(RS)8-ethyl-3,8-dihydroxy-1,2,8,9,12,14-hexahydro-11H-cyclopenta[de]pyrano[3',4':6,7]indolizino[1,2-b]quinoline-9,12-dione

ID: ALA103901

Chembl Id: CHEMBL103901

PubChem CID: 10318217

Max Phase: Preclinical

Molecular Formula: C22H18N2O5

Molecular Weight: 390.40

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccc(O)c3c1c2CC3

Standard InChI:  InChI=1S/C22H18N2O5/c1-2-22(28)14-7-16-19-12(8-24(16)20(26)13(14)9-29-21(22)27)10-3-4-11-17(25)6-5-15(23-19)18(10)11/h5-7,25,28H,2-4,8-9H2,1H3

Standard InChI Key:  LGFXZJFDNQNCAG-UHFFFAOYSA-N

Associated Targets(Human)

HOC-21 cell line (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
QG-56 (221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 390.40Molecular Weight (Monoisotopic): 390.1216AlogP: 1.88#Rotatable Bonds: 1
Polar Surface Area: 101.65Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.80CX Basic pKa: 4.34CX LogP: 1.48CX LogD: 1.48
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.48Np Likeness Score: 1.10

References

1. Sugimori M, Ejima A, Ohsuki S, Uoto K, Mitsui I, Matsumoto K, Kawato Y, Yasuoka M, Sato K, Tagawa H..  (1994)  Antitumor agents. 7. Synthesis and antitumor activity of novel hexacyclic camptothecin analogues.,  37  (19): [PMID:7932525] [10.1021/jm00045a007]

Source