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

ID: ALA3342479

Chembl Id: CHEMBL3342479

PubChem CID: 101886051

Max Phase: Preclinical

Molecular Formula: C23H34N2O4

Molecular Weight: 402.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCCCc2ccccc2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C23H34N2O4/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/h6-8,10-11,15,19-22,24H,4-5,9,12-14H2,1-3H3,(H,25,26)(H,27,28)/t20-,21+,22+/m0/s1

Standard InChI Key:  XSHYAKVACIHYRB-BHDDXSALSA-N

Alternative Forms

1. Parent:

   

   ALA3342479

   (3R,4R,5S)-4-acetamido-3-pentan-3-yloxy-5-(3-phenylpropylamino)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: 402.54

Molecular Weight (Monoisotopic): 402.2519

AlogP: 3.07

#Rotatable Bonds: 11

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: 9.67

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: 0.62

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