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

ID: ALA4172581

Chembl Id: CHEMBL4172581

PubChem CID: 145950973

Max Phase: Preclinical

Molecular Formula: C23H35N3O4

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H35N3O4/c1-6-19(7-2)30-21-13-17(23(28)29)12-20(22(21)25-15(3)27)24-14-16-8-10-18(11-9-16)26(4)5/h8-11,13,19-22,24H,6-7,12,14H2,1-5H3,(H,25,27)(H,28,29)/t20-,21+,22+/m0/s1

Standard InChI Key:  URODAWJQKIEOPJ-BHDDXSALSA-N

Alternative Forms

1. Parent:

   

   ALA4172581

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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: 417.55

Molecular Weight (Monoisotopic): 417.2628

AlogP: 2.70

#Rotatable Bonds: 10

Polar Surface Area: 90.90

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.02

CX Basic pKa: 8.96

CX LogP: 0.22

CX LogD: 0.21

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: 0.27

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