MonarchInit/C3PO huggingface dataset:
monounsaturated fatty acid anion (CHEBI:82680)
Definition: Any unsaturated fatty acid anion with one double or triple bond in the fatty acid chain.
Example SMILES structures:
C(CCCCCCC/C=C\C([C@H]1[C@H](CCCCC)O1)O)(=O)[O-]
C(=CCCCCCCCC)CCCCCCCC(=O)[O-]
C([O-])(=O)CCCCCCCCC(=C(CCCCCC)[H])[H]
C(CCC/C=C\CCCCCCCC(=O)[O-])CCC
C(CCCCCCC=C(C(=O)[O-])O)CC
C(/C=C/C(CCCCC)O)([O-])=O
C(\CCCCCCC(C(=O)[O-])O)=C\CCCCCCCC
C(C)CCCCCC/C=C\CCCCCCCCCCC(C(=O)[O-])O
C(C(CCCCCC/C=C\CCCCCC)O)(=O)[O-]
C(/C=C/CCCCC)(=O)[O-]
CCC/C(=C/C([O-])=O)/C
CCCCCC/C=C/C(=O)[O-]
CCCC/C=C/C(=O)[O-]
[C@H](CCC=C(C)C)(CC([O-])=O)C
[O-]C(CCCCCCC/C=C\CCCCCCC(C)O)=O
C(CC/C=C\CCCCCCO)CCCCC([O-])=O
[O-]C(CCCCCCC/C=C\CCCCCCC(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)=O
[O-]C(CCCCCCC/C=C\CCCCCCC(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)=O
O1[C@@H](CCCCCCCC([O-])=O)[C@@H]1[C@H](/C=C\CCCCC)O
O1[C@@H](CCCCCCCC([O-])=O)[C@@H]1[C@@H](/C=C\CCCCC)O
C(CCCCCCC/C=C\C(C1C(CCCCC)O1)O)(=O)[O-]
O(O)[C@H](CCCCCCC([O-])=O)/C=C\CCCCCCCC
[O-]C(CCCCCC\C=C\[C@@H](CCCCCCCC)OO)=O
CCCCC[C@@H]1O[C@@H]1C\C=C/CCCCCCCC([O-])=O
O[C@@H](CCCCCCCCC([O-])=O)C/C=C\CCCCC
O=C(CCCCCCCCC([O-])=O)C/C=C\CCCCC
O=C(CCCCCCCCC([O-])=O)/C=C/CCCCCC
CCCCCCC\C=C\CCCCCCCCC([O-])=O
CCCCC\C=C/CC(O)CCCCCCCCC([O-])=O
[H]C(CC)=CCCCCCCC([O-])=O
CCCCC\C=C/CCCCCCCC([O-])=O
CC(CCCCCCCCC/C=C/C([O-])=O)C
C(CCCCCCCCCC/C=C/C([O-])=O)C(C)C
CCCCCCCC\C=C/CCCCCCCC([O-])=O
CCCCCC\C=C/CCCCCCCCCC([O-])=O
CCCCCC\C=C\CCCCCCCCCC([O-])=O
CCCC\C=C/CCCCCCCC([O-])=O
CCCCCC\C=C/CCCCCCCC([O-])=O
C(C/C=C\CCCCCCCCCCC)CCC(=O)[O-]
CCCCCCCC\C=C/CCCCCCCCCCCCCC([O-])=O
CCCCCCCC\C=C/CCCCCCCCCCCC([O-])=O
CCCCCCCC\C=C/CCCCCCCCCC([O-])=O
CCCCCCCCCC\C=C/CCCCCCCCCC([O-])=O
[H]C(CCCCCC)=C([H])CCCCCCCC([O-])=O
CCCCCCCC[C@H](OO)\C=C\CCCCCCC([O-])=O
CCCCCCCCC\C=C/CCCCC([O-])=O
CCCCCCCC\C=C/CCCCCCCCCCCCCCCC([O-])=O
CCCCCCC\C=C\C(CCCCCCCC([O-])=O)OO
CCCCCCCCC(OO)\C=C\CCCCCCC([O-])=O
CCCCCCCCCCCCCCCC\C=C/CCCCCCCC([O-])=O
CCCCCC\C=C/CCCCCCCCC([O-])=O
CCCC\C=C/CCCCCCCCCCCC([O-])=O
CCCCCCCC\C=C/CCCCCC([O-])=O
[O-]C(=O)CCCCCCCCC=C
CCCCCCC=CCCCC([O-])=O
CCCCCCCCC=CCCCCCCCCC([O-])=O
CCCCC\C=C/CC1OC1CCCCCCCC([O-])=O
CCCCCC1OC1C\C=C/CCCCCCCC([O-])=O
CCCCC\C=C/CC(O)C(O)CCCCCCCC([O-])=O
CCCCCC(O)C(O)C\C=C/CCCCCCCC([O-])=O
CCCCCCCC\C=C/CCCCCCCCCCCCC(O)C([O-])=O
CCCCCCC(O)C\C=C/CCCCCCCC([O-])=O
CCCCCCC(O)C\C=C\CCCCCCCC([O-])=O
C(/C=C/CCC)([O-])=O
C(CCCCCC1C(C1)CCCCCCCCCCCCC[C@@H](O)[C@H](C([O-])=O)CCCCCCCCCCCCCCCCCCCCCCCC)CCCCCCCC/C=C\CCCCCCCCCCCCCCCCCCCC
[O-]C(CCCCCCC/C=C\C[C@@H](CCCCCC)O)=O
[O-]C(CCCCCCC/C=C\C[C@@H](CCCCCCO)O)=O
aliphatic aldoxime (CHEBI:82744)
Definition: Any aldoxime derived from an aliphatic aldehyde.
Example SMILES structures:
OC(C(O)C(O)\C=N\O)C(O)CO
C([C@@H](/C(=N/O)/[H])C)C
C([C@@H](/C(=N\O)/[H])C)C
C(\CCCCCSC)=N/O
C(\CCCCSC)=N/O
C(\CCCCCCSC)=N/O
C(\CCCCCCCSC)=N/O
C(\CCCCCCCCSC)=N/O
[H]C(=NO)C(C)C
[H]C(C)=NO
C(CCCCSC)=NO
C(CCCCCSC)=NO
[H]C(CCCCCCSC)=NO
C(CCCCCCCSC)=NO
C(CCCCCCCCSC)=NO
C(CCCSC)=NO
C(CCSC)=NO
[H]C(CSC)=NO
[H]\C(C)=N/O
[H]\C(C)=N\O
C(C=NO)CC
[H]C(=NO)C(C)(C)SC
[H]C(=NO)C(C)CC
[H]\C(=N/O)C(C)CC
[H]\C(=N\O)C(C)CC
[H]\C(C(C)C)=N/O
[H]\C(C(C)C)=N\O
[H]C(CCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN)=NO
CC(C)C\C=N\O
tirucallane triterpenoid (CHEBI:83211)
Definition: Any tetracyclic triterpenoid based on a tirucallane skeleton.
