N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide

C121H133N35O6 — CID 167655133

IUPACN-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide
SMILESCN1CCC(CNc2cccc(C(=O)NCc3ccc4c(N)nccc4c3)n2)CC1.CN1CCc2c(cccc2Nc2nccnc2C(=O)NCc2ccc3c(N)nccc3c2)C1.CN1CCc2cc(Nc3nccnc3C(=O)NCc3ccc4c(N)nccc4c3)ccc2C1.Nc1nccc2cc(CNC(=O)c3nccnc3NCC3CCN(CCO)CC3)ccc12.Nc1nccc2cc(CNC(=O)c3nccnc3Nc3ccc(N4CCNCC4)cc3)ccc12
InChIInChI=1S/C25H26N8O.2C25H25N7O.C23H29N7O2.C23H28N6O/c26-23-21-6-1-17(15-18(21)7-8-29-23)16-31-25(34)22-24(30-10-9-28-22)32-19-2-4-20(5-3-19)33-13-11-27-12-14-33;1-32-11-7-17-13-20(4-3-19(17)15-32)31-24-22(27-9-10-29-24)25(33)30-14-16-2-5-21-18(12-16)6-8-28-23(21)26;1-32-12-8-19-18(15-32)3-2-4-21(19)31-24-22(27-10-11-29-24)25(33)30-14-16-5-6-20-17(13-16)7-9-28-23(20)26;24-21-19-2-1-17(13-18(19)3-6-26-21)15-29-23(32)20-22(27-8-7-25-20)28-14-16-4-9-30(10-5-16)11-12-31;1-29-11-8-16(9-12-29)14-26-21-4-2-3-20(28-21)23(30)27-15-17-5-6-19-18(13-17)7-10-25-22(19)24/h1-10,15,27H,11-14,16H2,(H2,26,29)(H,30,32)(H,31,34);2-6,8-10,12-13H,7,11,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);2-7,9-11,13H,8,12,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);1-3,6-8,13,16,31H,4-5,9-12,14-15H2,(H2,24,26)(H,27,28)(H,29,32);2-7,10,13,16H,8-9,11-12,14-15H2,1H3,(H2,24,25)(H,26,28)(H,27,30)
InChIKeyRDLUXZHCOQXNRI-UHFFFAOYSA-N
MW2173.63 g/mol
LogP13.78
Rot. Bonds30

About N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide

N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide (PubChem CID 167655133) has the molecular formula C121H133N35O6 and a molecular weight of 2173.63 g/mol. Its IUPAC name is N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide.

Molecular Properties

Compound NameN-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide
PubChem CID167655133
Molecular FormulaC121H133N35O6
Molecular Weight2173.63 g/mol
Exact Mass2172.12
IUPAC NameN-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide
SMILESCN1CCC(CNc2cccc(C(=O)NCc3ccc4c(N)nccc4c3)n2)CC1.CN1CCc2c(cccc2Nc2nccnc2C(=O)NCc2ccc3c(N)nccc3c2)C1.CN1CCc2cc(Nc3nccnc3C(=O)NCc3ccc4c(N)nccc4c3)ccc2C1.Nc1nccc2cc(CNC(=O)c3nccnc3NCC3CCN(CCO)CC3)ccc12.Nc1nccc2cc(CNC(=O)c3nccnc3Nc3ccc(N4CCNCC4)cc3)ccc12
InChIInChI=1S/C25H26N8O.2C25H25N7O.C23H29N7O2.C23H28N6O/c26-23-21-6-1-17(15-18(21)7-8-29-23)16-31-25(34)22-24(30-10-9-28-22)32-19-2-4-20(5-3-19)33-13-11-27-12-14-33;1-32-11-7-17-13-20(4-3-19(17)15-32)31-24-22(27-9-10-29-24)25(33)30-14-16-2-5-21-18(12-16)6-8-28-23(21)26;1-32-12-8-19-18(15-32)3-2-4-21(19)31-24-22(27-10-11-29-24)25(33)30-14-16-5-6-20-17(13-16)7-9-28-23(20)26;24-21-19-2-1-17(13-18(19)3-6-26-21)15-29-23(32)20-22(27-8-7-25-20)28-14-16-4-9-30(10-5-16)11-12-31;1-29-11-8-16(9-12-29)14-26-21-4-2-3-20(28-21)23(30)27-15-17-5-6-19-18(13-17)7-10-25-22(19)24/h1-10,15,27H,11-14,16H2,(H2,26,29)(H,30,32)(H,31,34);2-6,8-10,12-13H,7,11,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);2-7,9-11,13H,8,12,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);1-3,6-8,13,16,31H,4-5,9-12,14-15H2,(H2,24,26)(H,27,28)(H,29,32);2-7,10,13,16H,8-9,11-12,14-15H2,1H3,(H2,24,25)(H,26,28)(H,27,30)
InChIKeyRDLUXZHCOQXNRI-UHFFFAOYSA-N
XLogP13.78
TPSA564.67 Ų
H-Bond Donors17
H-Bond Acceptors36
Rotatable Bonds30
Heavy Atoms162
Complexity—

