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

ID: ALA4175983

Chembl Id: CHEMBL4175983

PubChem CID: 145973359

Max Phase: Preclinical

Molecular Formula: C25H37N3O4

Molecular Weight: 443.59

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(N3CCCC3)cc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C25H37N3O4/c1-4-21(5-2)32-23-15-19(25(30)31)14-22(24(23)27-17(3)29)26-16-18-8-10-20(11-9-18)28-12-6-7-13-28/h8-11,15,21-24,26H,4-7,12-14,16H2,1-3H3,(H,27,29)(H,30,31)/t22-,23+,24+/m0/s1

Standard InChI Key:  MVOJTTLXXQHARV-RBZQAINGSA-N

Alternative Forms

  1. Parent:

    ALA4175983

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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
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: 443.59Molecular Weight (Monoisotopic): 443.2784AlogP: 3.24#Rotatable Bonds: 10
Polar Surface Area: 90.90Molecular Species: ZWITTERIONHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.06CX Basic pKa: 8.95CX LogP: 0.62CX LogD: 0.62
Aromatic Rings: 1Heavy Atoms: 32QED Weighted: 0.51Np Likeness Score: 0.10

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