N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

C85H81F3N16O12S3 — CID 160674369

IUPACN-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
SMILESO=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3F)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(CN4CCS(=O)(=O)CC4)cc3)c(F)ccc2n1)C1CC1.[C-]#[N+]Cc1ccc(-c2cccc3nc(NC(=O)C4CC4)cn23)c(F)c1
InChIInChI=1S/C22H21FN4O4S.C22H23FN4O3S.C22H22N4O4S.C19H15FN4O/c23-17-12-15(22(29)26-8-10-32(30,31)11-9-26)6-7-16(17)18-2-1-3-20-24-19(13-27(18)20)25-21(28)14-4-5-14;23-18-7-8-20-24-19(25-22(28)17-5-6-17)14-27(20)21(18)16-3-1-15(2-4-16)13-26-9-11-31(29,30)12-10-26;27-21(16-6-7-16)24-19-14-26-18(2-1-3-20(26)23-19)15-4-8-17(9-5-15)22(28)25-10-12-31(29,30)13-11-25;1-21-10-12-5-8-14(15(20)9-12)16-3-2-4-18-22-17(11-24(16)18)23-19(25)13-6-7-13/h1-3,6-7,12-14H,4-5,8-11H2,(H,25,28);1-4,7-8,14,17H,5-6,9-13H2,(H,25,28);1-5,8-9,14,16H,6-7,10-13H2,(H,24,27);2-5,8-9,11,13H,6-7,10H2,(H,23,25)
InChIKeyRNIQJYOZMBJWOU-UHFFFAOYSA-N
MW1671.88 g/mol
LogP11.21
Rot. Bonds17

About N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (PubChem CID 160674369) has the molecular formula C85H81F3N16O12S3 and a molecular weight of 1671.88 g/mol. Its IUPAC name is N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide.

Molecular Properties

Compound NameN-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
PubChem CID160674369
Molecular FormulaC85H81F3N16O12S3
Molecular Weight1671.88 g/mol
Exact Mass1670.53
IUPAC NameN-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
SMILESO=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3F)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(CN4CCS(=O)(=O)CC4)cc3)c(F)ccc2n1)C1CC1.[C-]#[N+]Cc1ccc(-c2cccc3nc(NC(=O)C4CC4)cn23)c(F)c1
InChIInChI=1S/C22H21FN4O4S.C22H23FN4O3S.C22H22N4O4S.C19H15FN4O/c23-17-12-15(22(29)26-8-10-32(30,31)11-9-26)6-7-16(17)18-2-1-3-20-24-19(13-27(18)20)25-21(28)14-4-5-14;23-18-7-8-20-24-19(25-22(28)17-5-6-17)14-27(20)21(18)16-3-1-15(2-4-16)13-26-9-11-31(29,30)12-10-26;27-21(16-6-7-16)24-19-14-26-18(2-1-3-20(26)23-19)15-4-8-17(9-5-15)22(28)25-10-12-31(29,30)13-11-25;1-21-10-12-5-8-14(15(20)9-12)16-3-2-4-18-22-17(11-24(16)18)23-19(25)13-6-7-13/h1-3,6-7,12-14H,4-5,8-11H2,(H,25,28);1-4,7-8,14,17H,5-6,9-13H2,(H,25,28);1-5,8-9,14,16H,6-7,10-13H2,(H,24,27);2-5,8-9,11,13H,6-7,10H2,(H,23,25)
InChIKeyRNIQJYOZMBJWOU-UHFFFAOYSA-N
XLogP11.21
TPSA336.24 Ų
H-Bond Donors4
H-Bond Acceptors21
Rotatable Bonds17
Heavy Atoms119
Complexity—

Lipinski Rule of Five

3 violations

RuleValue
MW ≤ 5001671.88
LogP ≤ 511.21
H-Bond Donors ≤ 54
H-Bond Acceptors ≤ 1021

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Carbo_cation/anion', 'substructure': 'N/A'}

