(4S,5R)-3-(2'-Amino-2-morpholino-4'-(trifluoromethyl)-[4,5'-bipyrimidin]-6-yl)-5-methyl-4-((1-oxidothiomorpholino)methyl)-oxazolidin-2-one

ID: ALA5175263

Chembl Id: CHEMBL5175263

PubChem CID: 168275361

Max Phase: Preclinical

Molecular Formula: C22H27F3N8O4S

Molecular Weight: 556.57

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H]1OC(=O)N(c2nc(-c3cnc(N)nc3C(F)(F)F)cc(N3CCOCC3)n2)[C@H]1CN1CC[S+]([O-])CC1

Standard InChI:  InChI=1S/C22H27F3N8O4S/c1-13-16(12-31-4-8-38(35)9-5-31)33(21(34)37-13)20-28-15(10-17(29-20)32-2-6-36-7-3-32)14-11-27-19(26)30-18(14)22(23,24)25/h10-11,13,16H,2-9,12H2,1H3,(H2,26,27,30)/t13-,16+/m1/s1

Standard InChI Key:  GCSAIIBFWKMPEV-CJNGLKHVSA-N

Alternative Forms

  1. Parent:

    ALA5175263

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Associated Targets(non-human)

Pik3ca Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pik3cb Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform (66 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

Calculated Properties

Molecular Weight: 556.57Molecular Weight (Monoisotopic): 556.1828AlogP: 1.15#Rotatable Bonds: 5
Polar Surface Area: 145.89Molecular Species: NEUTRALHBA: 11HBD: 1
#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 5.62CX LogP: 1.03CX LogD: 1.03
Aromatic Rings: 2Heavy Atoms: 38QED Weighted: 0.53Np Likeness Score: -1.02

References

1. Fairhurst RA, Furet P, Imbach-Weese P, Stauffer F, Rueeger H, McCarthy C, Ripoche S, Oswald S, Arnaud B, Jary A, Maira M, Schnell C, Guthy DA, Wartmann M, Kiffe M, Desrayaud S, Blasco F, Widmer T, Seiler F, Gutmann S, Knapp M, Caravatti G..  (2022)  Identification of NVP-CLR457 as an Orally Bioavailable Non-CNS-Penetrant pan-Class IA Phosphoinositol-3-Kinase Inhibitor.,  65  (12.0): [PMID:35500094] [10.1021/acs.jmedchem.2c00267]

Source