ID: ALA103307

Max Phase: Preclinical

Molecular Formula: C15H11NO2

Molecular Weight: 237.26

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C1Nc2ccccc2/C1=C\c1ccc(O)cc1

Standard InChI:  InChI=1S/C15H11NO2/c17-11-7-5-10(6-8-11)9-13-12-3-1-2-4-14(12)16-15(13)18/h1-9,17H,(H,16,18)/b13-9+

Standard InChI Key:  PLAOAGFXNCEZMZ-UKTHLTGXSA-N

Associated Targets(Human)

PC-3 62116 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MCF7 126967 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

MDA-MB-231 73002 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tyrosine-protein kinase receptor FLT3 13481 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tyrosine-protein kinase ABL 18331 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

ALK tyrosine kinase receptor 7132 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tyrosine-protein kinase receptor RET 6732 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Glycogen synthase kinase-3 beta 11785 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Vascular endothelial growth factor receptor 2 134 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Protein kinase Pfmrk 149 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tubulin 1327 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Plasmodium falciparum 966862 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

Properties

Molecular Weight: 237.26Molecular Weight (Monoisotopic): 237.0790AlogP: 2.88#Rotatable Bonds: 1
Polar Surface Area: 49.33Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.35CX Basic pKa: CX LogP: 2.96CX LogD: 2.96
Aromatic Rings: 2Heavy Atoms: 18QED Weighted: 0.75Np Likeness Score: 0.07

References

1. Vieth M, Cummins DJ..  (2000)  DoMCoSAR: a novel approach for establishing the docking mode that is consistent with the structure-activity relationship. Application to HIV-1 protease inhibitors and VEGF receptor tyrosine kinase inhibitors.,  43  (16): [PMID:10956210] [10.1021/jm990609e]
2. Woodard CL, Li Z, Kathcart AK, Terrell J, Gerena L, Lopez-Sanchez M, Kyle DE, Bhattacharjee AK, Nichols DA, Ellis W, Prigge ST, Geyer JA, Waters NC..  (2003)  Oxindole-based compounds are selective inhibitors of Plasmodium falciparum cyclin dependent protein kinases.,  46  (18): [PMID:12930149] [10.1021/jm0300983]
3. Li PK, Xiao Z, Hu Z, Pandit B, Sun Y, Sackett DL, Werbovetz K, Lewis A, Johnsamuel J..  (2005)  Conformationally restricted analogs of Combretastatin A-4 derived from SU5416.,  15  (24): [PMID:16213720] [10.1016/j.bmcl.2005.09.001]
4. Mologni L, Rostagno R, Brussolo S, Knowles PP, Kjaer S, Murray-Rust J, Rosso E, Zambon A, Scapozza L, McDonald NQ, Lucchini V, Gambacorti-Passerini C..  (2010)  Synthesis, structure-activity relationship and crystallographic studies of 3-substituted indolin-2-one RET inhibitors.,  18  (4): [PMID:20117004] [10.1016/j.bmc.2010.01.011]
5. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]
6. Babkov D, Bezsonova E, Sirotenko V, Othman E, Klochkov V, Sosonyuk S, Lozinskaya N, Spasov A..  (2023)  3-Arylidene-2-oxindoles as GSK3β inhibitors and anti-thrombotic agents.,  87  [PMID:37054760] [10.1016/j.bmcl.2023.129283]

Source