2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid

C146H131F5N26O17 — CID 158007841

IUPAC2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid
SMILESCC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2cc(F)ccc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2ccc(F)cc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2c(c1)CNC2=O.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2ocnc2c1.CCC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2[nH]ccc2c1.CN(c1nc2cc(C(=O)O)ccc2nc1-c1ccc(F)cc1F)C1CC1.O=C(O)c1ccc2nc(-c3cc4ccc(F)cc4o3)c(N3CCCCC3)nc2c1
InChIInChI=1S/C22H18FN3O3.C22H22N4O2.2C21H19FN4O2.C21H20N4O3.C20H18N4O3.C19H15F2N3O2/c23-15-6-4-13-11-19(29-18(13)12-15)20-21(26-8-2-1-3-9-26)25-17-10-14(22(27)28)5-7-16(17)24-20;1-4-13(2)26(3)21-20(15-5-7-17-14(11-15)9-10-23-17)24-18-8-6-16(22(27)28)12-19(18)25-21;1-11(2)26(3)20-19(18-10-13-8-14(22)5-7-15(13)23-18)24-16-6-4-12(21(27)28)9-17(16)25-20;1-11(2)26(3)20-19(18-8-12-4-6-14(22)10-16(12)23-18)24-15-7-5-13(21(27)28)9-17(15)25-20;1-11(2)25(3)19-18(12-4-6-15-14(8-12)10-22-20(15)26)23-16-7-5-13(21(27)28)9-17(16)24-19;1-11(2)24(3)19-18(12-5-7-17-16(8-12)21-10-27-17)22-14-6-4-13(20(25)26)9-15(14)23-19;1-24(12-4-5-12)18-17(13-6-3-11(20)9-14(13)21)22-15-7-2-10(19(25)26)8-16(15)23-18/h4-7,10-12H,1-3,8-9H2,(H,27,28);5-13,23H,4H2,1-3H3,(H,27,28);2*4-11,23H,1-3H3,(H,27,28);4-9,11H,10H2,1-3H3,(H,22,26)(H,27,28);4-11H,1-3H3,(H,25,26);2-3,6-9,12H,4-5H2,1H3,(H,25,26)
InChIKeyFEMWUQRJNARRCD-UHFFFAOYSA-N
MW2616.81 g/mol
LogP29.44
Rot. Bonds28

About 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid

2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid (PubChem CID 158007841) has the molecular formula C146H131F5N26O17 and a molecular weight of 2616.81 g/mol. Its IUPAC name is 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid.

Molecular Properties

Compound Name2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid
PubChem CID158007841
Molecular FormulaC146H131F5N26O17
Molecular Weight2616.81 g/mol
Exact Mass2615.01
IUPAC Name2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid
SMILESCC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2cc(F)ccc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2ccc(F)cc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2c(c1)CNC2=O.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2ocnc2c1.CCC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2[nH]ccc2c1.CN(c1nc2cc(C(=O)O)ccc2nc1-c1ccc(F)cc1F)C1CC1.O=C(O)c1ccc2nc(-c3cc4ccc(F)cc4o3)c(N3CCCCC3)nc2c1
InChIInChI=1S/C22H18FN3O3.C22H22N4O2.2C21H19FN4O2.C21H20N4O3.C20H18N4O3.C19H15F2N3O2/c23-15-6-4-13-11-19(29-18(13)12-15)20-21(26-8-2-1-3-9-26)25-17-10-14(22(27)28)5-7-16(17)24-20;1-4-13(2)26(3)21-20(15-5-7-17-14(11-15)9-10-23-17)24-18-8-6-16(22(27)28)12-19(18)25-21;1-11(2)26(3)20-19(18-10-13-8-14(22)5-7-15(13)23-18)24-16-6-4-12(21(27)28)9-17(16)25-20;1-11(2)26(3)20-19(18-8-12-4-6-14(22)10-16(12)23-18)24-15-7-5-13(21(27)28)9-17(15)25-20;1-11(2)25(3)19-18(12-4-6-15-14(8-12)10-22-20(15)26)23-16-7-5-13(21(27)28)9-17(16)24-19;1-11(2)24(3)19-18(12-5-7-17-16(8-12)21-10-27-17)22-14-6-4-13(20(25)26)9-15(14)23-19;1-24(12-4-5-12)18-17(13-6-3-11(20)9-14(13)21)22-15-7-2-10(19(25)26)8-16(15)23-18/h4-7,10-12H,1-3,8-9H2,(H,27,28);5-13,23H,4H2,1-3H3,(H,27,28);2*4-11,23H,1-3H3,(H,27,28);4-9,11H,10H2,1-3H3,(H,22,26)(H,27,28);4-11H,1-3H3,(H,25,26);2-3,6-9,12H,4-5H2,1H3,(H,25,26)
InChIKeyFEMWUQRJNARRCD-UHFFFAOYSA-N
XLogP29.44
TPSA579.88 Ų
H-Bond Donors11
H-Bond Acceptors32
Rotatable Bonds28
Heavy Atoms194
Complexity—

