(3R,4R,5S)-4-acetamido-5-guanidino-3-(pentan-3-yloxy)-N-(phenylsulfonyl)cyclohex-1-enecarboxamide

ID: ALA3357214

Chembl Id: CHEMBL3357214

PubChem CID: 118722044

Max Phase: Preclinical

Molecular Formula: C21H31N5O5S

Molecular Weight: 465.58

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H31N5O5S/c1-4-15(5-2)31-18-12-14(11-17(25-21(22)23)19(18)24-13(3)27)20(28)26-32(29,30)16-9-7-6-8-10-16/h6-10,12,15,17-19H,4-5,11H2,1-3H3,(H,24,27)(H,26,28)(H4,22,23,25)/t17-,18+,19+/m0/s1

Standard InChI Key:  AMAXGSNGTPZEHY-IPMKNSEASA-N

Alternative Forms

1. Parent:

   

   ALA3357214

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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: 465.58

Molecular Weight (Monoisotopic): 465.2046

AlogP: 0.75

#Rotatable Bonds: 9

Polar Surface Area: 163.47

Molecular Species: ZWITTERION

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.30

CX Basic pKa: 11.63

CX LogP: 0.63

CX LogD: 0.63

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: 0.06

References

1. Hong BT, Chen CL, Fang JM, Tsai KC, Wang SY, Huang WI, Cheng YS, Wong CH..  (2014)  Oseltamivir hydroxamate and acyl sulfonamide derivatives as influenza neuraminidase inhibitors.,  22  (23): [PMID:25456388] [10.1016/j.bmc.2014.10.005]

Source

Source(1):

• Scientific Literature