Example SMILES structures:
[H][C@]1(CC[C@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]12C)[C@@H](C)CCC=C(C)C
[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]1([H])O[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@@]4(C)[C@]([H])(CC[C@]4(C)C3=CC[C@@]2([H])C1(C)C)[C@]1([H])C[C@H](O[C@H]1OC)C=C(C)C
[H][C@]1(O[C@H](CO[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]1([H])O[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@@]4(C)[C@]([H])(CC[C@]4(C)C3=CC[C@@]2([H])C1(C)C)[C@]1([H])C[C@H](O[C@H]1OC)C=C(C)C
CC(C)(O)[C@@]1(O)CC(COC1=O)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(C)=C[C@H]1OC(=O)C(=C1)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(C)C(=O)C1(O)CC(CO1)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(C)C(=O)C1(O)CC(CO1)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(CC(=O)[C@@H]1OC1(C)C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC1(C)O[C@H]1C(=O)CC([C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C)C(O)=O
C[C@@H]([C@H](O)C(=O)C=C(C)C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C
C[C@@H]([C@@H]1O[C@@H]1C1OC1(C)C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
COC(C)(C)\C=C\C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C
COC(C)(C)\C=C\C[C@H](C)[C@@H]1CC[C@]2(C)[C@@H]3CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
COC(C)(C)\C=C\C[C@H](C)[C@@H]1CC[C@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C
C[C@@H](C\C=C\C(C)=C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(C)CCC[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)C=C[C@]4(C)[C@H]3CC[C@@]12C
CC(C)CCC[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C=CC(=O)[C@]4(C)[C@H]3CC[C@@]12C
CO[C@H](C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C)C=C(C)C
CO[C@@H](C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C)C=C(C)C
CO[C@@H](C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@@]12C)C=C(C)C
CO[C@H](C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C)C=C(C)C
CC(C)CCC[C@H](C)[C@@H]1CC[C@]2(C)[C@@H]3CC=C4C(C)(C)C(=O)C[C@@H](O)[C@]4(C)[C@H]3CC[C@@]12C
CC(C)=C[C@@H]1C[C@H](CO1)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
CC(C)=C[C@H]1C[C@H](CO1)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
COC(C)(C)\C=C\C[C@H](C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@@]12C
organosulfonic ester (CHEBI:83347)
Definition: An ester resulting from the formal condensation of the hydroxy group of an alcohol, phenol, heteroarenol, or enol with an organosulfonic acid.
Example SMILES structures:
CC1=CC(=C(C=C1)C)S(=O)(=O)OC2=C(C=C(C=C2)C=C3C(=O)N(C(=O)S3)CCN)OC
CC(=O)NC1=CC=C(C=C1)S(=O)(=O)OC2=CC=CC(=C2)C=C3C(=O)N=C(S3)N
CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=CC=C2C=NN=C(N)N
CCOC1=C(C=CC(=C1)C(C2=C(NNC2=O)C)C3=C(NNC3=O)C)OS(=O)(=O)C4=CC=C(C=C4)C
COC1=C(C=C(C=C1)C=NNC(=O)C2=CC(=CC=C2)[N+](=O)[O-])OS(=O)(=O)C3=CC=CC=C3
CC1=CC=C(C=C1)S(=O)(=O)OC2=C(C=C(C=C2)C(C3=C(NNC3=O)C)C4=C(NNC4=O)C)OC
C1CC2=C(C(C3=C(O2)CCCC3=O)C4=CC=C(C=C4)OS(=O)(=O)C5=CC=C(C=C5)Cl)C(=O)C1
CCOC1=C(C=CC(=C1)C(C2=C(NNC2=O)C)C3=C(NNC3=O)C)OS(=O)(=O)C4=CC=CC=C4
CC1=C(C(=O)NN1)C(C2=CC(=C(C=C2)OS(=O)(=O)C3=CC=CC=C3)OC)C4=C(NNC4=O)C
CCOC1=C(C=CC(=C1)C=NNC(=O)COC2=CC=C(C=C2)Cl)OS(=O)(=O)C3=CC=CC=C3
O(S(C)(=O)=O)CCCNCCCOS(C)(=O)=O
O(S(=O)(=O)C1=CC=C(C=C1)C)C2=CC(S(=O)(=O)O)=C(C=C2)O
C(CCOS(C)(=O)=O)(=O)N1CCN(CC1)C(CCOS(C)(=O)=O)=O
[C@H]([C@H]([C@@H]([C@@H](COS(C)(=O)=O)OS(C)(=O)=O)O)O)(COS(C)(=O)=O)OS(C)(=O)=O
C=1(C=C(N(N1)CC(=O)N2CCC(CC2)C3=NC(=CS3)C=4CC(ON4)C=5C(=CC=CC5Cl)OS(C)(=O)=O)C(F)F)C(F)F
C=1(C=C(N(N1)CC(=O)N2CCC(CC2)C3=NC(=CS3)C=4C[C@@](ON4)(C=5C(=CC=CC5Cl)OS(C)(=O)=O)[H])C(F)F)C(F)F
C=1(C=C(N(N1)CC(=O)N2CCC(CC2)C3=NC(=CS3)C=4C[C@](ON4)(C=5C(=CC=CC5Cl)OS(C)(=O)=O)[H])C(F)F)C(F)F
S(OC12CCC(CC1)C=C2)(=O)(=O)C3=CC=C(C=C3)C
S(OCC(O)C1OC1)(=O)(=O)C
S(OC(C(=O)CCCCCCCCC)CC)(=O)(=O)C1=CC=C(C=C1)C
S(OCCC(CCCC(C)C)=C)(=O)(=O)C1=CC=C(C=C1)C
S(OCC1(COC1)C)(=O)(=O)C2=CC=C(C=C2)C
CCOS(C)(=O)=O
COS(C)(=O)=O
CS(=O)(=O)OCCCCOS(C)(=O)=O
CS(=O)(=O)OCCCNCCCOS(C)(=O)=O.C1=CC(=CC=C1S(O)(=O)=O)C
Oc1ccc(cc1)C1(OS(=O)(=O)c2ccccc12)c1ccc(O)cc1
FC(F)(F)S(=O)(=O)Oc1ccc2nc(Oc3ccccc3)ccc2c1
CC1(C)CC(COS(C)(=O)=O)C(=O)O1
