4-methylene-3-phenyl-3,4-dihydro-5H-spiro[furan-2,3'-indoline]-2',5-dione

ID: ALA3823497

Chembl Id: CHEMBL3823497

PubChem CID: 127051743

Max Phase: Preclinical

Molecular Formula: C18H13NO3

Molecular Weight: 291.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C1C(=O)OC2(C(=O)Nc3ccccc32)C1c1ccccc1

Standard InChI:  InChI=1S/C18H13NO3/c1-11-15(12-7-3-2-4-8-12)18(22-16(11)20)13-9-5-6-10-14(13)19-17(18)21/h2-10,15H,1H2,(H,19,21)

Standard InChI Key:  DDPSEHRZKNMGSY-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3823497

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Associated Targets(Human)

A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

citA Putative citrate synthase 2 (14 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: 291.31Molecular Weight (Monoisotopic): 291.0895AlogP: 2.73#Rotatable Bonds: 1
Polar Surface Area: 55.40Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.99CX Basic pKa: CX LogP: 3.28CX LogD: 3.28
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.65Np Likeness Score: 0.93

References

1. Rana S, Blowers EC, Tebbe C, Contreras JI, Radhakrishnan P, Kizhake S, Zhou T, Rajule RN, Arnst JL, Munkarah AR, Rattan R, Natarajan A..  (2016)  Isatin Derived Spirocyclic Analogues with α-Methylene-γ-butyrolactone as Anticancer Agents: A Structure-Activity Relationship Study.,  59  (10): [PMID:27077228] [10.1021/acs.jmedchem.6b00400]
2. Pathirage R, Favrot L, Petit C, Yamsek M, Singh S, Mallareddy JR, Rana S, Natarajan A, Ronning DR..  (2023)  Mycobacterium tuberculosis CitA activity is modulated by cysteine oxidation and pyruvate binding.,  14  (5): [PMID:37252106] [10.1039/d3md00058c]

Source