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

ID: ALA111857

Chembl Id: CHEMBL111857

PubChem CID: 5329312

Max Phase: Preclinical

Molecular Formula: C12H21N3O3

Molecular Weight: 255.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H21N3O3/c1-3-4-14-10-6-8(12(17)18)5-9(13)11(10)15-7(2)16/h6,9-11,14H,3-5,13H2,1-2H3,(H,15,16)(H,17,18)/t9-,10+,11+/m0/s1

Standard InChI Key:  FNCJWVGYTHJBEJ-HBNTYKKESA-N

Alternative Forms

1. Parent:

   

   ALA111857

   (3R,4R,5S)-5-amino-4-acetamido-3-(propylamino)cyclohex-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: 255.32

Molecular Weight (Monoisotopic): 255.1583

AlogP: -0.40

#Rotatable Bonds: 5

Polar Surface Area: 104.45

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: 9.35

CX LogP: -3.34

CX LogD: -3.59

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: 0.80

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