Cc1ccc(cc1)S(=O)(=O)OCC1CC(C)(C)OC1=O
COc1ccc(cc1)S(=O)(=O)OCC1CC(C)(C)OC1=O
CC1(C)CC(COS(=O)(=O)c2ccccc2)C(=O)O1
CC1(C)CC(COS(=O)(=O)c2ccc(Cl)cc2)C(=O)O1
CC1(C)CC(COS(=O)(=O)c2ccc(cc2)[N+]([O-])=O)C(=O)O1
Oc1c(Br)cc(cc1Br)C1(OS(=O)(=O)c2ccccc12)c1cc(Br)c(O)c(Br)c1
CC(OS(C)(=O)=O)C1CC(C)(C)OC1=O
Cc1ccc(cc1)S(=O)(=O)OCCC1CC(C)(C)OC1=O
COc1ccc(cc1)S(=O)(=O)OCCC1CC(C)(C)OC1=O
CC1(C)CC(CCOS(=O)(=O)c2ccccc2)C(=O)O1
CC(OS(=O)(=O)c1ccc(Cl)cc1)C1CC(C)(C)OC1=O
CC(OS(=O)(=O)c1ccc(cc1)[N+]([O-])=O)C1CC(C)(C)OC1=O
CC(CCC(C)OS(C)(=O)=O)OS(C)(=O)=O
CNC(=O)Sc1ccc(OS(C)(=O)=O)cc1
CS(=O)(=O)OC[C@H](O)[C@@H](O)COS(C)(=O)=O
CC1(C)C(=O)Oc2ccc(OS(C)(=O)=O)cc12
CCOC1Oc2ccc(OS(C)(=O)=O)cc2C1(C)C
CCO[C@H]1Oc2ccc(OS(C)(=O)=O)cc2C1(C)C
CCO[C@@H]1Oc2ccc(OS(C)(=O)=O)cc2C1(C)C
Cc1cc(cc(Br)c1O)C1(OS(=O)(=O)c2ccccc12)c1cc(C)c(O)c(Br)c1
CC(C)c1cc(c(C)c(Br)c1O)C1(OS(=O)(=O)c2ccccc12)c1cc(C(C)C)c(O)c(Br)c1C
Cc1cc(ccc1O)C1(OS(=O)(=O)c2ccccc12)c1ccc(O)c(C)c1
C1(S(OC=2N(N=C(C2C(C3=CC=C(C=C3Cl)Cl)=O)C)C)(=O)=O)=CC=C(C=C1)C
CC1=NN(C(O)=C1N=NC2=CC=C(OS(=O)(=O)C3=CC=C(C)C=C3)C=C2)C4=C(C=C(Cl)C=C4)S(O)(=O)=O
C(=O)(C1=C(C=C(C=C1)NC(=O)COS(C2=CC=C(C=C2)C)(=O)=O)O)O
long-chain alkane (CHEBI:83563)
Definition: Any alkane having a chain length of at least 13 carbon atoms.
Example SMILES structures:
C(CCCCCCCC(=O)O)CCCCCCCCC(=O)O
CCCCCCCCCCCCCCCCC
C(CC(CC)CC)(CC(CC)CC)CCCCCCCCCCCCC
CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCC
C(CCCCCCCCCC)CCCCC
CCCCCCCCCCCCCCCCCCCCCC
CC(C)CCCC(C)CCCC(C)CCCC(C)C
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCC
CCCCCC(C)CCCC(C)CC(C)CC(C)C
CCCC(C)CCCC(C)CCCC(C)CCCC(C)C
CCC(C)CCCCC(C)CCCC(C)CCCC(C)C
CCCCCCCCCCCC(C)C
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
C(CCCCCCCCCCCCCCCCCCCCC)CCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
N-acylammonia (CHEBI:83628)
Definition: A carboxamide obtained by the formal condensation of the carboxy group of any carboxylic acid with ammonia.
Example SMILES structures:
N(C1=NC(=NC2=CC=CC=C21)C3=CC=CC=C3F)C=4C=CC=C(NC(C)=O)C4
C1(=NC(=NC2=CC=CC=C21)C3=CC=CC=C3)NC=4C=CC=C(NC(C)=O)C4
OC(C(O)C(NC(=O)C)C=N)C(O)CO
C(=O)([C@@H](NC(C)=O)CCSC)N[C@H](C(=O)O)CCC(N)=O
C(=O)([C@@H](NC(C)=O)CCSC)N[C@H](C(=O)O)CC(C)C
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)[C@H](CC)C
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)CC1=CC=CC=C1
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)CC1=CC=C(C=C1)O
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)CC1=CNC=2C1=CC=CC2
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)C
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)CO
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)C(C)C
C(=O)([C@@H](NC(=O)C)CCSC)N[C@H](C(=O)O)[C@H](O)C
OC[C@H]1[C@@]2(N(C=3C([C@@]42[C@H]5N(CC4)C\C(\[C@@]1(C5)[H])=C\C)=CC=CC3)C(=O)C)[H]
O([C@H]1[C@H](O)[C@@H](NC(=O)C)[C@@H](O[C@@H]1CO)O[C@H]2[C@H](O)[C@@H](NC(=O)C)[C@H](O[C@@H]2CO)O)[C@@H]3O[C@@H]([C@@H](O)[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@@H]4O[C@H]5O[C@@H]([C@@H](O)[C@H](O)[C@@H]5O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@@H]6O)CO)CO)CO)[C@@H]3O)CO[C@H]7O[C@@H]([C@@H](O)[C@H](O)[C@@H]7O)CO
O([C@H]1[C@H](O)[C@@H](NC(=O)C)[C@@H](O[C@@H]1CO)O[C@H]2[C@H](O)[C@@H](NC(=O)C)C(O[C@@H]2CO)O)[C@@H]3O[C@@H]([C@@H](O)[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@@H]4O[C@H]5O[C@@H]([C@@H](O)[C@H](O)[C@@H]5O[C@H]6O[C@@H]([C@@H](O)[C@H](O)[C@@H]6O)CO)CO)CO)[C@@H]3O)CO[C@H]7O[C@@H]([C@@H](O)[C@H](O)[C@@H]7O)CO
NC(=O)Cc1c[nH]c2ccccc12
CCCCNC(=O)C1=CN=C(C(=O)N1)C1=CC=C(O)C=C1
CC(=O)NCCCCNC(N)=N
CN(CC[C@@H](CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(O)=O)n1ccc(N)nc1=O)NC(C)=O)C(N)=N
CC(N)=O
NC(=O)C=C
NC(=O)c1cnccn1
CC(=O)NC1=CC(=O)[C@]2(CO)O[C@@H]2[C@H]1O
C=1(C(=C2C(C3=C(C=C(O)C(C(O)=O)=C3C(=O)O)C(C2=C(O)C1O)=O)=O)O)C=4C(=CC=C(C4)CCNC(=O)C)O
proteinogenic amino acid (CHEBI:83813)
Definition: Any of the 23 alpha-amino acids that are precursors to proteins, and are incorporated into proteins during translation. The group includes the 20 amino acids encoded by the nuclear genes of eukaryotes together with selenocysteine, pyrrolysine, and N-formylmethionine. Apart from glycine, which is non-chiral, all have L configuration.
