(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide

C22H28F5N5O4 — CID 169283812

IUPAC(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide
SMILESCC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1[C@H]2C[C@@H]([C@H]1C(=O)N[C@H](C#N)C[C@@H]1CCNC1=O)C(F)(F)C2
InChIInChI=1S/C22H28F5N5O4/c1-20(2,3)15(31-19(36)22(25,26)27)18(35)32-12-7-13(21(23,24)8-12)14(32)17(34)30-11(9-28)6-10-4-5-29-16(10)33/h10-15H,4-8H2,1-3H3,(H,29,33)(H,30,34)(H,31,36)/t10-,11-,12-,13-,14-,15+/m0/s1
InChIKeyYVQXBPWDZDQVME-WCBJTDJXSA-N
MW521.49 g/mol
LogP1.24
Rot. Bonds6

About (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide

(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide (PubChem CID 169283812) has the molecular formula C22H28F5N5O4 and a molecular weight of 521.49 g/mol. Its IUPAC name is (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide.

Molecular Properties

Compound Name(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide
PubChem CID169283812
Molecular FormulaC22H28F5N5O4
Molecular Weight521.49 g/mol
Exact Mass521.21
IUPAC Name(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide
SMILESCC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1[C@H]2C[C@@H]([C@H]1C(=O)N[C@H](C#N)C[C@@H]1CCNC1=O)C(F)(F)C2
InChIInChI=1S/C22H28F5N5O4/c1-20(2,3)15(31-19(36)22(25,26)27)18(35)32-12-7-13(21(23,24)8-12)14(32)17(34)30-11(9-28)6-10-4-5-29-16(10)33/h10-15H,4-8H2,1-3H3,(H,29,33)(H,30,34)(H,31,36)/t10-,11-,12-,13-,14-,15+/m0/s1
InChIKeyYVQXBPWDZDQVME-WCBJTDJXSA-N
XLogP1.24
TPSA131.40 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds6
Heavy Atoms36
Complexity—

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500521.49
LogP ≤ 51.24
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

Analyze (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide with MolForge

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Related Compounds

Nirmatrelvir
CID 155903259
WO2021250648, Example 1
CID 162396372
WO2021250648, Example 88
CID 162396452
WO2021250648, Example 94
CID 162396458
(1R,2S,5S)-N-((R)-1-Cyano-2-((S)-2-oxopyrrolidin-3-yl)ethyl)-3-((S)-3,3-dimethyl-2-(2,2,2-trifluoroacetamido)butanoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
CID 162396459
(2S,4R)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-1-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-4-(trifluoromethyl)pyrrolidine-2-carboxamide
CID 163362007
(3S,3aS,6aR)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-3-carboxamide
CID 168870653
(1R,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-2-azabicyclo[2.2.1]heptane-3-carboxamide
CID 169283849
Nirmatrelvir Impurity 31
CID 168290284
WO2021250648, Example 80
CID 162396444
WO2021250648, Example 89
CID 162396453
US11351149, Example 86
CID 163283236

Frequently Asked Questions

What is the IUPAC name of (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide?
The IUPAC name of (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide (CID 169283812) is (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide.
What is the SMILES notation for (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide?
The canonical SMILES for (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide is CC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1[C@H]2C[C@@H]([C@H]1C(=O)N[C@H](C#N)C[C@@H]1CCNC1=O)C(F)(F)C2.
What is the InChIKey of (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide?
The InChIKey is YVQXBPWDZDQVME-WCBJTDJXSA-N. The full InChI is InChI=1S/C22H28F5N5O4/c1-20(2,3)15(31-19(36)22(25,26)27)18(35)32-12-7-13(21(23,24)8-12)14(32)17(34)30-11(9-28)6-10-4-5-29-16(10)33/h10-15H,4-8H2,1-3H3,(H,29,33)(H,30,34)(H,31,36)/t10-,11-,12-,13-,14-,15+/m0/s1.
What are the key properties of (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide?
(1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide has a molecular weight of 521.49 g/mol, XLogP of 1.24, 6 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for (1S,3S,4S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-2-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-5,5-difluoro-2-azabicyclo[2.2.1]heptane-3-carboxamide is sourced from PubChem (CID 169283812), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).