(3R,4R,5S)-4-Acetamido-5-amino-N-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxamide

ID: ALA3342331

Chembl Id: CHEMBL3342331

PubChem CID: 118716383

Max Phase: Preclinical

Molecular Formula: C14H25N3O4

Molecular Weight: 299.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)NO)C[C@H](N)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C14H25N3O4/c1-4-10(5-2)21-12-7-9(14(19)17-20)6-11(15)13(12)16-8(3)18/h7,10-13,20H,4-6,15H2,1-3H3,(H,16,18)(H,17,19)/t11-,12+,13+/m0/s1

Standard InChI Key:  KJHUVPWNXPXUMQ-YNEHKIRRSA-N

Alternative Forms

1. Parent:

   

   ALA3342331

   ---

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: 299.37

Molecular Weight (Monoisotopic): 299.1845

AlogP: 0.23

#Rotatable Bonds: 6

Polar Surface Area: 113.68

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.64

CX Basic pKa: 8.90

CX LogP: -0.87

CX LogD: -2.06

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.41

Np Likeness Score: 0.96

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]

2. Hong BT, Chen CL, Fang JM, Tsai KC, Wang SY, Huang WI, Cheng YS, Wong CH..  (2014)  Oseltamivir hydroxamate and acyl sulfonamide derivatives as influenza neuraminidase inhibitors.,  22  (23): [PMID:25456388] [10.1016/j.bmc.2014.10.005]

Source

Source(1):

• Scientific Literature