(3R,4R,5S)-4-Acetamido-5-((4-(diethylamino)benzyl)amino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid

ID: ALA4161935

Chembl Id: CHEMBL4161935

PubChem CID: 145957968

Max Phase: Preclinical

Molecular Formula: C25H39N3O4

Molecular Weight: 445.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(N(CC)CC)cc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C25H39N3O4/c1-6-21(7-2)32-23-15-19(25(30)31)14-22(24(23)27-17(5)29)26-16-18-10-12-20(13-11-18)28(8-3)9-4/h10-13,15,21-24,26H,6-9,14,16H2,1-5H3,(H,27,29)(H,30,31)/t22-,23+,24+/m0/s1

Standard InChI Key:  UZBXSWYPESBGCC-RBZQAINGSA-N

Alternative Forms

  1. Parent:

    ALA4161935

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Associated Targets(non-human)

NA Neuraminidase (2284 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (1107 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fibroblast (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NA Neuraminidase (392 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: 445.60Molecular Weight (Monoisotopic): 445.2941AlogP: 3.48#Rotatable Bonds: 12
Polar Surface Area: 90.90Molecular Species: ZWITTERIONHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.16CX Basic pKa: 8.95CX LogP: 0.92CX LogD: 0.92
Aromatic Rings: 1Heavy Atoms: 32QED Weighted: 0.46Np Likeness Score: 0.12

References

1. Zhang J, Poongavanam V, Kang D, Bertagnin C, Lu H, Kong X, Ju H, Lu X, Gao P, Tian Y, Jia H, Desta S, Ding X, Sun L, Fang Z, Huang B, Liang X, Jia R, Ma X, Xu W, Murugan NA, Loregian A, Huang B, Zhan P, Liu X..  (2018)  Optimization of N-Substituted Oseltamivir Derivatives as Potent Inhibitors of Group-1 and -2 Influenza A Neuraminidases, Including a Drug-Resistant Variant.,  61  (14): [PMID:29965752] [10.1021/acs.jmedchem.8b00929]

Source