Lipinski Rule of Five

4 violations

RuleValue
MW ≤ 5002173.63
LogP ≤ 513.78
H-Bond Donors ≤ 517
H-Bond Acceptors ≤ 1036

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'anil_di_alk_A(478)', 'substructure': 'N/A'}

Analyze N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide with MolForge

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Related Compounds

US9670212, 81 3-amino-N-{[8-methyl-2-(methyl{2-[methyl(pyridin-2-ylcarbonyl)amino]ethyl}amino)quinolin-3-yl]methyl}pyrazine-2-carboxamide
CID 66802974
US9580418, Example 46
CID 118646870
US12486251, Example 46
CID 167430051
US12486251, Example 48
CID 167524039
US12486251, Example 49
CID 167524045
US12486251, Example 51
CID 178254936
N-[4-[1-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]phenyl]-6-fluoro-2,4-dioxopyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]quinoline-2-carboxamide
CID 57689838
N-[4-[1-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]phenyl]-6-fluoro-2,4-dioxopyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]quinoxaline-2-carboxamide
CID 57689847
N-[4-[6-fluoro-2,4-dioxo-1-[3-[4-[(4-piperidin-1-ylpiperidin-1-yl)methyl]phenyl]phenyl]pyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]quinoxaline-2-carboxamide
CID 57689902
N-[4-[1-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]phenyl]-6-fluoro-2,4-dioxopyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]-5-methylpyrazine-2-carboxamide
CID 57690114
N-[4-[1-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]phenyl]-6-fluoro-2,4-dioxopyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]isoquinoline-3-carboxamide
CID 57690137
N-[4-[6-fluoro-2,4-dioxo-1-[3-[4-[(4-piperidin-1-ylpiperidin-1-yl)methyl]phenyl]phenyl]pyrido[2,3-d]pyrimidin-3-yl]cyclohexyl]-5-methylpyrazine-2-carboxamide
CID 57690198

Frequently Asked Questions

What is the IUPAC name of N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide?
The IUPAC name of N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide (CID 167655133) is N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide.
What is the SMILES notation for N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide?
The canonical SMILES for N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide is CN1CCC(CNc2cccc(C(=O)NCc3ccc4c(N)nccc4c3)n2)CC1.CN1CCc2c(cccc2Nc2nccnc2C(=O)NCc2ccc3c(N)nccc3c2)C1.CN1CCc2cc(Nc3nccnc3C(=O)NCc3ccc4c(N)nccc4c3)ccc2C1.Nc1nccc2cc(CNC(=O)c3nccnc3NCC3CCN(CCO)CC3)ccc12.Nc1nccc2cc(CNC(=O)c3nccnc3Nc3ccc(N4CCNCC4)cc3)ccc12.
What is the InChIKey of N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide?
The InChIKey is RDLUXZHCOQXNRI-UHFFFAOYSA-N. The full InChI is InChI=1S/C25H26N8O.2C25H25N7O.C23H29N7O2.C23H28N6O/c26-23-21-6-1-17(15-18(21)7-8-29-23)16-31-25(34)22-24(30-10-9-28-22)32-19-2-4-20(5-3-19)33-13-11-27-12-14-33;1-32-11-7-17-13-20(4-3-19(17)15-32)31-24-22(27-9-10-29-24)25(33)30-14-16-2-5-21-18(12-16)6-8-28-23(21)26;1-32-12-8-19-18(15-32)3-2-4-21(19)31-24-22(27-10-11-29-24)25(33)30-14-16-5-6-20-17(13-16)7-9-28-23(20)26;24-21-19-2-1-17(13-18(19)3-6-26-21)15-29-23(32)20-22(27-8-7-25-20)28-14-16-4-9-30(10-5-16)11-12-31;1-29-11-8-16(9-12-29)14-26-21-4-2-3-20(28-21)23(30)27-15-17-5-6-19-18(13-17)7-10-25-22(19)24/h1-10,15,27H,11-14,16H2,(H2,26,29)(H,30,32)(H,31,34);2-6,8-10,12-13H,7,11,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);2-7,9-11,13H,8,12,14-15H2,1H3,(H2,26,28)(H,29,31)(H,30,33);1-3,6-8,13,16,31H,4-5,9-12,14-15H2,(H2,24,26)(H,27,28)(H,29,32);2-7,10,13,16H,8-9,11-12,14-15H2,1H3,(H2,24,25)(H,26,28)(H,27,30).
What are the key properties of N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide?
N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide has a molecular weight of 2173.63 g/mol, XLogP of 13.78, 30 rotatable bonds, 17 hydrogen bond donors, and 36 hydrogen bond acceptors.
Where does this data come from?
All data for N-[(1-aminoisoquinolin-6-yl)methyl]-3-[[1-(2-hydroxyethyl)piperidin-4-yl]methylamino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-[(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]pyrazine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-6-[(1-methylpiperidin-4-yl)methylamino]pyridine-2-carboxamide;N-[(1-aminoisoquinolin-6-yl)methyl]-3-(4-piperazin-1-ylanilino)pyrazine-2-carboxamide is sourced from PubChem (CID 167655133), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).