Lipinski Rule of Five

4 violations

RuleValue
MW ≤ 5002616.81
LogP ≤ 529.44
H-Bond Donors ≤ 511
H-Bond Acceptors ≤ 1032

Analyze 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid with MolForge

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Frequently Asked Questions

What is the IUPAC name of 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid?
The IUPAC name of 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid (CID 158007841) is 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid.
What is the SMILES notation for 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid?
The canonical SMILES for 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid is CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2cc(F)ccc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1cc2ccc(F)cc2[nH]1.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2c(c1)CNC2=O.CC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2ocnc2c1.CCC(C)N(C)c1nc2cc(C(=O)O)ccc2nc1-c1ccc2[nH]ccc2c1.CN(c1nc2cc(C(=O)O)ccc2nc1-c1ccc(F)cc1F)C1CC1.O=C(O)c1ccc2nc(-c3cc4ccc(F)cc4o3)c(N3CCCCC3)nc2c1.
What is the InChIKey of 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid?
The InChIKey is FEMWUQRJNARRCD-UHFFFAOYSA-N. The full InChI is InChI=1S/C22H18FN3O3.C22H22N4O2.2C21H19FN4O2.C21H20N4O3.C20H18N4O3.C19H15F2N3O2/c23-15-6-4-13-11-19(29-18(13)12-15)20-21(26-8-2-1-3-9-26)25-17-10-14(22(27)28)5-7-16(17)24-20;1-4-13(2)26(3)21-20(15-5-7-17-14(11-15)9-10-23-17)24-18-8-6-16(22(27)28)12-19(18)25-21;1-11(2)26(3)20-19(18-10-13-8-14(22)5-7-15(13)23-18)24-16-6-4-12(21(27)28)9-17(16)25-20;1-11(2)26(3)20-19(18-8-12-4-6-14(22)10-16(12)23-18)24-15-7-5-13(21(27)28)9-17(15)25-20;1-11(2)25(3)19-18(12-4-6-15-14(8-12)10-22-20(15)26)23-16-7-5-13(21(27)28)9-17(16)24-19;1-11(2)24(3)19-18(12-5-7-17-16(8-12)21-10-27-17)22-14-6-4-13(20(25)26)9-15(14)23-19;1-24(12-4-5-12)18-17(13-6-3-11(20)9-14(13)21)22-15-7-2-10(19(25)26)8-16(15)23-18/h4-7,10-12H,1-3,8-9H2,(H,27,28);5-13,23H,4H2,1-3H3,(H,27,28);2*4-11,23H,1-3H3,(H,27,28);4-9,11H,10H2,1-3H3,(H,22,26)(H,27,28);4-11H,1-3H3,(H,25,26);2-3,6-9,12H,4-5H2,1H3,(H,25,26).
What are the key properties of 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid?
2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid has a molecular weight of 2616.81 g/mol, XLogP of 29.44, 28 rotatable bonds, 11 hydrogen bond donors, and 32 hydrogen bond acceptors.
Where does this data come from?
All data for 2-(1,3-benzoxazol-5-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[butan-2-yl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid;3-[cyclopropyl(methyl)amino]-2-(2,4-difluorophenyl)quinoxaline-6-carboxylic acid;2-(6-fluoro-1-benzofuran-2-yl)-3-piperidin-1-ylquinoxaline-6-carboxylic acid;2-(5-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;2-(6-fluoro-1H-indol-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid;3-[methyl(propan-2-yl)amino]-2-(1-oxo-2,3-dihydroisoindol-5-yl)quinoxaline-6-carboxylic acid is sourced from PubChem (CID 158007841), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).