3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide

C72H55F5N20O4 — CID 161212926

IUPAC3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide
SMILESCC(=O)Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.Cn1nc(-c2cccc(F)c2)c2nc(N)ccc21.Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)C1CC1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)c1ccco1
InChIInChI=1S/C17H11FN4O2.C16H13FN4O.C14H11FN4O.C13H11FN4.C12H9FN4/c18-11-4-1-3-10(9-11)15-16-12(21-22-15)6-7-14(19-16)20-17(23)13-5-2-8-24-13;17-11-3-1-2-10(8-11)14-15-12(20-21-14)6-7-13(18-15)19-16(22)9-4-5-9;1-8(20)16-12-6-5-11-14(17-12)13(19-18-11)9-3-2-4-10(15)7-9;1-18-10-5-6-11(15)16-13(10)12(17-18)8-3-2-4-9(14)7-8;13-8-3-1-2-7(6-8)11-12-9(16-17-11)4-5-10(14)15-12/h1-9H,(H,21,22)(H,19,20,23);1-3,6-9H,4-5H2,(H,20,21)(H,18,19,22);2-7H,1H3,(H,18,19)(H,16,17,20);2-7H,1H3,(H2,15,16);1-6H,(H2,14,15)(H,16,17)
InChIKeyUWMCFTFUPRAYMC-UHFFFAOYSA-N
MW1359.36 g/mol
LogP14.15
Rot. Bonds10

About 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide

3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide (PubChem CID 161212926) has the molecular formula C72H55F5N20O4 and a molecular weight of 1359.36 g/mol. Its IUPAC name is 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide.

Molecular Properties

Compound Name3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide
PubChem CID161212926
Molecular FormulaC72H55F5N20O4
Molecular Weight1359.36 g/mol
Exact Mass1358.46
IUPAC Name3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide
SMILESCC(=O)Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.Cn1nc(-c2cccc(F)c2)c2nc(N)ccc21.Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)C1CC1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)c1ccco1
InChIInChI=1S/C17H11FN4O2.C16H13FN4O.C14H11FN4O.C13H11FN4.C12H9FN4/c18-11-4-1-3-10(9-11)15-16-12(21-22-15)6-7-14(19-16)20-17(23)13-5-2-8-24-13;17-11-3-1-2-10(8-11)14-15-12(20-21-14)6-7-13(18-15)19-16(22)9-4-5-9;1-8(20)16-12-6-5-11-14(17-12)13(19-18-11)9-3-2-4-10(15)7-9;1-18-10-5-6-11(15)16-13(10)12(17-18)8-3-2-4-9(14)7-8;13-8-3-1-2-7(6-8)11-12-9(16-17-11)4-5-10(14)15-12/h1-9H,(H,21,22)(H,19,20,23);1-3,6-9H,4-5H2,(H,20,21)(H,18,19,22);2-7H,1H3,(H,18,19)(H,16,17,20);2-7H,1H3,(H2,15,16);1-6H,(H2,14,15)(H,16,17)
InChIKeyUWMCFTFUPRAYMC-UHFFFAOYSA-N
XLogP14.15
TPSA349.47 Ų
H-Bond Donors9
H-Bond Acceptors17
Rotatable Bonds10
Heavy Atoms101
Complexity—

Lipinski Rule of Five

4 violations

RuleValue
MW ≤ 5001359.36
LogP ≤ 514.15
H-Bond Donors ≤ 59
H-Bond Acceptors ≤ 1017

