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

ID: ALA4443758

Chembl Id: CHEMBL4443758

PubChem CID: 155516534

Max Phase: Preclinical

Molecular Formula: C21H18BrN3O4

Molecular Weight: 456.30

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)c2c[nH]c(-c3c[nH]c4cc(Br)ccc34)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H18BrN3O4/c1-27-17-6-11(7-18(28-2)20(17)29-3)19(26)16-10-24-21(25-16)14-9-23-15-8-12(22)4-5-13(14)15/h4-10,23H,1-3H3,(H,24,25)

Standard InChI Key:  VAFQNOODXMYVLB-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4443758

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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: 456.30Molecular Weight (Monoisotopic): 455.0481AlogP: 4.58#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: 9.90CX Basic pKa: 3.92CX LogP: 4.12CX LogD: 4.12
Aromatic Rings: 4Heavy Atoms: 29QED Weighted: 0.42Np Likeness Score: -0.02

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