ID: ALA473062

Max Phase: Preclinical

Molecular Formula: C17H30N2O4

Molecular Weight: 326.44

Molecule Type: Small molecule

Representations

Synonyms (1): A-315675
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C\[C@@H]1C[C@H](C(=O)O)N[C@H]1[C@@H](NC(C)=O)[C@](C)(CCC)OC

Standard InChI:  InChI=1S/C17H30N2O4/c1-6-8-12-10-13(16(21)22)19-14(12)15(18-11(3)20)17(4,23-5)9-7-2/h6,8,12-15,19H,7,9-10H2,1-5H3,(H,18,20)(H,21,22)/b8-6-/t12-,13-,14-,15-,17+/m1/s1

Standard InChI Key:  UUVKABIGWGMYCE-FLMGFEAJSA-N

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

Properties

Molecular Weight: 326.44

Molecular Weight (Monoisotopic): 326.2206

AlogP: 1.70

#Rotatable Bonds: 8

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.12

CX Basic pKa: 10.70

CX LogP: -0.92

CX LogD: -0.92

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: 0.87

References

1. Krueger AC, Xu Y, Kati WM, Kempf DJ, Maring CJ, McDaniel KF, Molla A, Montgomery D, Kohlbrenner WE..  (2008)  Synthesis of potent pyrrolidine influenza neuraminidase inhibitors.,  18  (5): [PMID:18242993] [10.1016/j.bmcl.2008.01.048]

2. Prado-Prado FJ, Martinez de la Vega O, Uriarte E, Ubeira FM, Chou KC, González-Díaz H..  (2009)  Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.,  17  (2): [PMID:19112024] [10.1016/j.bmc.2008.11.075]

3. Okomo-Adhiambo M, Demmler-Harrison GJ, Deyde VM, Sheu TG, Xu X, Klimov AI, Gubareva LV..  (2010)  Detection of E119V and E119I mutations in influenza A (H3N2) viruses isolated from an immunocompromised patient: challenges in diagnosis of oseltamivir resistance.,  54  (5): [PMID:20194700] [10.1128/aac.01608-09]

4. Nguyen HT, Sheu TG, Mishin VP, Klimov AI, Gubareva LV..  (2010)  Assessment of pandemic and seasonal influenza A (H1N1) virus susceptibility to neuraminidase inhibitors in three enzyme activity inhibition assays.,  54  (9): [PMID:20585136] [10.1128/aac.00581-10]

5. Bhatt B, Böhm R, Kerry PS, Dyason JC, Russell RJ, Thomson RJ, von Itzstein M..  (2012)  Exploring the interactions of unsaturated glucuronides with influenza virus sialidase.,  55  (20): [PMID:23017008] [10.1021/jm301145k]

Source

Source(1):

• Scientific Literature