Analyze N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide with MolForge

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Related Compounds

4-[8-amino-7-[5-[8-amino-1-[4-(pyridin-2-ylcarbamoyl)phenyl]imidazo[1,5-a]pyrazin-3-yl]-1-[2-(trifluoromethyl)prop-2-enoyl]pyrrolidin-3-yl]-3-(1-but-2-enoylpyrrolidin-2-yl)imidazo[1,5-a]pyrazin-7-ium-1-yl]-N-pyridin-2-ylbenzamide
CID 123398222
N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
CID 155297584
N-cyclopropyl-4-[6-phenyl-8-(2,2,2-trifluoroethylsulfanyl)imidazo[1,2-a]pyrazin-3-yl]benzamide;N-cyclopropyl-4-[6-phenyl-8-(2,2,2-trifluoroethylsulfinyl)imidazo[1,2-a]pyrazin-3-yl]benzamide;N-cyclopropyl-4-[6-phenyl-8-(2,2,2-trifluoroethylsulfonyl)imidazo[1,2-a]pyrazin-3-yl]benzamide
CID 159124230
4-[4-amino-7-[(3R)-1-[(E)-4-[cyclopropyl(methyl)amino]but-2-enoyl]pyrrolidin-3-yl]-6-methylpyrrolo[2,3-d]pyrimidin-5-yl]-N-(4-methyl-2-pyridinyl)benzamide;4-[4-amino-7-[(3R)-1-[(E)-4-[cyclopropyl(methyl)amino]but-2-enoyl]pyrrolidin-3-yl]-6-methylpyrrolo[2,3-d]pyrimidin-5-yl]-N-(4-propyl-2-pyridinyl)benzamide;4-[4-amino-7-[(3R)-1-[(E)-4-[cyclopropyl(methyl)amino]but-2-enoyl]pyrrolidin-3-yl]-6-methylpyrrolo[2,3-d]pyrimidin-5-yl]-N-[4-(trifluoromethyl)-2-pyridinyl]benzamide
CID 159466941
N-cyclopropyl-4-[8-[S-methyl-N-(2,2,2-trifluoroacetyl)sulfonimidoyl]-6-phenylimidazo[1,2-a]pyrazin-3-yl]benzamide;N-cyclopropyl-4-(6-phenyl-8-sulfinamoylimidazo[1,2-a]pyrazin-3-yl)benzamide
CID 159904456
N-cyclopropyl-4-(8-methylsulfonyl-6-phenylimidazo[1,2-a]pyrazin-3-yl)benzamide;N-cyclopropyl-4-[6-phenyl-8-(2,2,2-trifluoroethylsulfanyl)imidazo[1,2-a]pyrazin-3-yl]benzamide
CID 160455106
5-[2-(aminomethyl)-3-(2,3-difluorophenyl)imidazo[1,2-a]pyridin-8-yl]-N-(4-methylphenyl)-2-(trifluoromethyl)benzamide;5-[3-(2,3-difluorophenyl)-2-methylimidazo[1,2-a]pyridin-8-yl]-2-methyl-N-(4-methylphenyl)benzamide;N-(4-methylphenyl)-5-[3-(2-methyl-3-pyridinyl)imidazo[1,2-a]pyridin-8-yl]-2-(trifluoromethyl)benzamide;N-(4-methylphenyl)-5-(3-pyridin-4-ylimidazo[1,2-a]pyridin-8-yl)-2-(trifluoromethyl)benzamide
CID 160534360
5-[3-(2,3-difluorophenyl)-2-hexylimidazo[1,2-a]pyridin-8-yl]-N-(4-fluorophenyl)-2-(trifluoromethyl)benzamide;5-[3-(2,3-difluorophenyl)imidazo[1,2-a]pyridin-8-yl]-N-(4-methylphenyl)-2-(trifluoromethyl)benzamide;N-(4-methylphenyl)-5-[3-(6-methyl-2-pyridinyl)imidazo[1,2-a]pyridin-8-yl]-2-(trifluoromethyl)benzamide;N-(4-methylphenyl)-5-[3-(6-methyl-3-pyridinyl)imidazo[1,2-a]pyridin-8-yl]-2-(trifluoromethyl)benzamide
CID 160643215
N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
CID 122462995
4-[8-[4-(4-Cyclobutylpiperazin-1-yl)anilino]imidazo[1,2-a]pyridin-5-yl]benzamide;5-[8-[[4-(pyrrolidin-3-ylmethylsulfonyl)phenyl]methyl]imidazo[1,2-a]pyridin-5-yl]-2,3-dihydroisoindol-1-one
CID 123148627
4-[8-amino-3-[1-[4-[[5-[8-amino-1-[4-[(4-ethyl-2-pyridinyl)carbamoyl]phenyl]imidazo[1,5-a]pyrazin-3-yl]-1-prop-2-enoylpyrrolidin-3-yl]methyl-methylamino]but-2-enoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-N-pyridin-2-ylbenzamide
CID 123932687
4-[8-amino-3-[(2S)-1-[(E)-4-[[(5S)-5-[8-amino-1-[4-[(4-ethyl-2-pyridinyl)carbamoyl]phenyl]imidazo[1,5-a]pyrazin-3-yl]-1-prop-2-enoylpyrrolidin-3-yl]methyl-methylamino]but-2-enoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-N-pyridin-2-ylbenzamide
CID 144831970

