(3R,4R,5S)-4-acetamido-5-amino-3-isopropoxycyclohex-1-enecarboxylic acid

ID: ALA3220446

Chembl Id: CHEMBL3220446

PubChem CID: 90667104

Max Phase: Preclinical

Molecular Formula: C12H20N2O4

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H20N2O4/c1-6(2)18-10-5-8(12(16)17)4-9(13)11(10)14-7(3)15/h5-6,9-11H,4,13H2,1-3H3,(H,14,15)(H,16,17)/t9-,10+,11+/m0/s1

Standard InChI Key:  ANOPVQJRFFHSAA-HBNTYKKESA-N

Alternative Forms

1. Parent:

   

   ALA3220446

   (3R,4R,5S)-4-acetamido-5-amino-3-propan-2-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: 256.30

Molecular Weight (Monoisotopic): 256.1423

AlogP: 0.03

#Rotatable Bonds: 4

Polar Surface Area: 101.65

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.08

CX Basic pKa: 9.33

CX LogP: -2.88

CX LogD: -2.89

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: 1.31

References

1. Murumkar PR, Le L, Truong TN, Yadav MR.  (2011)  Determination of structural requirements of influenza neuraminidase type A inhibitors and binding interaction analysis with the active site of A/H1N1 by 3D-QSAR CoMFA and CoMSIA modeling,  2  (8): [10.1039/C1MD00050K]

2. Wang Z, Cheng LP, Zhang XH, Pang W, Li L, Zhao JL..  (2017)  Design, synthesis and biological evaluation of novel oseltamivir derivatives as potent neuraminidase inhibitors.,  27  (24): [PMID:29141777] [10.1016/j.bmcl.2017.11.003]

Source

Source(1):

• Scientific Literature