7-(allyloxy)-N-(3-nitrophenyl)quinolin-4-amine

ID: ALA4572568

PubChem CID: 132159987

Max Phase: Preclinical

Molecular Formula: C18H15N3O3

Molecular Weight: 321.34

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc2c(Nc3cccc([N+](=O)[O-])c3)ccnc2c1

Standard InChI:  InChI=1S/C18H15N3O3/c1-2-10-24-15-6-7-16-17(8-9-19-18(16)12-15)20-13-4-3-5-14(11-13)21(22)23/h2-9,11-12H,1,10H2,(H,19,20)

Standard InChI Key:  HMIGGQHCDZPBNT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.6499   -5.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3579   -5.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3561   -4.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.0655   -5.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7740   -5.8449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4823   -5.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4776   -4.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7685   -4.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7641   -3.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4697   -2.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1749   -3.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8800   -2.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8761   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1613   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4591   -2.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9418   -5.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9412   -6.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2332   -7.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2325   -7.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1518   -0.9359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4405   -0.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8559   -0.5211    0.0000 O   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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
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 15 16  1  0
 16 17  2  0
 17 12  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 22 23  2  0
 22 24  1  0
 16 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

  1. Parent:

    ALA4572568

    ---

Associated Targets(Human)

NCI-H1650 (1118 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RKO (1376 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BGC-823 (3035 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 321.34Molecular Weight (Monoisotopic): 321.1113AlogP: 4.45#Rotatable Bonds: 6
Polar Surface Area: 77.29Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.63CX LogP: 4.08CX LogD: 3.69
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.41Np Likeness Score: -1.33

References

1. Su T, Zhu J, Sun R, Zhang H, Huang Q, Zhang X, Du R, Qiu L, Cao R..  (2019)  Design, synthesis and biological evaluation of new quinoline derivatives as potential antitumor agents.,  178  [PMID:31181480] [10.1016/j.ejmech.2019.05.088]

Source