ID: ALA5193818

Max Phase: Preclinical

Molecular Formula: C23H20F2N2O3

Molecular Weight: 410.42

Associated Items:

Representations

Canonical SMILES:  O=C(NCc1ccc(F)cc1)[C@@H]1Cc2cc(O)c(O)cc2[C@@H](c2ccc(F)cc2)N1

Standard InChI:  InChI=1S/C23H20F2N2O3/c24-16-5-1-13(2-6-16)12-26-23(30)19-9-15-10-20(28)21(29)11-18(15)22(27-19)14-3-7-17(25)8-4-14/h1-8,10-11,19,22,27-29H,9,12H2,(H,26,30)/t19-,22+/m0/s1

Standard InChI Key:  MMSMAYYGCMYOPA-SIKLNZKXSA-N

Associated Targets(Human)

Vanilloid receptor 8273 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Transient receptor potential cation channel subfamily M member 8 889 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 410.42Molecular Weight (Monoisotopic): 410.1442AlogP: 3.30#Rotatable Bonds: 4
Polar Surface Area: 81.59Molecular Species: NEUTRALHBA: 4HBD: 4
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.18CX Basic pKa: 6.34CX LogP: 3.87CX LogD: 3.82
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.50Np Likeness Score: -0.24

References

1. Di Sarno V, Giovannelli P, Medina-Peris A, Ciaglia T, Di Donato M, Musella S, Lauro G, Vestuto V, Smaldone G, Di Matteo F, Bifulco G, Castoria G, Migliaccio A, Fernandez-Carvajal A, Campiglia P, Gomez-Monterrey I, Ostacolo C, Bertamino A..  (2022)  New TRPM8 blockers exert anticancer activity over castration-resistant prostate cancer models.,  238  [PMID:35598411] [10.1016/j.ejmech.2022.114435]

Source