(3R,4R,5S)-4-acetamido-5-((E)-2-(2-(naphthalen-2-ylthio)acetyl)guanidino)-3-(pentan-3-yloxy)cyclohex-1-enylphosphonic acid

ID: ALA4175602

Chembl Id: CHEMBL4175602

PubChem CID: 145973579

Max Phase: Preclinical

Molecular Formula: C26H35N4O6PS

Molecular Weight: 562.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)O[C@@H]1C=C(P(=O)(O)O)C[C@H](N/C(N)=N/C(=O)CSc2ccc3ccccc3c2)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C26H35N4O6PS/c1-4-19(5-2)36-23-14-20(37(33,34)35)13-22(25(23)28-16(3)31)29-26(27)30-24(32)15-38-21-11-10-17-8-6-7-9-18(17)12-21/h6-12,14,19,22-23,25H,4-5,13,15H2,1-3H3,(H,28,31)(H2,33,34,35)(H3,27,29,30,32)/t22-,23+,25+/m0/s1

Standard InChI Key:  DTOBRSDSPYRGEX-JBRSBNLGSA-N

Alternative Forms

1. Parent:

   

   ALA4175602

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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: 562.63

Molecular Weight (Monoisotopic): 562.2015

AlogP: 3.28

#Rotatable Bonds: 10

Polar Surface Area: 163.34

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.34

CX Basic pKa: 8.78

CX LogP: 1.37

CX LogD: 1.31

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.13

Np Likeness Score: -0.10

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