N-(3-((9H-carbazol-4-yl)oxy)propyl)-2-methylquinolin-8-amine

ID: ALA4640312

PubChem CID: 156014934

Max Phase: Preclinical

Molecular Formula: C25H23N3O

Molecular Weight: 381.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccc(NCCCOc3cccc4[nH]c5ccccc5c34)c2n1

Standard InChI:  InChI=1S/C25H23N3O/c1-17-13-14-18-7-4-11-22(25(18)27-17)26-15-6-16-29-23-12-5-10-21-24(23)19-8-2-3-9-20(19)28-21/h2-5,7-14,26,28H,6,15-16H2,1H3

Standard InChI Key:  LGDNAUZHHRDGQI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   41.2787  -28.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2787  -27.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1517  -27.7074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7110  -27.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9928  -27.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4335  -27.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9969  -29.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9969  -28.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2830  -30.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5685  -29.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5730  -28.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7812  -30.0370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2974  -29.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7901  -28.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4584  -27.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6384  -27.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1512  -28.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4815  -29.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8616  -27.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2751  -26.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5523  -26.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8457  -26.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2907  -27.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5824  -27.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5910  -28.5029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.3070  -28.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0118  -28.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.9998  -27.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3170  -29.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  1  1  0
  3  6  1  0
  4  5  1  0
  5  2  1  0
  6  4  1  0
  7  9  2  0
  8  1  2  0
  9 10  1  0
  8  7  1  0
 10 11  2  0
 11 14  1  0
 13 12  1  0
 12 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 19 24  2  0
 23 20  2  0
 20 21  1  0
 21 22  2  0
 22 19  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640312

   ---

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: 381.48

Molecular Weight (Monoisotopic): 381.1841

AlogP: 6.06

#Rotatable Bonds: 6

Polar Surface Area: 49.94

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.61

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.74

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