4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline

C87H115Cl12N24O9P — CID 159580538

IUPAC4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline
SMILESCCOC(=O)C(C)=O.CCOC(OCC)OCC.CN1CCNCC1.Cc1cc(N)c(N)cc1Cl.Cc1cc2c(cc1Cl)NC(=O)C(=O)C2.Cc1cc2nc(Cl)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(CN)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c3nncn3c2cc1Cl.NN.O=P(Cl)(Cl)Cl
InChIInChI=1S/C15H17ClN6.C15H20ClN5.C14H16Cl2N4.C10H8ClNO2.C9H5Cl3N2.C7H9ClN2.C7H16O3.C5H12N2.C5H8O3.Cl3OP.H4N2/c1-10-7-12-13(8-11(10)16)22-9-17-19-15(22)14(18-12)21-5-3-20(2)4-6-21;1-10-7-12-13(8-11(10)16)18-14(9-17)15(19-12)21-5-3-20(2)4-6-21;1-9-7-11-12(8-10(9)15)17-13(16)14(18-11)20-5-3-19(2)4-6-20;1-5-2-6-3-9(13)10(14)12-8(6)4-7(5)11;1-4-2-6-7(3-5(4)10)14-9(12)8(11)13-6;1-4-2-6(9)7(10)3-5(4)8;1-4-8-7(9-5-2)10-6-3;1-7-4-2-6-3-5-7;1-3-8-5(7)4(2)6;1-5(2,3)4;1-2/h7-9H,3-6H2,1-2H3;7-8H,3-6,9,17H2,1-2H3;7-8H,3-6H2,1-2H3;2,4H,3H2,1H3,(H,12,14);2-3H,1H3;2-3H,9-10H2,1H3;7H,4-6H2,1-3H3;6H,2-5H2,1H3;3H2,1-2H3;;1-2H2
InChIKeyMIYRKRGXYUQOFX-UHFFFAOYSA-N
MW2097.45 g/mol
LogP16.88
Rot. Bonds12

About 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline

4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline (PubChem CID 159580538) has the molecular formula C87H115Cl12N24O9P and a molecular weight of 2097.45 g/mol. Its IUPAC name is 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline.

Molecular Properties

Compound Name4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline
PubChem CID159580538
Molecular FormulaC87H115Cl12N24O9P
Molecular Weight2097.45 g/mol
Exact Mass2090.53
IUPAC Name4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline
SMILESCCOC(=O)C(C)=O.CCOC(OCC)OCC.CN1CCNCC1.Cc1cc(N)c(N)cc1Cl.Cc1cc2c(cc1Cl)NC(=O)C(=O)C2.Cc1cc2nc(Cl)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(CN)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c3nncn3c2cc1Cl.NN.O=P(Cl)(Cl)Cl
InChIInChI=1S/C15H17ClN6.C15H20ClN5.C14H16Cl2N4.C10H8ClNO2.C9H5Cl3N2.C7H9ClN2.C7H16O3.C5H12N2.C5H8O3.Cl3OP.H4N2/c1-10-7-12-13(8-11(10)16)22-9-17-19-15(22)14(18-12)21-5-3-20(2)4-6-21;1-10-7-12-13(8-11(10)16)18-14(9-17)15(19-12)21-5-3-20(2)4-6-21;1-9-7-11-12(8-10(9)15)17-13(16)14(18-11)20-5-3-19(2)4-6-20;1-5-2-6-3-9(13)10(14)12-8(6)4-7(5)11;1-4-2-6-7(3-5(4)10)14-9(12)8(11)13-6;1-4-2-6(9)7(10)3-5(4)8;1-4-8-7(9-5-2)10-6-3;1-7-4-2-6-3-5-7;1-3-8-5(7)4(2)6;1-5(2,3)4;1-2/h7-9H,3-6H2,1-2H3;7-8H,3-6,9,17H2,1-2H3;7-8H,3-6H2,1-2H3;2,4H,3H2,1H3,(H,12,14);2-3H,1H3;2-3H,9-10H2,1H3;7H,4-6H2,1-3H3;6H,2-5H2,1H3;3H2,1-2H3;;1-2H2
InChIKeyMIYRKRGXYUQOFX-UHFFFAOYSA-N
XLogP16.88
TPSA419.53 Ų
H-Bond Donors7
H-Bond Acceptors32
Rotatable Bonds12
Heavy Atoms133
Complexity—