Analyze 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide with MolForge

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Related Compounds

N-[[3,5-bis(trifluoromethyl)phenyl]methyl]-6-(4-ethoxyphenyl)-1,5,7-trimethylpyrrolo[3,4-d]pyridazin-4-amine;6-(4-ethoxyphenyl)-1,5,7-trimethyl-N-[2-(1-methylpyrrolidin-2-yl)ethyl]pyrrolo[3,4-d]pyridazin-4-amine;4-[6-(4-ethoxyphenyl)-1,5,7-trimethylpyrrolo[3,4-d]pyridazin-4-yl]morpholine;[4-[6-(4-ethoxyphenyl)-1,5,7-trimethylpyrrolo[3,4-d]pyridazin-4-yl]piperazin-1-yl]-(furan-2-yl)methanone
CID 159655361
N-[5-(3-cyano-1-methylpyrazol-5-yl)-2-pyridinyl]-2,6-difluorobenzamide;N-[5-(3-cyano-1-methylpyrazol-5-yl)-2-pyridinyl]-2-fluorobenzamide;2,6-difluoro-N-[5-[3-(2-fluorophenyl)-1-methylpyrazol-5-yl]pyrazin-2-yl]benzamide;2,6-difluoro-N-[5-[3-(furan-2-yl)-1-methylpyrazol-5-yl]pyrazin-2-yl]benzamide;2,6-difluoro-N-[6-[1-methyl-3-(trifluoromethyl)pyrazol-5-yl]-2-pyridinyl]benzamide;2-fluoro-N-[6-[1-methyl-3-(trifluoromethyl)pyrazol-5-yl]-2-pyridinyl]benzamide
CID 160776565
3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-amine;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)acetamide;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)furan-2-carboxamide;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)-2-thiophen-2-ylacetamide
CID 157136335
4-amino-7-benzyl-2-cyclopenta-1,3-dien-1-yl-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(furan-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-[1-(2-methoxyethyl)imidazol-2-yl]-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(1-methylimidazol-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(5-methyl-1H-imidazol-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(1H-pyrazol-4-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-pyrimidin-5-yl-5H-pyrrolo[2,3-d]pyrimidin-6-one
CID 157743380
N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]-2-thiophen-2-ylacetamide
CID 158031824
2,6-difluoro-N-[5-[6-[[4-(4-methylcyclohexyl)piperazin-1-yl]methyl]-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl]benzamide;2,6-difluoro-N-[5-[6-[(3-morpholin-4-ylpropylamino)methyl]-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl]benzamide;N-[5-[6-(morpholin-4-ylmethyl)-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide;N-[5-[6-(morpholin-4-ylmethyl)-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl]furan-2-carboxamide
CID 159144714
4-[2-[4-(cyclohexylamino)-2H-pyrazolo[4,3-c]pyridin-3-yl]ethyl]-N-(furan-2-ylmethyl)benzamide;4-[2-[4-(cyclohexylamino)-2H-pyrazolo[4,3-c]pyridin-3-yl]ethyl]-N-methyl-N-(2-methylpropyl)benzamide;[4-[2-[4-(cyclohexylamino)-2H-pyrazolo[4,3-c]pyridin-3-yl]ethyl]phenyl]-(3,4-dimethylpiperazin-1-yl)methanone;[4-[2-[4-(cyclohexylamino)-2H-pyrazolo[4,3-c]pyridin-3-yl]ethyl]phenyl]-(3-pyridin-3-ylpyrrolidin-1-yl)methanone
CID 159619479
4-amino-7-benzyl-2-(5-tert-butyl-1H-imidazol-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(furan-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-[1-(2-hydroxyethyl)imidazol-2-yl]-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(5-propan-2-yl-1H-imidazol-2-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(1H-pyrazol-4-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one;4-amino-7-benzyl-2-(1H-pyrazol-5-yl)-5H-pyrrolo[2,3-d]pyrimidin-6-one
CID 159827195
bis(N-[5-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]cyclopenta-1,4-diene-1-carboxamide);1-[5-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-3-(2,6-difluorophenyl)urea;N-[5-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2-methylcyclopenta-1,4-diene-1-carboxamide;N-[5-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-3-methylfuran-2-carboxamide;N-[5-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2-methyl-4-piperidin-1-ylbenzamide
CID 159829573
3-[(E)-2-(4-fluorophenyl)ethenyl]-1-methylpyrazolo[4,3-b]pyridine;3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-amine;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)acetamide;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)furan-2-carboxamide;N-(3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridin-5-yl)-2-thiophen-2-ylacetamide
CID 159980024
1-[5-[6-fluoro-3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-indazol-5-yl]-1,3,4-oxadiazol-2-yl]cyclopropan-1-amine;1-[5-[6-fluoro-3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-indazol-5-yl]-1,3,4-oxadiazol-2-yl]-N-methylmethanamine;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-yl]cyclopropanecarboxamide;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-yl]furan-2-carboxamide
CID 160141710
3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-amine;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-yl]acetamide;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-yl]cyclopropanecarboxamide;N-[3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-pyrazolo[3,4-c]pyridin-5-yl]furan-2-carboxamide
CID 160460119

Frequently Asked Questions

What is the IUPAC name of 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide?
The IUPAC name of 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide (CID 161212926) is 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide.
What is the SMILES notation for 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide?
The canonical SMILES for 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide is CC(=O)Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.Cn1nc(-c2cccc(F)c2)c2nc(N)ccc21.Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)C1CC1.O=C(Nc1ccc2[nH]nc(-c3cccc(F)c3)c2n1)c1ccco1.
What is the InChIKey of 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide?
The InChIKey is UWMCFTFUPRAYMC-UHFFFAOYSA-N. The full InChI is InChI=1S/C17H11FN4O2.C16H13FN4O.C14H11FN4O.C13H11FN4.C12H9FN4/c18-11-4-1-3-10(9-11)15-16-12(21-22-15)6-7-14(19-16)20-17(23)13-5-2-8-24-13;17-11-3-1-2-10(8-11)14-15-12(20-21-14)6-7-13(18-15)19-16(22)9-4-5-9;1-8(20)16-12-6-5-11-14(17-12)13(19-18-11)9-3-2-4-10(15)7-9;1-18-10-5-6-11(15)16-13(10)12(17-18)8-3-2-4-9(14)7-8;13-8-3-1-2-7(6-8)11-12-9(16-17-11)4-5-10(14)15-12/h1-9H,(H,21,22)(H,19,20,23);1-3,6-9H,4-5H2,(H,20,21)(H,18,19,22);2-7H,1H3,(H,18,19)(H,16,17,20);2-7H,1H3,(H2,15,16);1-6H,(H2,14,15)(H,16,17).
What are the key properties of 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide?
3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide has a molecular weight of 1359.36 g/mol, XLogP of 14.15, 10 rotatable bonds, 9 hydrogen bond donors, and 17 hydrogen bond acceptors.
Where does this data come from?
All data for 3-(3-fluorophenyl)-1-methylpyrazolo[4,3-b]pyridin-5-amine;3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-amine;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]acetamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]cyclopropanecarboxamide;N-[3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-5-yl]furan-2-carboxamide is sourced from PubChem (CID 161212926), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).