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

ID: ALA4160858

Chembl Id: CHEMBL4160858

PubChem CID: 145956941

Max Phase: Preclinical

Molecular Formula: C25H37N3O4S

Molecular Weight: 475.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(N3CCSCC3)cc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C25H37N3O4S/c1-4-21(5-2)32-23-15-19(25(30)31)14-22(24(23)27-17(3)29)26-16-18-6-8-20(9-7-18)28-10-12-33-13-11-28/h6-9,15,21-24,26H,4-5,10-14,16H2,1-3H3,(H,27,29)(H,30,31)/t22-,23+,24+/m0/s1

Standard InChI Key:  KOPUNECGAWGGRL-RBZQAINGSA-N

Alternative Forms

1. Parent:

   

   ALA4160858

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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: 475.66

Molecular Weight (Monoisotopic): 475.2505

AlogP: 3.19

#Rotatable Bonds: 10

Polar Surface Area: 90.90

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.26

CX Basic pKa: 8.95

CX LogP: 0.58

CX LogD: 0.57

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -0.09

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

Source(1):

• Scientific Literature