Lipinski Rule of Five

4 violations

RuleValue
MW ≤ 5002097.45
LogP ≤ 516.88
H-Bond Donors ≤ 57
H-Bond Acceptors ≤ 1032

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'aniline', 'substructure': 'N/A'}, {'alert_name': 'diketo_group', 'substructure': 'N/A'}, {'alert_name': 'het-C-het_not_in_ring', 'substructure': 'N/A'}, {'alert_name': 'hydrazine', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}

Analyze 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline with MolForge

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Related Compounds

[7-Chloro-3-(4-methylpiperazin-1-yl)-6-(trifluoromethyl)quinoxalin-2-yl]hydrazine;8-chloro-4-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline;4-chloro-5-(trifluoromethyl)benzene-1,2-diamine;6-chloro-7-(trifluoromethyl)-1,4-dihydroquinoxaline-2,3-dione;2,7-dichloro-3-(4-methylpiperazin-1-yl)-6-(trifluoromethyl)quinoxaline;diethoxymethoxyethane;diethyl oxalate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-(trifluoromethyl)quinoxaline
CID 158100047
tert-butyl 4-(8-chloro-[1,2,4]triazolo[4,3-a]quinoxalin-4-yl)-3,6-dihydro-2H-pyridine-1-carboxylate;tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate;4-chlorobenzene-1,2-diamine;6-chloro-1,4-dihydroquinoline-2,3-dione;8-chloro-4-(1,2,3,6-tetrahydropyridin-4-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;(3,7-dichloroquinoxalin-2-yl)methanamine;4,8-dichloro-[1,2,4]triazolo[4,3-a]quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;phosphoryl trichloride;2,3,6-trichloroquinoxaline;2,2,2-trifluoroacetic acid
CID 161640912
(3-Chloro-7-methylquinoxalin-2-yl)methanamine;4-chloro-8-methyl-[1,2,4]triazolo[4,3-a]quinoxaline;2,3-dichloro-6-methylquinoxaline;ethyl 2-oxopropanoate;hydrazine;4-methylbenzene-1,2-diamine;6-methyl-1,4-dihydroquinoline-2,3-dione;8-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;1-methylpiperazine;phosphoryl trichloride;trimethoxymethane
CID 157296805
CID 157909747
CID 157909747
4,5-Dichlorobenzene-1,2-diamine;6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione;[6,7-dichloro-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]hydrazine;7,8-dichloro-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;diethoxymethoxyethane;diethyl oxalate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6,7-tetrachloroquinoxaline;2,6,7-trichloro-3-(4-methylpiperazin-1-yl)quinoxaline
CID 158104846
CID 158253817
CID 158253817
4,5-Dichlorobenzene-1,2-diamine;6,7-dichloro-1,4-dihydroquinoline-2,3-dione;[6,7-dichloro-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;7,8-dichloro-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6,7-tetrachloroquinoxaline;2,6,7-trichloro-3-(4-methylpiperazin-1-yl)quinoxaline
CID 158401519
CID 158618046
CID 158618046
Sodium;(3-chloro-7-methylquinoxalin-2-yl)methanamine;2,3-dichloro-6-methylquinoxaline;ethyl 2-oxopropanoate;hydrazine;4-methylbenzene-1,2-diamine;6-methyl-1,4-dihydroquinoline-2,3-dione;(7-methyl-3-piperazin-1-ylquinoxalin-2-yl)methanamine;8-methyl-4-piperazin-1-yltetrazolo[1,5-a]quinoxaline;phosphoryl trichloride;piperazine;nitrite;hydrochloride
CID 158679090
4-Chloro-5-fluorobenzene-1,2-diamine;7-chloro-6-fluoro-1,4-dihydroquinoline-2,3-dione;7-chloro-8-fluoro-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;(3,6-dichloro-7-fluoroquinoxalin-2-yl)methanamine;4,7-dichloro-8-fluoro-[1,2,4]triazolo[4,3-a]quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-fluoroquinoxaline
CID 158831198
CID 158879000
CID 158879000
4-Chloro-5-fluorobenzene-1,2-diamine;6-chloro-7-fluoro-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-fluoro-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-fluoro-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-fluoro-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-fluoroquinoxaline
CID 159634315

