4-Acetamido-3-(pentyl-3-oxy)-5-(3-octanoylguanidino)cyclohex-1-ene-1-carboxylic acid

ID: ALA4172062

Chembl Id: CHEMBL4172062

PubChem CID: 145950310

Max Phase: Preclinical

Molecular Formula: C23H40N4O5

Molecular Weight: 452.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)/N=C(\N)N[C@H]1CC(C(=O)O)=C[C@@H](OC(CC)CC)[C@@H]1NC(C)=O

Standard InChI:  InChI=1S/C23H40N4O5/c1-5-8-9-10-11-12-20(29)27-23(24)26-18-13-16(22(30)31)14-19(21(18)25-15(4)28)32-17(6-2)7-3/h14,17-19,21H,5-13H2,1-4H3,(H,25,28)(H,30,31)(H3,24,26,27,29)/t18-,19+,21+/m0/s1

Standard InChI Key:  PPSYGIBMYYHSFN-QKNQBKEWSA-N

Alternative Forms

1. Parent:

   

   ALA4172062

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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: 452.60

Molecular Weight (Monoisotopic): 452.2999

AlogP: 2.64

#Rotatable Bonds: 13

Polar Surface Area: 143.11

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.91

CX Basic pKa: 8.76

CX LogP: 1.36

CX LogD: 1.34

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: 0.62

References

1. Hsu PH, Chiu DC, Wu KL, Lee PS, Jan JT, Cheng YE, Tsai KC, Cheng TJ, Fang JM..  (2018)  Acylguanidine derivatives of zanamivir and oseltamivir: Potential orally available prodrugs against influenza viruses.,  154  [PMID:29843102] [10.1016/j.ejmech.2018.05.030]

Source

Source(1):

• Scientific Literature