N-(2-(1H-Imidazol-1-yl)ethyl)-6-(4-methoxyphenyl)-3-(1,3,4-oxadiazol-2-yl)quinolin-4-amine

ID: ALA4534576

PubChem CID: 153370104

Max Phase: Preclinical

Molecular Formula: C23H20N6O2

Molecular Weight: 412.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3ncc(-c4nnco4)c(NCCn4ccnc4)c3c2)cc1

Standard InChI:  InChI=1S/C23H20N6O2/c1-30-18-5-2-16(3-6-18)17-4-7-21-19(12-17)22(25-9-11-29-10-8-24-14-29)20(13-26-21)23-28-27-15-31-23/h2-8,10,12-15H,9,11H2,1H3,(H,25,26)

Standard InChI Key:  WFGCESIOEGALPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   16.5694  -21.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5683  -22.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2763  -22.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2745  -21.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9831  -21.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9839  -22.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6924  -22.8037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4007  -22.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3960  -21.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6869  -21.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1003  -21.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8488  -21.4833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3920  -20.8727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9790  -20.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1808  -20.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6825  -20.3502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9727  -19.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8637  -21.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8648  -20.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1578  -19.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4493  -20.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4521  -21.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1596  -21.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9683  -19.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7409  -19.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2585  -18.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1666  -17.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3663  -17.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9615  -18.4584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5116  -19.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7396  -19.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  9 11  1  0
 10 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 18  1  0
 17 24  1  0
 21 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534576

   ---

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: 412.45

Molecular Weight (Monoisotopic): 412.1648

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 90.89

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.99

CX LogP: 2.01

CX LogD: 1.87

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.43

References

1. Kundu B, Das SK, Paul Chowdhuri S, Pal S, Sarkar D, Ghosh A, Mukherjee A, Bhattacharya D, Das BB, Talukdar A..  (2019)  Discovery and Mechanistic Study of Tailor-Made Quinoline Derivatives as Topoisomerase 1 Poison with Potent Anticancer Activity.,  62  (7): [PMID:30897325] [10.1021/acs.jmedchem.8b01938]

Source

Source(1):

• Scientific Literature