(2-(1H-Indol-6-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)-methanone

ID: ALA4530505

Chembl Id: CHEMBL4530505

PubChem CID: 67120426

Max Phase: Preclinical

Molecular Formula: C21H19N3O4

Molecular Weight: 377.40

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)c2c[nH]c(-c3ccc4cc[nH]c4c3)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H19N3O4/c1-26-17-9-14(10-18(27-2)20(17)28-3)19(25)16-11-23-21(24-16)13-5-4-12-6-7-22-15(12)8-13/h4-11,22H,1-3H3,(H,23,24)

Standard InChI Key:  ZWYWKMGQZNGTAQ-UHFFFAOYSA-N

Associated Targets(Human)

M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-375 (9258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WM164 (100 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

Calculated Properties

Molecular Weight: 377.40Molecular Weight (Monoisotopic): 377.1376AlogP: 3.81#Rotatable Bonds: 6
Polar Surface Area: 89.23Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 10.16CX Basic pKa: 4.13CX LogP: 3.35CX LogD: 3.35
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.50Np Likeness Score: -0.16

References

1. Wang Q, Arnst KE, Wang Y, Kumar G, Ma D, White SW, Miller DD, Li W, Li W..  (2019)  Structure-Guided Design, Synthesis, and Biological Evaluation of (2-(1H-Indol-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl) Methanone (ABI-231) Analogues Targeting the Colchicine Binding Site in Tubulin.,  62  (14): [PMID:31251599] [10.1021/acs.jmedchem.9b00706]

Source