Frequently Asked Questions

What is the IUPAC name of 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline?
The IUPAC name of 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline (CID 159580538) is 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline.
What is the SMILES notation for 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline?
The canonical SMILES for 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline is CCOC(=O)C(C)=O.CCOC(OCC)OCC.CN1CCNCC1.Cc1cc(N)c(N)cc1Cl.Cc1cc2c(cc1Cl)NC(=O)C(=O)C2.Cc1cc2nc(Cl)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(CN)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c(Cl)nc2cc1Cl.Cc1cc2nc(N3CCN(C)CC3)c3nncn3c2cc1Cl.NN.O=P(Cl)(Cl)Cl.
What is the InChIKey of 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline?
The InChIKey is MIYRKRGXYUQOFX-UHFFFAOYSA-N. The full InChI is InChI=1S/C15H17ClN6.C15H20ClN5.C14H16Cl2N4.C10H8ClNO2.C9H5Cl3N2.C7H9ClN2.C7H16O3.C5H12N2.C5H8O3.Cl3OP.H4N2/c1-10-7-12-13(8-11(10)16)22-9-17-19-15(22)14(18-12)21-5-3-20(2)4-6-21;1-10-7-12-13(8-11(10)16)18-14(9-17)15(19-12)21-5-3-20(2)4-6-21;1-9-7-11-12(8-10(9)15)17-13(16)14(18-11)20-5-3-19(2)4-6-20;1-5-2-6-3-9(13)10(14)12-8(6)4-7(5)11;1-4-2-6-7(3-5(4)10)14-9(12)8(11)13-6;1-4-2-6(9)7(10)3-5(4)8;1-4-8-7(9-5-2)10-6-3;1-7-4-2-6-3-5-7;1-3-8-5(7)4(2)6;1-5(2,3)4;1-2/h7-9H,3-6H2,1-2H3;7-8H,3-6,9,17H2,1-2H3;7-8H,3-6H2,1-2H3;2,4H,3H2,1H3,(H,12,14);2-3H,1H3;2-3H,9-10H2,1H3;7H,4-6H2,1-3H3;6H,2-5H2,1H3;3H2,1-2H3;;1-2H2.
What are the key properties of 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline?
4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline has a molecular weight of 2097.45 g/mol, XLogP of 16.88, 12 rotatable bonds, 7 hydrogen bond donors, and 32 hydrogen bond acceptors.
Where does this data come from?
All data for 4-chloro-5-methylbenzene-1,2-diamine;7-chloro-6-methyl-1,4-dihydroquinoline-2,3-dione;[7-chloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxalin-2-yl]methanamine;8-chloro-7-methyl-4-(4-methylpiperazin-1-yl)-[1,2,4]triazolo[4,3-a]quinoxaline;2,7-dichloro-6-methyl-3-(4-methylpiperazin-1-yl)quinoxaline;diethoxymethoxyethane;ethyl 2-oxopropanoate;hydrazine;1-methylpiperazine;phosphoryl trichloride;2,3,6-trichloro-7-methylquinoxaline is sourced from PubChem (CID 159580538), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).