Example SMILES structures:
C(C(N([2H])[2H])([2H])[2H])(=O)O[2H]
NCC(O)=O
CC(C)C[C@H](N)C(O)=O
N[C@@H](Cc1c[nH]cn1)C(O)=O
N[C@@H](CCC(O)=O)C(O)=O
CC(C)[C@H](N)C(O)=O
N[C@@H](CCCNC(N)=N)C(O)=O
[H]C(=O)N[C@@H](CCSC)C(O)=O
C([C@@H](C(O)=O)N)[SeH]
CSCC[C@H](N)C(O)=O
N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
C[C@@H](O)[C@H](N)C(O)=O
C[C@H](N)C(O)=O
N[C@@H](CC(O)=O)C(O)=O
N[C@@H](CO)C(O)=O
OC([C@H]([C@H](CC)C)N)=O
N[C@@H](CC(N)=O)C(O)=O
OC(=O)[C@@H]1CCCN1
N[C@@H](Cc1ccccc1)C(O)=O
N[C@@H](CS)C(O)=O
N[C@@H](Cc1ccc(O)cc1)C(O)=O
NCCCC[C@H](N)C(O)=O
N[C@@H](CCC(N)=O)C(O)=O
O[13C](=O)[13CH2][15NH2]
OC(=O)[C@](N([2H])[2H])(C(C(CN=C(N)N)([2H])[2H])([2H])[2H])[2H]
O(C(=O)[C@@](N([2H])[2H])(C(C(O[2H])=O)([2H])[2H])[2H])[2H]
OC(=O)[C@@](N)(C(C(C(O)=O)([2H])[2H])([2H])[2H])[2H]
S(CC[C@H](N)C(O)=O)C([2H])([2H])[2H]
OC(=O)[C@@H](N)CC1=C(C(=C(C(=C1[2H])[2H])[2H])[2H])[2H]
OC(=O)[C@@H](N)CC1=C(C(=C(O)C(=C1[2H])[2H])[2H])[2H]
OC(=O)[C@@](N)(C(C([2H])([2H])[2H])(C([2H])([2H])[2H])[2H])[2H]
OC(=O)[C@@H](N)CC(C([2H])([2H])[2H])C
OC(=O)[C@]1(NC(C(C1([2H])[2H])([2H])[2H])([2H])[2H])[2H]
C(=O)([C@@H](N)CCCCNC([C@H]1[C@@H](CC=N1)C)=O)O
cationic sphingoid (CHEBI:83876)
Definition: An organic cation obtained by protonation of the amino function of any sphingoid
Example SMILES structures:
C(\CC/C=C/[C@H]([C@H](CO)[NH3+])O)=C\CCCCCCCCC
[C@@H](CCC/C=C\CCCCCCCCC)([C@H]([C@H](CO)[NH3+])O)O
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)[NH+](C)C
C(CCCCC/C=C\CCC)CCCC[C@@H](O)[C@@H]([NH3+])C
C(=C/[C@@H](CCCCCCCCCCCC)O)\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCC[C@@H](O)C[NH3+]
CCCCCCCCCCCCCCC[C@@H](O)[C@H](C)[NH3+]
CCCCCCCCCCCCCCCC(=O)C[NH3+]
CCCCCCCCCCCCCCCC(=O)[C@H](C)[NH3+]
CC(C)CCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CC(C)CCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
CC(C)CCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO
CC(C)CCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
CCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
CCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCC\C=C\CC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCCCCC\C=C\[C@H](O)[C@H]([NH3+])CO
CCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCCCCCCCC\C=C\CCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO
CCC(C)CCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CCC\C=C/CCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
L-arginine derivative (CHEBI:83965)
Definition: A proteinogenic amino acid derivative resulting from reaction of L-arginine at the amino group, the carboxy group, or the guanidyl group, or from the replacement of any hydrogen of L-arginine by a heteroatom.
