(3R,4R,5S)-4-Acetamido-5-((2,6-dimethyl-4-(thiophen-3-yl)benzyl)amino)-3-(pentan3-yloxy)cyclohex-1-ene-1-carboxylic Acid

ID: ALA5196029

Chembl Id: CHEMBL5196029

PubChem CID: 168284751

Max Phase: Preclinical

Molecular Formula: C27H36N2O4S

Molecular Weight: 484.66

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2c(C)cc(-c3ccsc3)cc2C)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C27H36N2O4S/c1-6-22(7-2)33-25-13-21(27(31)32)12-24(26(25)29-18(5)30)28-14-23-16(3)10-20(11-17(23)4)19-8-9-34-15-19/h8-11,13,15,22,24-26,28H,6-7,12,14H2,1-5H3,(H,29,30)(H,31,32)/t24-,25+,26+/m0/s1

Standard InChI Key:  SUSMEFOATAFQQR-JIMJEQGWSA-N

Alternative Forms

1. Parent:

   

   ALA5196029

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.66

Molecular Weight (Monoisotopic): 484.2396

AlogP: 4.98

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: 8.94

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -0.09

References

1. Ju H, Hou L, Zhao F, Zhang Y, Jia R, Guizzo L, Bonomini A, Zhang J, Gao Z, Liang R, Bertagnin C, Kong X, Ma X, Kang D, Loregian A, Huang B, Liu X, Zhan P..  (2022)  Iterative Optimization and Structure-Activity Relationship Studies of Oseltamivir Amino Derivatives as Potent and Selective Neuraminidase Inhibitors via Targeting 150-Cavity.,  65  (17.0): [PMID:35939763] [10.1021/acs.jmedchem.1c01970]

Source

Source(1):

• Scientific Literature