CID 157580305

C206H144N20O2Si4 — CID 157580305

IUPAC17-(13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaen-17-yl)-13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaene;2-methyl-5-[5,5,21,21-tetramethyl-19-(5-methyl-1,3,4-oxadiazol-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-3-yl]-1,3,4-oxadiazole;18-pyridin-2-yl-16-(18-pyridin-2-ylspiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole]-16-yl)spiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole];5,5,21,21-tetramethyl-3,19-di(pyrimidin-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaene
SMILESCC1=NN=C(O1)C2=C3C(=C(C4=C2N5C6=CC=CC=C6C7=C5C(=CC=C7)C4(C)C)C8=NN=C(O8)C)N9C1=CC=CC=C1C1=C9C(=CC=C1)C3(C)C.CC1(C2=CC=CC3=C2N(C4=CC=CC=C34)C5=C(C6=C(C(=C51)C7=NC=CC=N7)N8C9=CC=CC=C9C1=C8C(=CC=C1)C6(C)C)C1=NC=CC=N1)C.C[Si]1(C2=C(C(=C(C=C2)C3=C(C4=C(C=C3)[Si](C5=CC=CC6=C5N4C7=CC=CC=C67)(C)C)C8=CC=CC=N8)C9=CC=CC=N9)N2C3=CC=CC=C3C3=C2C1=CC=C3)C.C1=CC=C2C(=C1)C3=C4N2C5=C(C=C(C=C5[Si]6(C4=CC=C3)C7=CC=CC=C7C8=CC=CC=C68)C9=CC(=C1C(=C9)[Si]2(C3=CC=CC=C3C3=CC=CC=C32)C2=CC=CC3=C2N1C1=CC=CC=C31)C1=CC=CC=N1)C1=CC=CC=N1
InChIInChI=1S/C70H42N4Si2.C50H38N4Si2.C44H32N6.C42H32N6O2/c1-7-29-57-45(19-1)51-25-17-35-63-67(51)73(57)69-53(55-27-13-15-37-71-55)39-43(41-65(69)75(63)59-31-9-3-21-47(59)48-22-4-10-32-60(48)75)44-40-54(56-28-14-16-38-72-56)70-66(42-44)76(61-33-11-5-23-49(61)50-24-6-12-34-62(50)76)64-36-18-26-52-46-20-2-8-30-58(46)74(70)68(52)64;1-55(2)41-23-13-17-35-31-15-5-7-21-39(31)53(47(35)41)49-43(55)27-25-33(45(49)37-19-9-11-29-51-37)34-26-28-44-50(46(34)38-20-10-12-30-52-38)54-40-22-8-6-16-32(40)36-18-14-24-42(48(36)54)56(44,3)4;1-43(2)29-17-9-15-27-25-13-5-7-19-31(25)49(37(27)29)39-34(42-47-23-12-24-48-42)36-40(33(35(39)43)41-45-21-11-22-46-41)50-32-20-8-6-14-26(32)28-16-10-18-30(38(28)50)44(36,3)4;1-21-43-45-39(49-21)31-33-38(48-30-20-10-8-14-24(30)26-16-11-17-27(36(26)48)41(33,3)4)32(40-46-44-22(2)50-40)34-37(31)47-29-19-9-7-13-23(29)25-15-12-18-28(35(25)47)42(34,5)6/h1-42H;5-30H,1-4H3;5-24H,1-4H3;7-20H,1-6H3
InChIKeyCHJNTPZJPISIKM-UHFFFAOYSA-N
MW3044.00 g/mol
LogP—
Rot. Bonds10

About CID 157580305

CID 157580305 (PubChem CID 157580305) has the molecular formula C206H144N20O2Si4 and a molecular weight of 3044.00 g/mol. Its IUPAC name is 17-(13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaen-17-yl)-13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaene;2-methyl-5-[5,5,21,21-tetramethyl-19-(5-methyl-1,3,4-oxadiazol-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-3-yl]-1,3,4-oxadiazole;18-pyridin-2-yl-16-(18-pyridin-2-ylspiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole]-16-yl)spiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole];5,5,21,21-tetramethyl-3,19-di(pyrimidin-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaene.