Example SMILES structures:
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC(=O)[C@@H](N)CCCNC(=N)N)[C@H]3O
C(=N)(NCCC[C@@H](C(=O)O)N)NN=O
C(N(C(=[NH2+])NC)O)CC[C@@H](C(=O)[O-])[NH3+]
C([C@H]([NH3+])C(=O)[O-])CCN(C(=[NH2+])N)C
C([C@H]([NH3+])C(=O)[O-])CCN(C(=[NH2+])NO)C
NC(=N)NCCC[C@H](N1CCC1=O)C(O)=O
[C@@H](CCCNC(N)=N)(NCCC(O)=O)C(O)=O
N[C@@H](CCCNC(=N)NC(CC(O)=O)C(O)=O)C(O)=O
N[C@@H](CCCNC(=N)N[C@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O)C(O)=O
NC(=N)NCCC[C@H](NC(=O)C1=C(NS(=O)(=O)C2=CC=CC3=NSN=C23)C=CS1)C(O)=O
NC(=N)NCCC[C@H](N[C@H](CCC(O)=O)C(O)=O)C(O)=O
NC(=N)NCCC[C@H](NC(=O)CCC(O)=O)C(O)=O
COC(=O)[C@H](CCCNC(N)=N)NC(=O)CCCC1=C(NC2=C1C=C(F)C=C2F)C1=CC=CC=C1
CN(C)C(=N)NCCC[C@H](N)C(O)=O
N[C@@H](CCCNC(=N)NP(O)(O)=O)C(O)=O
O=C([O-])[C@@H]([NH3+])C[C@@H](CNC(=[NH2+])N)O
N[C@@H](CCCNC(N)=N)C(N)=O
CN(CCC[C@H](N)C(O)=O)C(N)=N
N[C@@H](CCCNC(N)=N)C(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N
N[C@@H](CCC(O)NC(N)=N)C(O)=O
CN\C(NCCC[C@H](N)C(O)=O)=N\C
N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(O)=O
CCOC(=O)[C@@H](N)CCCNC(N)=N
C(NC(=N)NC)CC[C@@H](C(=O)O)N
CCOC(=O)[C@@H](CCCNC(N)=N)NC(=O)c1ccccc1
NC(=N)NCC[C@@H](O)[C@H](N1CCC1=O)C(O)=O
N[C@@H](CCCNC(=N)NO)C(O)=O
N[C@@H](CC(O)CNC(N)=N)C(O)=O
N[C@@H](C[C@@H](O)CNC(N)=N)C(O)=O
N[C@@H](CCCN(O)C(N)=N)C(O)=O
C(N)(=NO)NCCC[C@H](N)C(=O)O
N[C@@H](CCCN\C(N)=N\O)C(O)=O
C(\N)(=N/O)/NCCC[C@H](N)C(=O)O
Cc1nc(NCCC[C@H](N)C(O)=O)nc(C)c1O
COC(=O)[C@H](CCCNC(N)=N)NS(=O)(=O)c1ccc(C)cc1
[H][C@]1(CNC(=N)N1)[C@H](O)[C@H](N)C(O)=O
N[C@@H]([C@@H](O)CCNC(N)=N)C(O)=O
N[C@@H](CCCNC(N)=N)C(=O)NO
[C@@H](CCCNC(N[N+](=O)[O-])=N)(N)C(OC)=O
N[C@@H]([C@H]1CCNC(=N)N1)C(O)=O
C(=N)(NCCC[C@@H](C(=O)O)NC(C=1C=CC=CC1)=O)N
O=C(NC=1C=CC2=C(C1)C=CC=C2)[C@@H](N)CCCNC(=N)N
C(O)([C@@H](N)CCCNC(=N)SC)=O
C(C[C@@H](C(NC=1C=CC2=C(C1)C=CC=C2)=O)NC(=O)C=3C=CC=CC3)CNC(=N)N
imidothioate (CHEBI:83991)
Definition: A compound with the general formula R'-N=C(SR)R'' where R is organyl and R' and R'' can be organyl or H.
Example SMILES structures:
OC(=O)C1CSC(=N1)c1ccccc1O
C=12C(=CC(=CC1)OS(O)(=O)=O)SC(=N2)C3=N[C@H](CS3)C(=O)O
[C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\O)/CC=2C=CC=CC2
[C@H]1(S/C(=N\O)/CC=2C3=CC=CC=C3NC2)[C@H](O)[C@H]([C@@H]([C@H](O1)CO)O)O
S(C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=NO)CCCCCSC
C=C[C@H](CC(=NO)SC1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CCCCCCCSC
S(C(=NO)CCCCCCCCSC)C[C@H](N)C(O)=O
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CCCCCSC
O1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1SC(CCCS(=O)C)=NO)O)O)O)CO
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CCCCCCSC
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CCC=C
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CCC=2C=CC=CC2
S([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C(=NO)CC=C
N[C@@H](CCC(=O)N[C@@H](CS\C(=N\O)\CC1=CNC2=C1C=CC=C2)C(=O)NCC(=O)O)C(=O)O
N[C@@H](CCC(=O)N[C@@H](CS/C(=N\O)/CC1=CC=CC=C1)C(=O)NCC(=O)O)C(=O)O
N[C@@H](CS/C(=N\O)/CC=1C=CC=CC1)C(=O)NCC(=O)O
N[C@@H](CS/C(=N/O)/CC=1C=2C=CC=CC2NC1)C(=O)NCC(=O)O
S1C(=N[C@@H](C1)C(=O)O)C2=NC3=C(S2)C=C(C=C3)O
[C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)SC(=NO)CC=2C=CC=CC2
Oc1ccc2nc(sc2c1)C1=NC(=O)CS1
[H][C@@]1(CSC(=N1)c1nc2ccc(O)cc2s1)C(O)=O
[S-]/C(=N\OS([O-])(=O)=O)/CC=1C=CC=CC1
[S-]/C(=N\OS([O-])(=O)=O)/CC=C
[S-]/C(=N\OS([O-])(=O)=O)/CCCO
[S-]/C(=N\OS([O-])(=O)=O)/CCCCS(C)=O
[S-]/C(=N\OS([O-])(=O)=O)/C[C@H](C=C)O
[S-]/C(=[NH+]\OS([O-])(=O)=O)/CCCCSC
SC(S)=N
C1=2C(=CNC1=CC=CC2)C\C(\[S-])=N\OS([O-])(=O)=O
S(CC(NC(=O)CCC([NH3+])C([O-])=O)C(=O)NCC([O-])=O)/C(=N\O)/CC1=CC=CC=C1
[H]n1cc(C2=NC(CS2)C(O)=O)c2ccccc12
[H]n1cc(C2=N[C@@H](CS2)C(O)=O)c2ccccc12
[H]n1cc(C2=N[C@H](CS2)C(O)=O)c2ccccc12
[C@H]1(SC(=NO)CC=2C3=CC=CC=C3NC2)[C@H](O)[C@H]([C@@H]([C@H](O1)CO)O)O
C1=C(C=CC(=C1)CSC(CN2N=CN=C2)=NC3=C(C=C(C=C3)Cl)Cl)Cl
L-histidine derivative (CHEBI:84076)
Definition: A proteinogenic amino acid derivative resulting from the formal reaction of L-histidine at the amino group, carboxy group, or the imidazolyl moiety, or from the replacement of any hydrogen of L-histidine by a heteroatom.
