4-(2-(2-methylpiperidin-1-yl)ethoxy)-7H-dibenzo[de,h]quinolin-7-one

ID: ALA5173600

PubChem CID: 163322279

Max Phase: Preclinical

Molecular Formula: C24H24N2O2

Molecular Weight: 372.47

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1CCCCN1CCOc1ccc2c3c(nccc13)-c1ccccc1C2=O

Standard InChI:  InChI=1S/C24H24N2O2/c1-16-6-4-5-13-26(16)14-15-28-21-10-9-20-22-19(21)11-12-25-23(22)17-7-2-3-8-18(17)24(20)27/h2-3,7-12,16H,4-6,13-15H2,1H3

Standard InChI Key:  HGOZQJNNPSXGNT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.1447   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563    0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2852    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1447    1.4436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7157    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5708    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA5173600

    ---

Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L02 (4864 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TOP1 Tclin DNA topoisomerase I (7553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB1 Tchem P-glycoprotein 1 (14716 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Calf thymus DNA (4845 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Danio rerio (3092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Calculated Properties

Molecular Weight: 372.47Molecular Weight (Monoisotopic): 372.1838AlogP: 4.70#Rotatable Bonds: 4
Polar Surface Area: 42.43Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.44CX LogP: 4.39CX LogD: 3.32
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.52Np Likeness Score: -0.26

References

1. Zhong H, Zhao M, Wu C, Zhang J, Chen L, Sun J..  (2022)  Development of oxoisoaporphine derivatives with topoisomerase I inhibition and reversal of multidrug resistance in breast cancer MCF-7/ADR cells.,  235  [PMID:35339100] [10.1016/j.ejmech.2022.114300]

Source