1-Methoxymethyl-1H-imidazole-2-carboxylic acid [2-(4-ethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yloxy)-ethyl]-amide

ID: ALA317196

Chembl Id: CHEMBL317196

PubChem CID: 44334720

Max Phase: Preclinical

Molecular Formula: C28H27N5O7

Molecular Weight: 545.55

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)c4nccn4COC)ccc3nc2-1

Standard InChI:  InChI=1S/C28H27N5O7/c1-3-28(37)20-12-22-23-17(13-33(22)26(35)19(20)14-40-27(28)36)10-16-11-18(4-5-21(16)31-23)39-9-7-30-25(34)24-29-6-8-32(24)15-38-2/h4-6,8,10-12,37H,3,7,9,13-15H2,1-2H3,(H,30,34)

Standard InChI Key:  XIBGRAAKDIZCGY-UHFFFAOYSA-N

Associated Targets(Human)

KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210/Adr (18 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: 545.55Molecular Weight (Monoisotopic): 545.1910AlogP: 1.69#Rotatable Bonds: 8
Polar Surface Area: 146.80Molecular Species: NEUTRALHBA: 11HBD: 2
#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.70CX Basic pKa: 3.34CX LogP: 0.48CX LogD: 0.48
Aromatic Rings: 4Heavy Atoms: 40QED Weighted: 0.22Np Likeness Score: 0.18

References

1. Zhao R, Oreski B, Lown J.  (1995)  Synthesis and antitumor activity of camptothecin derivatives bearing five-membered heterocycle containing 10-substituents,  (24): [10.1016/0960-894X(95)00538-5]

Source