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

ID: ALA4168227

Chembl Id: CHEMBL4168227

PubChem CID: 66573633

Max Phase: Preclinical

Molecular Formula: C26H33N3O12

Molecular Weight: 579.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C[C@H](NC(=O)Nc2ccc(OC)cc2)[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/C26H33N3O12/c1-13(30)27-22-19(29-26(35)28-17-7-9-18(36-5)10-8-17)11-20(25(34)37-6)41-24(22)23(40-16(4)33)21(39-15(3)32)12-38-14(2)31/h7-11,19,21-24H,12H2,1-6H3,(H,27,30)(H2,28,29,35)/t19-,21+,22+,23+,24+/m0/s1

Standard InChI Key:  AOAGPDIPQVNGQP-JGSPDANKSA-N

Alternative Forms

1. Parent:

   

   ALA4168227

   methyl (2R,3R,4S)-3-acetamido-4-[(4-methoxyphenyl)carbamoylamino]-2-[(1S,2R)-1,2,3-triacetyloxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate

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: 579.56

Molecular Weight (Monoisotopic): 579.2064

AlogP: 0.57

#Rotatable Bonds: 11

Polar Surface Area: 193.89

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.04

CX Basic pKa: ┄

CX LogP: -0.52

CX LogD: -0.52

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: 0.32

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