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

ID: ALA3342477

Chembl Id: CHEMBL3342477

PubChem CID: 101886047

Max Phase: Preclinical

Molecular Formula: C23H32N2O4

Molecular Weight: 400.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NC/C=C/c2ccccc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C23H32N2O4/c1-4-19(5-2)29-21-15-18(23(27)28)14-20(22(21)25-16(3)26)24-13-9-12-17-10-7-6-8-11-17/h6-12,15,19-22,24H,4-5,13-14H2,1-3H3,(H,25,26)(H,27,28)/b12-9+/t20-,21+,22+/m0/s1

Standard InChI Key:  OZNFTOQCIJNMRA-MRUDLTSASA-N

Alternative Forms

1. Parent:

   

   ALA3342477

   (3R,4R,5S)-4-acetamido-3-pentan-3-yloxy-5-[[(E)-3-phenylprop-2-enyl]amino]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: 400.52

Molecular Weight (Monoisotopic): 400.2362

AlogP: 3.15

#Rotatable Bonds: 10

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: 4.10

CX Basic pKa: 8.81

CX LogP: 0.72

CX LogD: 0.71

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: 0.83

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