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

ID: ALA5174598

Chembl Id: CHEMBL5174598

PubChem CID: 168278036

Max Phase: Preclinical

Molecular Formula: C25H31ClN2O4S

Molecular Weight: 491.05

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(-c3cccs3)c(Cl)c2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C25H31ClN2O4S/c1-4-18(5-2)32-22-13-17(25(30)31)12-21(24(22)28-15(3)29)27-14-16-8-9-19(20(26)11-16)23-7-6-10-33-23/h6-11,13,18,21-22,24,27H,4-5,12,14H2,1-3H3,(H,28,29)(H,30,31)/t21-,22+,24+/m0/s1

Standard InChI Key:  HDIRLZAJNHVWTI-WMTXJRDZSA-N

Alternative Forms

1. Parent:

   

   ALA5174598

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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: 491.05

Molecular Weight (Monoisotopic): 490.1693

AlogP: 5.02

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.15

CX Basic pKa: 8.62

CX LogP: 2.14

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -0.15

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