(3R,4R,5S)-4-Acetamido-5((4-(benzo[b]thiophen-7-yl)benzyl)-amino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic Acid

ID: ALA5182201

Chembl Id: CHEMBL5182201

PubChem CID: 168275582

Max Phase: Preclinical

Molecular Formula: C29H34N2O4S

Molecular Weight: 506.67

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(-c3ccc4ccsc4c3)cc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C29H34N2O4S/c1-4-24(5-2)35-26-15-23(29(33)34)14-25(28(26)31-18(3)32)30-17-19-6-8-20(9-7-19)22-11-10-21-12-13-36-27(21)16-22/h6-13,15-16,24-26,28,30H,4-5,14,17H2,1-3H3,(H,31,32)(H,33,34)/t25-,26+,28+/m0/s1

Standard InChI Key:  IGIHODHYJOCGTG-ZRRKCSAHSA-N

Alternative Forms

1. Parent:

   

   ALA5182201

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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: 506.67

Molecular Weight (Monoisotopic): 506.2239

AlogP: 5.52

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.21

CX Basic pKa: 8.80

CX LogP: 2.63

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 0.12

References

1. Ju H, Murugan NA, Hou L, Li P, Guizzo L, Zhang Y, Bertagnin C, Kong X, Kang D, Jia R, Ma X, Du R, Poongavanam V, Loregian A, Huang B, Liu X, Zhan P..  (2021)  Identification of C5-NH₂ Modified Oseltamivir Derivatives as Novel Influenza Neuraminidase Inhibitors with Highly Improved Antiviral Activities and Favorable Druggability.,  64  (24.0): [PMID:34735766] [10.1021/acs.jmedchem.1c01366]

Source

Source(1):

• Scientific Literature