(3R,4R,5S)-4-Acetamido-5-((2-methoxybenzyl)amino)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylic Acid

ID: ALA3342472

Chembl Id: CHEMBL3342472

PubChem CID: 85468894

Max Phase: Preclinical

Molecular Formula: C22H32N2O5

Molecular Weight: 404.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccccc2OC)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C22H32N2O5/c1-5-17(6-2)29-20-12-16(22(26)27)11-18(21(20)24-14(3)25)23-13-15-9-7-8-10-19(15)28-4/h7-10,12,17-18,20-21,23H,5-6,11,13H2,1-4H3,(H,24,25)(H,26,27)/t18-,20+,21+/m0/s1

Standard InChI Key:  QOLCCLLGNLIAMB-CEWLAPEOSA-N

Alternative Forms

1. Parent:

   

   ALA3342472

   (3R,4R,5S)-4-acetamido-5-[(2-methoxyphenyl)methylamino]-3-pentan-3-yloxycyclohexene-1-carboxylic acid

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: 404.51

Molecular Weight (Monoisotopic): 404.2311

AlogP: 2.65

#Rotatable Bonds: 10

Polar Surface Area: 96.89

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.88

CX Basic pKa: 8.31

CX LogP: -0.05

CX LogD: -0.09

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: 0.44

References

1. Xie Y, Xu D, Huang B, Ma X, Qi W, Shi F, Liu X, Zhang Y, Xu W..  (2014)  Discovery of N-substituted oseltamivir derivatives as potent and selective inhibitors of H5N1 influenza neuraminidase.,  57  (20): [PMID:25255388] [10.1021/jm500892k]

Source

Source(1):

• Scientific Literature