ID: ALA4532719

Max Phase: Preclinical

Molecular Formula: C21H15NO6

Molecular Weight: 377.35

Molecule Type: Unknown

Associated Items:

Representations

Canonical SMILES:  COc1cc2c(ccc3c2[nH]c2c4cc(OC)c(O)cc4oc(=O)c32)cc1O

Standard InChI:  InChI=1S/C21H15NO6/c1-26-16-6-11-9(5-13(16)23)3-4-10-18-20(22-19(10)11)12-7-17(27-2)14(24)8-15(12)28-21(18)25/h3-8,22-24H,1-2H3

Standard InChI Key:  MOHREVYYIPQFFL-UHFFFAOYSA-N

Associated Targets(Human)

MCF7 126967 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

U-251 51189 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HCT-116 91556 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

NCI-H522 44358 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

LOX IMVI 44321 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

SK-OV-3 52876 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

ACHN 49357 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MKN-28 466 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

DU-145 51482 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

DNA topoisomerase I 76 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

Properties

Molecular Weight: 377.35Molecular Weight (Monoisotopic): 377.0899AlogP: 4.01#Rotatable Bonds: 2
Polar Surface Area: 104.92Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.17CX Basic pKa: CX LogP: 3.01CX LogD: 2.94
Aromatic Rings: 5Heavy Atoms: 28QED Weighted: 0.40Np Likeness Score: 0.77

References

1. Fukuda T, Nanjo Y, Fujimoto M, Yoshida K, Natsui Y, Ishibashi F, Okazaki F, To H, Iwao M..  (2019)  Lamellarin-inspired potent topoisomerase I inhibitors with the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one scaffold.,  27  (2): [PMID:30553626] [10.1016/j.bmc.2018.11.037]

Source