6-chloro-7-(28-propynoyl-3-betulinyloxy)-2-methyl-5,8-quinolinedione

ID: ALA4444026

Chembl Id: CHEMBL4444026

PubChem CID: 155517132

Max Phase: Preclinical

Molecular Formula: C43H54ClNO5

Molecular Weight: 700.36

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C#CC(=O)OC[C@]12CC[C@@H](C(=C)C)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](OC5=C(Cl)C(=O)c6ccc(C)nc6C5=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C43H54ClNO5/c1-10-32(46)49-23-43-20-15-26(24(2)3)33(43)28-13-14-30-40(7)18-17-31(39(5,6)29(40)16-19-42(30,9)41(28,8)21-22-43)50-38-34(44)36(47)27-12-11-25(4)45-35(27)37(38)48/h1,11-12,26,28-31,33H,2,13-23H2,3-9H3/t26-,28+,29-,30+,31-,33+,40-,41+,42+,43+/m0/s1

Standard InChI Key:  FSTJSQXTHNIZCE-OOIOJPFUSA-N

Alternative Forms

  1. Parent:

    ALA4444026

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Associated Targets(Human)

SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO-829 (166 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C32 (251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 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: 700.36Molecular Weight (Monoisotopic): 699.3691AlogP: 9.44#Rotatable Bonds: 5
Polar Surface Area: 82.56Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: 2HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 1.84CX LogP: 8.54CX LogD: 8.54
Aromatic Rings: 1Heavy Atoms: 50QED Weighted: 0.13Np Likeness Score: 2.02

References

1. Kadela-Tomanek M, Bębenek E, Chrobak E, Marciniec K, Latocha M, Kuśmierz D, Jastrzębska M, Boryczka S..  (2019)  Betulin-1,4-quinone hybrids: Synthesis, anticancer activity and molecular docking study with NQO1 enzyme.,  177  [PMID:31158746] [10.1016/j.ejmech.2019.05.063]

Source