Example SMILES structures:
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC([C@H](CC=4N=CNC4)N)=O)[C@H]3O
N=1C(C[C@@H](C(=O)O)NC(=O)C)=CN(C1)C(C(CCCCC)O)CCO
OC(=O)[C@@H](NC(=O)C)CC=1N=CN(C1)C
OC(=O)[C@@H](NC(=O)C)CC=1N(C=NC1)C
C=1NC(=NC1C[C@@H](C([O-])=O)[N+](C)(C)C)SO
C([C@@H](C([O-])=O)[NH3+])C=1N(C=NC1)C
CC(=O)N[C@@H](Cc1cnc[nH]1)C(O)=O
CC(C)C[C@H](N[C@@H](CC1=CN=CN1CC1=CC(Cl)=CC(Cl)=C1)C(O)=O)C(O)=O
NC(CCc1ncc(C[C@H](N)C(O)=O)[nH]1)C(O)=O
Cn1cncc1C[C@H](N)C(O)=O
C[N+](C)(C)[C@@H](Cc1c[nH]c(S)n1)C([O-])=O
Cn1cnc(C[C@H](N)C(O)=O)c1
N[C@@H](Cc1nc(I)[nH]c1I)C(O)=O
N[C@@H](Cc1nc[nH]c1I)C(O)=O
[H][C@]1(CCCCC)OC(O)CC1n1cnc(C[C@H](NC(C)=O)C(O)=O)c1
N[C@@H](Cc1cncn1P(O)(O)=O)C(O)=O
OC(=O)[C@H](Cc1c[nH]cn1)NC(=O)Cc1c[nH]c2cc(Br)ccc12
CN(C)C(CCc1ncc(C[C@H](N)C(O)=O)[nH]1)C(O)=O
C[N+](C)(C)C(CCc1ncc(C[C@H](N)C(O)=O)[nH]1)C([O-])=O
[H][C@]1(CNC(=N)N1)C[C@H](N)C(O)=O
[H][C@]1(CNC(=N)N1)[C@H](O)[C@H](N)C(O)=O
N[C@@H](CCc1ncc(C[C@H](N)C(O)=O)[nH]1)C(O)=O
C[N+](C)(C)[C@@H](Cc1c[nH]c(n1)S(=O)C[C@H](N)C(O)=O)C([O-])=O
C[N+](C)(C)[C@@H](Cc1c[nH]c([Se]C[C@H](N)C(O)=O)n1)C([O-])=O
C[N+](C)(C)[C@@H](Cc1c[nH][c](=[Se])[nH]1)C([O-])=O
C[N+](C)(C)[C@@H](Cc1c[nH]c(=S)[nH]1)C([O-])=O
Cn1cnc(S)c1C[C@H](N)C(O)=O
CN[C@@H](Cc1c(S)ncn1C)C(O)=O
CN(C)[C@@H](Cc1c(S)ncn1C)C(O)=O
N[C@@H](Cc1nc[nH]c1S(=O)C[C@H](N)C(O)=O)C(O)=O
NCCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
CC(C)(C)S(=O)(=O)C[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)C1CC1
C=1(N=CNC1)C[C@@H](C(=O)NC=2C=CC3=C(C2)C=CC=C3)N
L-proline derivative (CHEBI:84186)
Definition: A proteinogenic amino acid derivative resulting from reaction of L-proline at the amino group or the carboxy group, or from the replacement of any hydrogen of L-proline  by a heteroatom.
Example SMILES structures:
[H][C@]1(C[C@H](N(C1)C(=O)CP(O)(=O)CCCCc1ccccc1)C(O)=O)C1CCCCC1
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC([C@@H]4CCCN4)=O)[C@H]3O
[C@H]1(C[C@@H](O)CN1C)C(=O)O
[C@H]1([C@]2([C@](CC=C(C1)C)(C(=CC2=O)CC)[H])C)OC([C@H]3NCCC3)=O
[C@H]1([C@]2(C(=CC=C(C1)C)C(=CC2=O)CC)C)OC([C@H]3NCCC3)=O
COC(C)C(NC(=O)[C@@H]1CCCN1C)[C@H]2O[C@H](SCCOC(=O)C3=CC=CC=C3O)[C@H](O)[C@@H](O)[C@H]2O
C1[C@](NCC1=O)(C(O)=O)[H]
[C@H]1([C@H](CCN1)O)C(O)=O
CC(C)C[C@H](NC(=O)OC(C)(C)C)\C=C\[C@H](CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(=O)OCC1=CC=CC=C1)C(=O)NC1CC(C)(C)N([O])C(C)(C)C1
C\C(=C\C\C=C(/C)C(O)=O)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
CC(C)=CC\C=C(\C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
OC(=O)[C@@H]1CCC(=O)N1
OC1CN[C@@H](C1)C(O)=O
OC1CCN[C@@H]1C(O)=O
NC(=O)[C@@H]1CCCN1
CC(=O)N1CCC[C@H]1C(O)=O
O[C@H]1CN[C@@H]([C@@H]1O)C(O)=O
CC(=C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O
C[C@H](\C=C\C=C(\C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O)C(O)=O
OB(O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1
CC(C)[C@H](NC(=O)c1ccc(cc1)C(=O)N1CCOCC1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)C(F)(F)C(F)(F)F
OC(=O)C[C@@H]1CC[C@H](N1)C(O)=O
[H][C@]1(C[C@H](N(C1)C(=O)CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)C(O)=O)C1CCCCC1
OC(=O)[C@@H]1CCCN1c1ccc(cc1[N+]([O-])=O)[N+]([O-])=O
O[C@@H]1CCN[C@@H]1C(O)=O
CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@@H](C)O)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O
OC[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](CO)O[C@@H]2O[C@@H]2[C@@H](O)[C@H](CO)O[C@@H]2O[C@@H]2CN[C@@H](C2)C(O)=O)[C@H](O)[C@H]1O
OC[C@@H]1O[C@H](O[C@@H]2CN[C@@H](C2)C(O)=O)[C@H](O)[C@H]1O
C[C@H](CSC(=O)c1ccccc1)C(=O)N1C[C@H](C[C@H]1C(O)=O)Sc1ccccc1
CC(=C)[C@@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
O[C@@H]1C[C@H](N(C1)N=O)C(O)=O
OC(=O)[C@@H]1CCCN1N=O
C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)Sc1ccccc1
[C@H]1(CCC(N1C)=O)C(=O)OC
[C@H]1(CCCN1C)C(O)=O
N1[C@@H](C[C@H](C1)O)C(=O)NC=2C=CC3=C(C2)C=CC=C3
[C@H]1(CCCN1)C(=O)NC=2C=CC3=C(C2)C=CC=C3
[C@H]1(CCC(N1)=O)C(=O)NC=2C=CC3=C(C2)C=CC=C3
L-threonine derivative (CHEBI:84189)
Definition: A proteinogenic amino acid derivative resulting from reaction of L-threonine  at the amino group or the carboxy group, or from the replacement of any hydrogen of L-threonine  by a heteroatom.