Frequently Asked Questions

What is the IUPAC name of N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide?
The IUPAC name of N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (CID 160674369) is N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide.
What is the SMILES notation for N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide?
The canonical SMILES for N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide is O=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(C(=O)N4CCS(=O)(=O)CC4)cc3F)cccc2n1)C1CC1.O=C(Nc1cn2c(-c3ccc(CN4CCS(=O)(=O)CC4)cc3)c(F)ccc2n1)C1CC1.[C-]#[N+]Cc1ccc(-c2cccc3nc(NC(=O)C4CC4)cn23)c(F)c1.
What is the InChIKey of N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide?
The InChIKey is RNIQJYOZMBJWOU-UHFFFAOYSA-N. The full InChI is InChI=1S/C22H21FN4O4S.C22H23FN4O3S.C22H22N4O4S.C19H15FN4O/c23-17-12-15(22(29)26-8-10-32(30,31)11-9-26)6-7-16(17)18-2-1-3-20-24-19(13-27(18)20)25-21(28)14-4-5-14;23-18-7-8-20-24-19(25-22(28)17-5-6-17)14-27(20)21(18)16-3-1-15(2-4-16)13-26-9-11-31(29,30)12-10-26;27-21(16-6-7-16)24-19-14-26-18(2-1-3-20(26)23-19)15-4-8-17(9-5-15)22(28)25-10-12-31(29,30)13-11-25;1-21-10-12-5-8-14(15(20)9-12)16-3-2-4-18-22-17(11-24(16)18)23-19(25)13-6-7-13/h1-3,6-7,12-14H,4-5,8-11H2,(H,25,28);1-4,7-8,14,17H,5-6,9-13H2,(H,25,28);1-5,8-9,14,16H,6-7,10-13H2,(H,24,27);2-5,8-9,11,13H,6-7,10H2,(H,23,25).
What are the key properties of N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide?
N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide has a molecular weight of 1671.88 g/mol, XLogP of 11.21, 17 rotatable bonds, 4 hydrogen bond donors, and 21 hydrogen bond acceptors.
Where does this data come from?
All data for N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)-2-fluorophenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-(1,1-dioxo-1,4-thiazinane-4-carbonyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-6-fluoroimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide;N-[5-[2-fluoro-4-(isocyanomethyl)phenyl]imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide is sourced from PubChem (CID 160674369), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).