Molecular Properties

Compound NameCID 157580305
PubChem CID157580305
Molecular FormulaC206H144N20O2Si4
Molecular Weight3044.00 g/mol
Exact Mass3043.09
IUPAC Name17-(13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaen-17-yl)-13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaene;2-methyl-5-[5,5,21,21-tetramethyl-19-(5-methyl-1,3,4-oxadiazol-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-3-yl]-1,3,4-oxadiazole;18-pyridin-2-yl-16-(18-pyridin-2-ylspiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole]-16-yl)spiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole];5,5,21,21-tetramethyl-3,19-di(pyrimidin-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaene
SMILESCC1=NN=C(O1)C2=C3C(=C(C4=C2N5C6=CC=CC=C6C7=C5C(=CC=C7)C4(C)C)C8=NN=C(O8)C)N9C1=CC=CC=C1C1=C9C(=CC=C1)C3(C)C.CC1(C2=CC=CC3=C2N(C4=CC=CC=C34)C5=C(C6=C(C(=C51)C7=NC=CC=N7)N8C9=CC=CC=C9C1=C8C(=CC=C1)C6(C)C)C1=NC=CC=N1)C.C[Si]1(C2=C(C(=C(C=C2)C3=C(C4=C(C=C3)[Si](C5=CC=CC6=C5N4C7=CC=CC=C67)(C)C)C8=CC=CC=N8)C9=CC=CC=N9)N2C3=CC=CC=C3C3=C2C1=CC=C3)C.C1=CC=C2C(=C1)C3=C4N2C5=C(C=C(C=C5[Si]6(C4=CC=C3)C7=CC=CC=C7C8=CC=CC=C68)C9=CC(=C1C(=C9)[Si]2(C3=CC=CC=C3C3=CC=CC=C32)C2=CC=CC3=C2N1C1=CC=CC=C31)C1=CC=CC=N1)C1=CC=CC=N1
InChIInChI=1S/C70H42N4Si2.C50H38N4Si2.C44H32N6.C42H32N6O2/c1-7-29-57-45(19-1)51-25-17-35-63-67(51)73(57)69-53(55-27-13-15-37-71-55)39-43(41-65(69)75(63)59-31-9-3-21-47(59)48-22-4-10-32-60(48)75)44-40-54(56-28-14-16-38-72-56)70-66(42-44)76(61-33-11-5-23-49(61)50-24-6-12-34-62(50)76)64-36-18-26-52-46-20-2-8-30-58(46)74(70)68(52)64;1-55(2)41-23-13-17-35-31-15-5-7-21-39(31)53(47(35)41)49-43(55)27-25-33(45(49)37-19-9-11-29-51-37)34-26-28-44-50(46(34)38-20-10-12-30-52-38)54-40-22-8-6-16-32(40)36-18-14-24-42(48(36)54)56(44,3)4;1-43(2)29-17-9-15-27-25-13-5-7-19-31(25)49(37(27)29)39-34(42-47-23-12-24-48-42)36-40(33(35(39)43)41-45-21-11-22-46-41)50-32-20-8-6-14-26(32)28-16-10-18-30(38(28)50)44(36,3)4;1-21-43-45-39(49-21)31-33-38(48-30-20-10-8-14-24(30)26-16-11-17-27(36(26)48)41(33,3)4)32(40-46-44-22(2)50-40)34-37(31)47-29-19-9-7-13-23(29)25-15-12-18-28(35(25)47)42(34,5)6/h1-42H;5-30H,1-4H3;5-24H,1-4H3;7-20H,1-6H3
InChIKeyCHJNTPZJPISIKM-UHFFFAOYSA-N
XLogP—
TPSA220.00 Ų
H-Bond Donors
H-Bond Acceptors14
Rotatable Bonds10
Heavy Atoms232
Complexity5690

Lipinski Rule of Five

2 violations

RuleValue
MW ≤ 5003044.00
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 1014

