N-(1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)pentadecanamide

ID: ALA5182450

Chembl Id: CHEMBL5182450

PubChem CID: 164887522

Max Phase: Preclinical

Molecular Formula: C24H39F2N3O5

Molecular Weight: 487.59

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCC(=O)Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1

Standard InChI:  InChI=1S/C24H39F2N3O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(31)27-19-15-16-29(23(33)28-19)22-24(25,26)21(32)18(17-30)34-22/h15-16,18,21-22,30,32H,2-14,17H2,1H3,(H,27,28,31,33)/t18-,21-,22-/m1/s1

Standard InChI Key:  LOMJAVWRNQEMKZ-STZQEDGTSA-N

Alternative Forms

  1. Parent:

    ALA5182450

    ---

Associated Targets(Human)

Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PANC-1 (6144 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SGC-7901 (2773 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

4T1 (1737 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyp3a2 Cytochrome P450 3A2 (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyp1a2 Cytochrome P450 1A2 (75 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyp2d1 Cytochrome P450 2D1 (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyp2e1 Cytochrome P450 2E1 (34 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyp2c6 Cytochrome P450 2C6 (4 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: 487.59Molecular Weight (Monoisotopic): 487.2858AlogP: 4.16#Rotatable Bonds: 16
Polar Surface Area: 113.68Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.14CX Basic pKa: CX LogP: 4.50CX LogD: 4.50
Aromatic Rings: 1Heavy Atoms: 34QED Weighted: 0.30Np Likeness Score: 0.23

References

1. Li Y, Liu Y, Chen Y, Wang K, Luan Y..  (2022)  Design, synthesis and antitumor activity study of a gemcitabine prodrug conjugated with a HDAC6 inhibitor.,  72  [PMID:35810950] [10.1016/j.bmcl.2022.128881]

Source