(3R,4R,5S)-4-Acetamido-5-((2-bromobenzyl)amino)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylic Acid

ID: ALA3342475

Chembl Id: CHEMBL3342475

PubChem CID: 85468841

Max Phase: Preclinical

Molecular Formula: C21H29BrN2O4

Molecular Weight: 453.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccccc2Br)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C21H29BrN2O4/c1-4-16(5-2)28-19-11-15(21(26)27)10-18(20(19)24-13(3)25)23-12-14-8-6-7-9-17(14)22/h6-9,11,16,18-20,23H,4-5,10,12H2,1-3H3,(H,24,25)(H,26,27)/t18-,19+,20+/m0/s1

Standard InChI Key:  DVNHMULOEBCOQF-XUVXKRRUSA-N

Alternative Forms

1. Parent:

   

   ALA3342475

   (3R,4R,5S)-4-acetamido-5-[(2-bromophenyl)methylamino]-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: 453.38

Molecular Weight (Monoisotopic): 452.1311

AlogP: 3.40

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.53

CX Basic pKa: 7.97

CX LogP: 0.88

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: 0.37

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