Example SMILES structures:
N[C@@H]([C@H](O)CF)C(O)=O
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC(=O)[C@@H](N)[C@H](O)C)[C@H]3O
C(CCCCCCC/C=C\CCCCCCCC)(N[C@H](C(O)=O)[C@H](O)C)=O
[C@H]1([C@@H]([C@H]([C@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)NC(C)=O)O)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)NC(=O)C)OC([C@@H](C(=O)O)N)C
O1CCN(CC1)CC2=CC=C(C=C2)C#CC3=CC=C(C(=O)N[C@@H]([C@H](O)C)C(=O)NO)C=C3
C[C@H]([C@H](NC([C@H]1NC([C@](CC1)(CN)O)=O)=O)C(=O)O)O
C[C@@H](O)[C@H](NC(=O)[C@@H](N)CC[C@]1(O)CNC1=O)C(O)=O
N[C@@H]([C@H](O)COP(O)(O)=O)C(O)=O
C1(=NC=NC=2N(C=NC12)[C@@H]3O[C@@H]([C@H]([C@H]3O)O)CO)NC(N[C@H](C(O)=O)[C@@H](C)O)=O
CSc1nc(NC(=O)N[C@@H]([C@@H](C)O)C(O)=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
OC(=O)[C@@H](N)[C@H](O)CO
C[C@@H](OP(O)(O)=O)[C@H](NC(=O)CCCCCCS)C(O)=O
C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O
[C@H]1([C@H]([C@H]([C@H](O)[C@H](O1)CO)O)O)O[C@@H]([C@@H](C(O)=O)N)C
CO[C@H](C)[C@H](N)C(O)=O
C[C@@H](O)[C@H](NC(C)=O)C(O)=O
N[C@@H]([C@H](O)CCl)C(O)=O
C[C@@H](O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O)[C@H](N)C(O)=O
[H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(OC[C@H]1O[C@H](OC(C)[C@H](N)C(O)=O)[C@H](NC(C)=O)[C@@H](O)[C@H]1O)C(O)=O)[C@H](O)[C@H](O)CO
C[C@@H](O)[C@H](NC(=O)[C@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O)[C@@H]2NC(C)=O)[C@H](O)[C@@H](OC(C)=O)[C@H]1O)C(O)=O
C[C@@H](O)[C@H](N)C(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
C[C@@H](O)[C@@H]1N\C(OC1=O)=N/c1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
C[C@@H](O)[C@H](NC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12)C(O)=O
C[C@@H](OP(O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2cc(C)c(C)cc2nc2c1nc(=O)[nH]c2=O)[C@H](N)C(O)=O
C[C@@H](O)[C@H](NC(=O)Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(O)=O
C[C@@H](O)[C@H](NC(=O)Nc1nc(S)nc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(O)=O
N(C1=NC(=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)SC)C(N[C@H](C(O)=O)[C@H](O)C)=O
C[C@@H](O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1NC(C)=O)[C@H](N)C(O)=O
O=C(NC=1C=CC2=C(C1)C=CC=C2)[C@@H](N)[C@H](O)C
O1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1O[C@@H]([C@H](N)C(O)=O)C)NC(C)=O)O)O)CO
naphthopyran (CHEBI:86027)
Definition: Any organic heterotricyclic compound with a skeleton consisting of a pyran ring ortho-fused to a naphthalene.
Example SMILES structures:
C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(CC(O3)(C)O)=O)C=4C(=C5C(=CC4OC)C=C6C(=C5O)C(CC(O6)(C)O)=O)OC)OC
C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(CC(O3)(C)O)=O)C=4C(=C5C(=CC4OC)C=C(C6=C5OC(=CC6=O)C)O)OC)OC
C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(CC(O3)(C)O)=O)C=4C(=C5C(=CC4OC)C=C6C(=C5O)C(C=C(O6)C)=O)OC)OC
C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(C=C(O3)C)=O)C=4C(=C5C(=CC4OC)C=C(C6=C5OC(=CC6=O)C)O)OC)OC
O1C2=C(C3=C(OC)C=4C(C=C3OC)=CC=5OC(=CC(=O)C5C4O)C)C6=C(C(O)=C2C(=O)C=C1C)C(OC)=CC(OC)=C6
O1C=2C3=C(C(C4=C(OC)C=5C(C=C4OC)=CC(O)=C6C5OC(=CC6=O)C)=C(O)C2C(=O)C=C1C)C=C(OC)C=C3OC
O1C=2C3=C(C(C4=C(OC)C=5C(C=C4OC)=CC=6OC(=CC(=O)C6C5O)C)=C(O)C2C(=O)C=C1C)C=C(OC)C=C3OC
C=1(C=2C(C=C(C1)O)=CC3=C(C2O)C(CC(O3)(O)C)=O)O
O1C=2C(=C(O)C=3C(C2)=CC(OC)=CC3OC)C(=O)C=C1C
C=1(C=2C(C=C(C1)OC)=CC(=C3C2OC(=CC3=O)C)O)OC
