(3R,4R,5S)-4-Acetamido-5-(benzylamino)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylic Acid

ID: ALA3342471

Chembl Id: CHEMBL3342471

PubChem CID: 85468777

Max Phase: Preclinical

Molecular Formula: C21H30N2O4

Molecular Weight: 374.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccccc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C21H30N2O4/c1-4-17(5-2)27-19-12-16(21(25)26)11-18(20(19)23-14(3)24)22-13-15-9-7-6-8-10-15/h6-10,12,17-20,22H,4-5,11,13H2,1-3H3,(H,23,24)(H,25,26)/t18-,19+,20+/m0/s1

Standard InChI Key:  QRMRMLPSHCIGNI-XUVXKRRUSA-N

Alternative Forms

1. Parent:

   

   ALA3342471

   (3R,4R,5S)-4-acetamido-5-(benzylamino)-3-pentan-3-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: 374.48

Molecular Weight (Monoisotopic): 374.2206

AlogP: 2.64

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.17

CX Basic pKa: 8.86

CX LogP: 0.11

CX LogD: 0.10

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: 0.56

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