(1S,2R)-1-((2R,3R,4S)-3-acetamido-4-(3-(2-chlorophenyl)ureido)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

ID: ALA4167887

Chembl Id: CHEMBL4167887

PubChem CID: 145955488

Max Phase: Preclinical

Molecular Formula: C25H30ClN3O11

Molecular Weight: 583.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C[C@H](NC(=O)Nc2ccccc2Cl)[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/C25H30ClN3O11/c1-12(30)27-21-18(29-25(35)28-17-9-7-6-8-16(17)26)10-19(24(34)36-5)40-23(21)22(39-15(4)33)20(38-14(3)32)11-37-13(2)31/h6-10,18,20-23H,11H2,1-5H3,(H,27,30)(H2,28,29,35)/t18-,20+,21+,22+,23+/m0/s1

Standard InChI Key:  RNDBWXYRTGBKRL-UTCUMILBSA-N

Alternative Forms

1. Parent:

   

   ALA4167887

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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: 583.98

Molecular Weight (Monoisotopic): 583.1569

AlogP: 1.22

#Rotatable Bonds: 10

Polar Surface Area: 184.66

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.10

CX Basic pKa: ┄

CX LogP: 0.24

CX LogD: 0.24

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: 0.14

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