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

ID: ALA3342482

Chembl Id: CHEMBL3342482

PubChem CID: 85468843

Max Phase: Preclinical

Molecular Formula: C24H34N2O5

Molecular Weight: 430.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccccc1CN[C@H]1CC(C(=O)O)=C[C@@H](OC(CC)CC)[C@@H]1NC(C)=O

Standard InChI:  InChI=1S/C24H34N2O5/c1-5-12-30-21-11-9-8-10-17(21)15-25-20-13-18(24(28)29)14-22(23(20)26-16(4)27)31-19(6-2)7-3/h5,8-11,14,19-20,22-23,25H,1,6-7,12-13,15H2,2-4H3,(H,26,27)(H,28,29)/t20-,22+,23+/m0/s1

Standard InChI Key:  SQZRQUZEBBCTFU-MDNUFGMLSA-N

Alternative Forms

1. Parent:

   

   ALA3342482

   (3R,4R,5S)-4-acetamido-3-pentan-3-yloxy-5-[(2-prop-2-enoxyphenyl)methylamino]cyclohexene-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: 430.55

Molecular Weight (Monoisotopic): 430.2468

AlogP: 3.20

#Rotatable Bonds: 12

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: 8.30

CX LogP: 0.69

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: 0.35

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