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Related Compounds

16-(4-Imidazo[1,2-a]pyrimidin-2-ylphenyl)-9-phenyl-4,9-diazahexacyclo[13.6.2.02,10.03,8.012,22.019,23]tricosa-1(22),2(10),3(8),4,6,11,13,15,17,19(23),20-undecaene;9-[3-methyl-5-(trifluoromethyl)phenyl]-16-phenyl-4,9-diazahexacyclo[13.6.2.02,10.03,8.012,22.019,23]tricosa-1(22),2(10),3(8),4,6,11,13,15,17,19(23),20-undecaene;2-phenyl-5-(9-phenyl-4,9-diazahexacyclo[13.6.2.02,10.03,8.012,22.019,23]tricosa-1(22),2(10),3(8),4,6,11,13,15,17,19(23),20-undecaen-16-yl)-1,3,4-oxadiazole
CID 158772688
2-[3,5-Bis(5-naphthalen-1-yl-1,3,4-oxadiazol-2-yl)phenyl]-5-naphthalen-1-yl-1,3,4-oxadiazole;3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-phenylphenyl)-1,2,4-triazole;2-(4-tert-butylphenyl)-5-(4-phenylphenyl)-1,3,4-oxadiazole;3-(4-tert-butylphenyl)-4-phenyl-5-(4-phenylphenyl)-1,2,4-triazole;2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline;4,7-diphenyl-1,10-phenanthroline;2-[4-[1,1,1,3,3,3-hexafluoro-2-[4-[5-(4-phenylphenyl)-1,3,4-oxadiazol-2-yl]phenyl]propan-2-yl]phenyl]-5-(4-phenylphenyl)-1,3,4-oxadiazole;4-naphthalen-1-yl-3,5-diphenyl-1,2,4-triazole;9-[4-(3-phenylimidazo[4,5-b]pyridin-2-yl)phenyl]carbazole
CID 160130312
2-[3,5-Bis(1-phenylbenzimidazol-2-yl)phenyl]-1-phenylbenzimidazole;2-[3,5-bis[3-phenyl-6-(trifluoromethyl)quinoxalin-2-yl]phenyl]-6-methyl-3-phenylquinoxaline;2-(4-tert-butylphenyl)-5-[2'-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]-9,9'-spirobi[fluorene]-2-yl]-1,3,4-oxadiazole;2-(4-tert-butylphenyl)-5-(4-phenylphenyl)-1,3,4-oxadiazole;1,1-dimethyl-2,3,4,5-tetraphenylsilole;7-hexyl-2-(4-hexylphenyl)-4,9-diphenylpyrido[2,3-g]quinoline;2-(3-methylphenyl)-5-[4-[tris[4-[5-[3-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]phenyl]methyl]phenyl]-1,3,4-oxadiazole
CID 161579753
5-(4-Tert-butylphenyl)-3-[2-[3-[1-[3-(4,7-diphenyl-1,10-phenanthrolin-1-ium-1-yl)phenyl]benzimidazol-2-yl]-5-(1-phenylbenzimidazol-2-yl)phenyl]-3-phenylbenzimidazol-5-yl]-2-(4-phenylphenyl)-1,3,4-oxadiazol-3-ium
CID 91238558
2-[9-(6-Pyridin-3-yl-2-pyridinyl)carbazol-1-yl]-5-[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole
CID 122593726
2,5-Bis[9-[4-(3-phenylphenyl)pyrimidin-2-yl]carbazol-2-yl]-1,3,4-oxadiazole
CID 122593851
2,5-Bis[9-[3-[4-(4-phenylphenyl)pyrimidin-2-yl]phenyl]carbazol-2-yl]-1,3,4-oxadiazole
CID 122593852
2,5-Bis[9-[4-(4-pyridin-2-ylphenyl)quinazolin-2-yl]carbazol-2-yl]-1,3,4-oxadiazole
CID 122594127
2-Methyl-5-[5,5,21,21-tetramethyl-19-(5-methyl-1,3,4-oxadiazol-2-yl)-12-[5,5,21,21-tetramethyl-3,19-di(pyrimidin-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-12-yl]-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-3-yl]-1,3,4-oxadiazole
CID 146431270
2-[9-(3,5-Diphenylphenyl)carbazol-1-yl]-5-[9-(3,5-diphenylphenyl)carbazol-2-yl]-1,3,4-oxadiazole;2-[9-(4,6-diphenyl-2-pyridinyl)carbazol-1-yl]-5-[9-(4,6-diphenyl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole;2-[9-(4,6-diphenylpyrimidin-2-yl)carbazol-1-yl]-5-[9-(4,6-diphenylpyrimidin-2-yl)carbazol-2-yl]-1,3,4-oxadiazole;2-[9-(4,6-diphenyl-1,3,5-triazin-2-yl)carbazol-1-yl]-5-[9-(4,6-diphenyl-1,3,5-triazin-2-yl)carbazol-2-yl]-1,3,4-oxadiazole;2-[9-[3-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]carbazol-1-yl]-5-[9-[3-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]carbazol-2-yl]-1,3,4-oxadiazole;2-[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-1-yl]-5-[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole
CID 157073302
2-[9-(3,5-Diphenylphenyl)carbazol-3-yl]-5-[9-(3,5-diphenylphenyl)carbazol-4-yl]-1,3,4-oxadiazole;2-(9-phenylcarbazol-3-yl)-5-(9-phenylcarbazol-4-yl)-1,3,4-oxadiazole;2-[9-(3-phenylphenyl)carbazol-3-yl]-5-[9-(3-phenylphenyl)carbazol-4-yl]-1,3,4-oxadiazole;2-[9-(6-phenyl-2-pyridinyl)carbazol-3-yl]-5-[9-(6-phenyl-2-pyridinyl)carbazol-4-yl]-1,3,4-oxadiazole;2-(9-pyridin-3-ylcarbazol-3-yl)-5-(9-pyridin-3-ylcarbazol-4-yl)-1,3,4-oxadiazole;2-[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-3-yl]-5-[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-4-yl]-1,3,4-oxadiazole
CID 157093436
2,5-Bis[9-(3,5-diphenylphenyl)carbazol-2-yl]-1,3,4-oxadiazole;2,5-bis[9-(4,6-diphenyl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole;2,5-bis[9-(4,6-diphenylpyrimidin-2-yl)carbazol-2-yl]-1,3,4-oxadiazole;2,5-bis[9-(3-phenylphenyl)carbazol-2-yl]-1,3,4-oxadiazole;2,5-bis[9-(6-phenyl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole;2,5-bis[9-(6-pyridin-3-yl-2-pyridinyl)carbazol-2-yl]-1,3,4-oxadiazole
CID 157099886

