(3aS,6aS)-3-(2'-Amino-2-morpholino-4'-(trifluoromethyl)-[4,5'-bipyrimidin]-6-yl)tetrahydrofuro(3,4-d)oxazol-2(3H)-one

ID: ALA5175657

Chembl Id: CHEMBL5175657

PubChem CID: 168271624

Max Phase: Preclinical

Molecular Formula: C18H18F3N7O4

Molecular Weight: 453.38

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cc(N3CCOCC3)nc(N3C(=O)O[C@@H]4COC[C@@H]43)n2)c(C(F)(F)F)n1

Standard InChI:  InChI=1S/C18H18F3N7O4/c19-18(20,21)14-9(6-23-15(22)26-14)10-5-13(27-1-3-30-4-2-27)25-16(24-10)28-11-7-31-8-12(11)32-17(28)29/h5-6,11-12H,1-4,7-8H2,(H2,22,23,26)/t11-,12+/m0/s1

Standard InChI Key:  BPIKMMDBFJECAI-NWDGAFQWSA-N

Alternative Forms

  1. Parent:

    ALA5175657

    ---

Associated Targets(Human)

MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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: 453.38Molecular Weight (Monoisotopic): 453.1372AlogP: 1.10#Rotatable Bonds: 3
Polar Surface Area: 128.82Molecular Species: NEUTRALHBA: 10HBD: 1
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 3.13CX LogP: 1.89CX LogD: 1.89
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.72Np 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