N-(3-(1H-Imidazol-1-yl)propyl)-6-(4-methoxy-3-methylphenyl)-3-(1,3,4-oxadiazol-2-yl)quinolin-4-amine

ID: ALA4531413

PubChem CID: 153370141

Max Phase: Preclinical

Molecular Formula: C25H24N6O2

Molecular Weight: 440.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3ncc(-c4nnco4)c(NCCCn4ccnc4)c3c2)cc1C

Standard InChI:  InChI=1S/C25H24N6O2/c1-17-12-18(5-7-23(17)32-2)19-4-6-22-20(13-19)24(21(14-28-22)25-30-29-16-33-25)27-8-3-10-31-11-9-26-15-31/h4-7,9,11-16H,3,8,10H2,1-2H3,(H,27,28)

Standard InChI Key:  BMUWIAGEPMSJBS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9996  -15.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077  -15.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7059  -13.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4145  -14.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1238  -15.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8321  -15.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8273  -14.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1182  -13.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5317  -13.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6122  -12.9504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8835  -13.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910  -14.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3997  -11.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898  -11.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6855  -10.5143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405  -10.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -9.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -9.2585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0183  -10.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773  -14.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723  -12.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710  -11.7386    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
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  1 18  1  0
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 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
 22 31  1  0
 21 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531413

   ---

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: 440.51

Molecular Weight (Monoisotopic): 440.1961

AlogP: 4.97

#Rotatable Bonds: 8

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: 7.00

CX LogP: 2.58

CX LogD: 2.44

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.39

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