C9H19,C9H19-DiPPro-[3,4-dihydro-3-oxo-4-(beta-D-ribofuranosyl-5'-diphosphate)-2-pyrazinecarboxamide]triethylamine

ID: ALA4170117

Chembl Id: CHEMBL4170117

PubChem CID: 145955585

Max Phase: Preclinical

Molecular Formula: C50H78N4O16P2

Molecular Weight: 951.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)Oc1ccc(COP(=O)(OCc2ccc(OC(=O)CCCCCCCCC)cc2)OP(=O)(O)OC[C@H]2O[C@@H](n3ccnc(C(N)=O)c3=O)[C@H](O)[C@@H]2O)cc1.CCN(CC)CC

Standard InChI:  InChI=1S/C44H63N3O16P2.C6H15N/c1-3-5-7-9-11-13-15-17-37(48)60-34-23-19-32(20-24-34)29-58-65(56,59-30-33-21-25-35(26-22-33)61-38(49)18-16-14-12-10-8-6-4-2)63-64(54,55)57-31-36-40(50)41(51)44(62-36)47-28-27-46-39(42(45)52)43(47)53;1-4-7(5-2)6-3/h19-28,36,40-41,44,50-51H,3-18,29-31H2,1-2H3,(H2,45,52)(H,54,55);4-6H2,1-3H3/t36-,40-,41-,44-;/m1./s1

Standard InChI Key:  KUOYHHVEPQYWBG-WIXZAQGRSA-N

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: 951.94

Molecular Weight (Monoisotopic): 951.3684

AlogP: 7.73

#Rotatable Bonds: 31

Polar Surface Area: 271.56

Molecular Species: ACID

HBA: 17

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.14

CX Basic pKa: ┄

CX LogP: 7.77

CX LogD: 5.39

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.02

Np Likeness Score: 0.34

References

1. Huchting J, Vanderlinden E, Winkler M, Nasser H, Naesens L, Meier C..  (2018)  Prodrugs of the Phosphoribosylated Forms of Hydroxypyrazinecarboxamide Pseudobase T-705 and Its De-Fluoro Analogue T-1105 as Potent Influenza Virus Inhibitors.,  61  (14): [PMID:29906392] [10.1021/acs.jmedchem.8b00617]

Source

Source(1):

• Scientific Literature