(1S,2R)-1-((2R,3R,4S)-3-acetamido-4-(3-benzo[d][1,3]dioxol-5-ylureido)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

ID: ALA4164792

Chembl Id: CHEMBL4164792

PubChem CID: 145958582

Max Phase: Preclinical

Molecular Formula: C26H31N3O13

Molecular Weight: 593.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C[C@H](NC(=O)Nc2ccc3c(c2)OCO3)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@@H](COC(C)=O)OC(C)=O)O1

Standard InChI:  InChI=1S/C26H31N3O13/c1-12(30)27-22-17(29-26(35)28-16-6-7-18-19(8-16)39-11-38-18)9-20(25(34)36-5)42-24(22)23(41-15(4)33)21(40-14(3)32)10-37-13(2)31/h6-9,17,21-24H,10-11H2,1-5H3,(H,27,30)(H2,28,29,35)/t17-,21+,22+,23+,24+/m0/s1

Standard InChI Key:  UODKYSCUGHYREF-PDDXABJKSA-N

Alternative Forms

1. Parent:

   

   ALA4164792

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 593.54

Molecular Weight (Monoisotopic): 593.1857

AlogP: 0.29

#Rotatable Bonds: 10

Polar Surface Area: 203.12

Molecular Species: NEUTRAL

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: -0.74

CX LogD: -0.74

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: 0.31

References

1. El-Deeb IM, Guillon P, Dirr L, von Itzstein M..  (2017)  Exploring inhibitor structural features required to engage the 216-loop of human parainfluenza virus type-3 hemagglutinin-neuraminidase.,  8  (1): [PMID:30108698] [10.1039/C6MD00519E]

Source

Source(1):

• Scientific Literature