(2S,4R)-1-((S)-2-Acetamidopropanethioyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA4228750

Chembl Id: CHEMBL4228750

PubChem CID: 132990908

Max Phase: Preclinical

Molecular Formula: C21H26N4O3S2

Molecular Weight: 446.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](C)C(=S)N1C[C@H](O)C[C@H]1C(=O)NCc1ccc(-c2scnc2C)cc1

Standard InChI:  InChI=1S/C21H26N4O3S2/c1-12-19(30-11-23-12)16-6-4-15(5-7-16)9-22-20(28)18-8-17(27)10-25(18)21(29)13(2)24-14(3)26/h4-7,11,13,17-18,27H,8-10H2,1-3H3,(H,22,28)(H,24,26)/t13-,17+,18-/m0/s1

Standard InChI Key:  WHYNNQMYHZONCV-VHSSKADRSA-N

Alternative Forms

  1. Parent:

    ALA4228750

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Associated Targets(Human)

VHL Tchem Von Hippel-Lindau disease tumor suppressor/Elongin B/Elongin C (158 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: 446.60Molecular Weight (Monoisotopic): 446.1446AlogP: 2.02#Rotatable Bonds: 6
Polar Surface Area: 94.56Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.69CX Basic pKa: 2.65CX LogP: 0.29CX LogD: 0.29
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.59Np Likeness Score: -0.95

References

1. Soares P, Lucas X, Ciulli A..  (2018)  Thioamide substitution to probe the hydroxyproline recognition of VHL ligands.,  26  (11): [PMID:29650462] [10.1016/j.bmc.2018.03.034]

Source