Frequently Asked Questions

What is the IUPAC name of CID 157580305?
The IUPAC name of CID 157580305 (CID 157580305) is 17-(13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaen-17-yl)-13,13-dimethyl-18-pyridin-2-yl-1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14(19),15,17-nonaene;2-methyl-5-[5,5,21,21-tetramethyl-19-(5-methyl-1,3,4-oxadiazol-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaen-3-yl]-1,3,4-oxadiazole;18-pyridin-2-yl-16-(18-pyridin-2-ylspiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole]-16-yl)spiro[1-aza-13-silapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11,14,16,18-nonaene-13,5'-benzo[b][1]benzosilole];5,5,21,21-tetramethyl-3,19-di(pyrimidin-2-yl)-1,17-diazanonacyclo[20.10.1.16,10.02,20.04,18.011,16.026,33.027,32.017,34]tetratriaconta-2(20),3,6,8,10(34),11,13,15,18,22,24,26(33),27,29,31-pentadecaene.
What is the SMILES notation for CID 157580305?
The canonical SMILES for CID 157580305 is CC1=NN=C(O1)C2=C3C(=C(C4=C2N5C6=CC=CC=C6C7=C5C(=CC=C7)C4(C)C)C8=NN=C(O8)C)N9C1=CC=CC=C1C1=C9C(=CC=C1)C3(C)C.CC1(C2=CC=CC3=C2N(C4=CC=CC=C34)C5=C(C6=C(C(=C51)C7=NC=CC=N7)N8C9=CC=CC=C9C1=C8C(=CC=C1)C6(C)C)C1=NC=CC=N1)C.C[Si]1(C2=C(C(=C(C=C2)C3=C(C4=C(C=C3)[Si](C5=CC=CC6=C5N4C7=CC=CC=C67)(C)C)C8=CC=CC=N8)C9=CC=CC=N9)N2C3=CC=CC=C3C3=C2C1=CC=C3)C.C1=CC=C2C(=C1)C3=C4N2C5=C(C=C(C=C5[Si]6(C4=CC=C3)C7=CC=CC=C7C8=CC=CC=C68)C9=CC(=C1C(=C9)[Si]2(C3=CC=CC=C3C3=CC=CC=C32)C2=CC=CC3=C2N1C1=CC=CC=C31)C1=CC=CC=N1)C1=CC=CC=N1.
What is the InChIKey of CID 157580305?
The InChIKey is CHJNTPZJPISIKM-UHFFFAOYSA-N. The full InChI is InChI=1S/C70H42N4Si2.C50H38N4Si2.C44H32N6.C42H32N6O2/c1-7-29-57-45(19-1)51-25-17-35-63-67(51)73(57)69-53(55-27-13-15-37-71-55)39-43(41-65(69)75(63)59-31-9-3-21-47(59)48-22-4-10-32-60(48)75)44-40-54(56-28-14-16-38-72-56)70-66(42-44)76(61-33-11-5-23-49(61)50-24-6-12-34-62(50)76)64-36-18-26-52-46-20-2-8-30-58(46)74(70)68(52)64;1-55(2)41-23-13-17-35-31-15-5-7-21-39(31)53(47(35)41)49-43(55)27-25-33(45(49)37-19-9-11-29-51-37)34-26-28-44-50(46(34)38-20-10-12-30-52-38)54-40-22-8-6-16-32(40)36-18-14-24-42(48(36)54)56(44,3)4;1-43(2)29-17-9-15-27-25-13-5-7-19-31(25)49(37(27)29)39-34(42-47-23-12-24-48-42)36-40(33(35(39)43)41-45-21-11-22-46-41)50-32-20-8-6-14-26(32)28-16-10-18-30(38(28)50)44(36,3)4;1-21-43-45-39(49-21)31-33-38(48-30-20-10-8-14-24(30)26-16-11-17-27(36(26)48)41(33,3)4)32(40-46-44-22(2)50-40)34-37(31)47-29-19-9-7-13-23(29)25-15-12-18-28(35(25)47)42(34,5)6/h1-42H;5-30H,1-4H3;5-24H,1-4H3;7-20H,1-6H3.
What are the key properties of CID 157580305?
CID 157580305 has a molecular weight of 3044.00 g/mol, XLogP of not available, 10 rotatable bonds, 0 hydrogen bond donors, and 14 hydrogen bond acceptors.
Where does this data come from?
All data for CID 157580305 is sourced from PubChem (CID 157580305), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).