(3R,4R,5S)-4-Acetylamino-5-amino-3-(butyl-methyl-amino)-cyclohex-1-enecarboxylic acid

ID: ALA420495

Chembl Id: CHEMBL420495

PubChem CID: 5329305

Max Phase: Preclinical

Molecular Formula: C14H25N3O3

Molecular Weight: 283.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H25N3O3/c1-4-5-6-17(3)12-8-10(14(19)20)7-11(15)13(12)16-9(2)18/h8,11-13H,4-7,15H2,1-3H3,(H,16,18)(H,19,20)/t11-,12+,13+/m0/s1

Standard InChI Key:  YSTLRIPWHBZYEM-YNEHKIRRSA-N

Alternative Forms

1. Parent:

   

   ALA420495

   (3R,4R,5S)-5-amino-3-[butyl(methyl)amino]-4-acetamidocyclohex-1-ene-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: 283.37

Molecular Weight (Monoisotopic): 283.1896

AlogP: 0.33

#Rotatable Bonds: 6

Polar Surface Area: 95.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.20

CX Basic pKa: 9.21

CX LogP: -2.46

CX LogD: -2.63

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: 0.41

References

1. Lew W, Wu H, Mendel DB, Escarpe PA, Chen X, Laver WG, Graves BJ, Kim CU..  (1998)  A new series of C3-aza carbocyclic influenza neuraminidase inhibitors: synthesis and inhibitory activity.,  8  (23): [PMID:9873727] [10.1016/s0960-894x(98)00587-3]

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