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

ID: ALA3342470

Chembl Id: CHEMBL3342470

PubChem CID: 85468776

Max Phase: Preclinical

Molecular Formula: C19H28N2O4S

Molecular Weight: 380.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2cccs2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C19H28N2O4S/c1-4-14(5-2)25-17-10-13(19(23)24)9-16(18(17)21-12(3)22)20-11-15-7-6-8-26-15/h6-8,10,14,16-18,20H,4-5,9,11H2,1-3H3,(H,21,22)(H,23,24)/t16-,17+,18+/m0/s1

Standard InChI Key:  BPGZCCJLABIAJA-RCCFBDPRSA-N

Alternative Forms

1. Parent:

   

   ALA3342470

   (3R,4R,5S)-4-acetamido-3-pentan-3-yloxy-5-(thiophen-2-ylmethylamino)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: 380.51

Molecular Weight (Monoisotopic): 380.1770

AlogP: 2.70

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: 8.83

CX LogP: 0.02

CX LogD: 0.01

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -0.02

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