3-Chloro-10-hydroxy-7,8,13,13b-tetrahydro-5H-benzo[5',6'][1,3]-oxazino[3',2':1,2]pyrido[3,4-b]indol-5-one

ID: ALA3600388

Chembl Id: CHEMBL3600388

PubChem CID: 86292974

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O3

Molecular Weight: 340.77

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1c2cc(Cl)ccc2OC2c3[nH]c4ccc(O)cc4c3CCN12

Standard InChI:  InChI=1S/C18H13ClN2O3/c19-9-1-4-15-13(7-9)17(23)21-6-5-11-12-8-10(22)2-3-14(12)20-16(11)18(21)24-15/h1-4,7-8,18,20,22H,5-6H2

Standard InChI Key:  FQALEHDYQBLDSM-UHFFFAOYSA-N

Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-435 (38290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H446 (443 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 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
TUBB4B Tclin Tubulin (5180 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

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: 340.77Molecular Weight (Monoisotopic): 340.0615AlogP: 3.62#Rotatable Bonds:
Polar Surface Area: 65.56Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.55CX Basic pKa: CX LogP: 3.35CX LogD: 3.35
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.66Np Likeness Score: 0.02

References

1. Wang S, Fang K, Dong G, Chen S, Liu N, Miao Z, Yao J, Li J, Zhang W, Sheng C..  (2015)  Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents.,  58  (16): [PMID:26226379] [10.1021/acs.jmedchem.5b00910]

Source