinical

Molecular Formula: C25H23N3O2

Molecular Weight: 397.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccc(NCC(O)COc3cccc4[nH]c5ccccc5c34)c2n1

Standard InChI:  InChI=1S/C25H23N3O2/c1-16-12-13-17-6-4-10-22(25(17)27-16)26-14-18(29)15-30-23-11-5-9-21-24(23)19-7-2-3-8-20(19)28-21/h2-13,18,26,28-29H,14-15H2,1H3

Standard InChI Key:  QGSKHHYYEDLHCI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.1012  -12.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1012  -12.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9736  -12.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5333  -12.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8152  -11.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2555  -11.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5458  -12.9887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8193  -14.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8193  -13.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1053  -14.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910  -14.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3955  -13.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6037  -14.4794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1200  -13.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6126  -13.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2810  -12.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4611  -12.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9739  -12.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3041  -13.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6836  -11.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0968  -10.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3742  -10.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6677  -10.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1125  -11.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4044  -12.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4129  -12.9456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1288  -13.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8335  -12.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8215  -12.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1389  -14.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  2  1  1  0
  3  6  1  0
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  5  2  1  0
  6  4  1  0
  7  4  1  0
  8 10  2  0
  9  1  2  0
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  9  8  1  0
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 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  3 20  1  0
 20 25  2  0
 24 21  2  0
 21 22  1  0
 22 23  2  0
 23 20  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648268

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.1790

AlogP: 5.03

#Rotatable Bonds: 6

Polar Surface Area: 70.17

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.42

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: -0.60

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