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

ID: ALA3342468

Chembl Id: CHEMBL3342468

PubChem CID: 101886048

Max Phase: Preclinical

Molecular Formula: C18H32N2O4

Molecular Weight: 340.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H32N2O4/c1-5-8-9-19-15-10-13(18(22)23)11-16(17(15)20-12(4)21)24-14(6-2)7-3/h11,14-17,19H,5-10H2,1-4H3,(H,20,21)(H,22,23)/t15-,16+,17+/m0/s1

Standard InChI Key:  DWAAMBNIPRFPIV-GVDBMIGSSA-N

Alternative Forms

1. Parent:

   

   ALA3342468

   (3R,4R,5S)-4-acetamido-5-(butylamino)-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: 340.46

Molecular Weight (Monoisotopic): 340.2362

AlogP: 2.24

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: 9.95

CX LogP: -0.29

CX LogD: -0.29

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: 0.84

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