(RS)9-ethyl-4,9-dihydroxy-2,3,9,10,13,15-hexahydro-1H,12H-benzo[de]pyrano[3',4':6,7]indolizino[1,2-b]quinoline-10,13-dione

ID: ALA102377

Chembl Id: CHEMBL102377

PubChem CID: 10341162

Max Phase: Preclinical

Molecular Formula: C23H20N2O5

Molecular Weight: 404.42

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccc(O)c3c1c2CCC3

Standard InChI:  InChI=1S/C23H20N2O5/c1-2-23(29)15-8-17-20-13(9-25(17)21(27)14(15)10-30-22(23)28)11-4-3-5-12-18(26)7-6-16(24-20)19(11)12/h6-8,26,29H,2-5,9-10H2,1H3

Standard InChI Key:  QZFSSEOJIACIRT-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

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: 404.42Molecular Weight (Monoisotopic): 404.1372AlogP: 2.27#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: 9.81CX Basic pKa: 4.41CX LogP: 1.92CX LogD: 1.92
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.47Np Likeness Score: 0.97

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