C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(CC(O3)(C)O)=O)C=4C(=C5C(=CC4O)C=C6C(=C5O)C(CC(O6)(C)O)=O)OC)OC
C12=C(C=3C(=CC(=CC3C=C1OC(CC2=O)(O)C)OC)OC)O
C=1C=2C(C=CC1)=C(C3=C(C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)O)O)O)COC=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
C1=C(C2=C(C3=C1OC(CC3=O)(O)C)C=C(C=C2O)O)O
C1=C(C2=C(C3=C1OC(CC3=O)(O)C)C=C(C=C2O)O)[O-]
C12=C(C=3C(=CC(=CC3C=C1C[C@H](OC2=O)C[C@@H](C[C@@H](CCCCC)O)O)OC)O)O
C12=C(C=3C(=CC(=CC3C=C1C[C@H](OC2=O)C[C@@H](C[C@@H](CCCCCO)O)O)OC)O)O
C=12C(=C3C(=C(C(=CC3=CC1C[C@H](OC2=O)C[C@@H](C[C@@H](CCCCCO)O)O)OC)C4=C(C5=C(C=6C(O[C@@H](CC6C=C5C=C4OC)C[C@@H](C[C@@H](CCCCCO)O)O)=O)O)O)O)O
C=12C(=C3C(=CC(=CC3=CC1C[C@H](OC2=O)CC(OC)=O)OC)O)O
C=12C(=C3C(=CC(=CC3=CC1C=C(OC2=O)CC(C)=O)O)O)O
C=12C(=C3C(=CC(=CC3=CC1C=C(OC2=O)CC(C)=O)OC)O)O
C=12C(=C3C(=CC(=CC3=CC1C[C@H](OC2=O)CC(C)=O)OC)O)O
C=12C(=C3C(=CC(=CC3=CC1C=C(OC2=O)CC(OC)=O)OC)O)O
CC1=CC(=O)C2=C(O)C3=C(C=C2O1)C(=C(O)C=C3O)C1=C2C=C3OC(C)=CC(=O)C3=C(O)C2=C(O)C=C1O
C12=C(C(=C3C(=C1)C=C(OC3=O)C)O)C(=CC(=C2)O)O
CC1=CC(=O)C2=C(O)C3=C(C=C2O1)C(=C(O)C=C3O)C1=C2C=C3OC(CO)=CC(=O)C3=C(O)C2=C(O)C=C1O
OCC1=CC(=O)C2=C(O)C3=C(C=C2O1)C(=C(O)C=C3O)C1=C2C=C3OC(CO)=CC(=O)C3=C(O)C2=C(O)C=C1O
C[C@@H]1CC(=O)C2=C(O)C3=C(C=C2O1)C([C@@H]1C(O)=C[C@H](O)C2=C1C=C1OC(C)=CC(=O)C1=C2O)=C(O)C=C3O
CC1=CC(=O)C2=C(O)C3=C(C=C2O1)[C@@H](C(O)=C[C@@H]3O)C1=C(O)C=C(O)C2=C1C=C1O[C@H](CO)CC(=O)C1=C2O
C[C@@H]1CC(=O)C2=C(O)C3=C(C=C(O)C=C3O)C=C2O1
C[C@H]1OC2=CC3=C(C(O)=CC(O)=C3)C(O)=C2C(=O)[C@@H]1C
CC1=C2C(C[C@@H](CC(O)=O)O1)=Cc1cccc(O)c1C2=O
COc1cc(O)cc2cc3OC(C)(O)CC(=O)c3c(O)c12
O=C1CCc2c(O1)ccc1ccccc21
O=c1cc(oc2c3ccccc3ccc12)-c1ccccc1
O=c1cc(oc2ccc3ccccc3c12)-c1ccccc1
COc1cc(O)c2c(O)c3c(cc(C)oc3=O)cc2c1
C12=C(C(=C3C(=C1)OC(=CC3=O)C)O)C(=CC(=C2)O)O
methyl sulfide (CHEBI:86315)
Definition: Any aliphatic sulfide in which at least one of the organyl groups attached to the sulfur is a methyl group.
Example SMILES structures:
CSc1nc2ccccc2s1
CC(NC(C(O)=O)CCSC)=O
C(S)(=NO)CCCCCCCCSC
C(C(C(O)=O)O)(CCSC)C(=O)O
C(=C/C(O)=O)(\CCSC)/C(=O)O
C(=C/C(O)=O)(\CCCSC)/C(=O)O
C(C(C(O)=O)O)(CCCSC)C(=O)O
C(\CCCCCSC)=N/O
C(\CCCCSC)=N/O
C(\CCCCCCSC)=N/O
C(\CCCCCCCSC)=N/O
C(\CCCCCCCCSC)=N/O
C1=C(C=CC(=C1)C[C@@H](C(O)=O)OCC)OCCN2C(=CC=C2C)C=3C=CC(=CC3)SC
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2
C(C[C@@H](CC(O)=O)N)SC
S(CCCCCCN=C=S)C
C(#[N+][O-])CCCCCSC
C(#[N+][O-])CCCCCCSC
S(CCCCCCCCN=C=S)C
S(C(=NO)CCCCCCCCSC)C[C@H](N)C(O)=O
O=C(O)[C@@H](N)CCCCSC
O=C(O)[C@@H](N)CCCCCSC
O=C(O)[C@@H](N)CCCCCCSC
O=C(O)[C@@H](N)CCCCCCCSC
O=C(O)[C@@H](N)CCCCCCCCSC
O=C(O)[C@@H](NO)CCCCSC
O=C(O)[C@@H](NO)CCCCCSC
O=C(O)[C@@H](NO)CCCCCCSC
O=C(O)[C@@H](NO)CCCCCCCSC
O=C(O)[C@@H](NO)CCCCCCCCSC
O=C(O)[C@@H](N(O)O)CCCCSC
O=C(O)[C@@H](N(O)O)CCCCCSC
O=C(O)[C@@H](N(O)O)CCCCCCSC
O=C(O)[C@@H](N(O)O)CCCCCCCSC
O=C(O)[C@@H](N(O)O)CCCCCCCCSC
[H]C(CSC)=O
OC([C@H](CCC(N[C@H](C(NCC(O)=O)=O)CSC)=O)N)=O
CCCCOC(CCSC)=O
CCCCOC(CSC)=O
CSCC1=NC2=C(NC1=O)[C@@H](C)C1(C(=O)N(C)C3=C1C=CC=C3)C1=C2C(=O)CC1
CS[C@]1(CCN(CC(=O)N2CCC(=CC2)C2=CC=C(C=C2)C2=NN(C)C=N2)C1)C(=O)NC1=CC2=C(NN=C2C2=CN=C(OC(C)C)C=C2)C=C1
CS[C@@H]1[C@@H](N)[C@@H](O)[C@@H](O)[C@H]1O
CSC[C@H](NC(C)=O)C(O)=O
CSC1=C(C)C=C(OC(=O)NCCCC(O)=O)C=C1C
CSC1=C(C)C=C(OC(=O)NCCCCCC(O)=O)C=C1C
CSC1=C(C)C=C(OC(=O)NCCC(O)=O)C=C1C
CSCC[C@H](NC(C)=O)C(O)=O
CCNc1nc(NC(C)C)nc(SC)n1
CCSC
CSc1nc(NC(C)C)nc(NC(C)C)n1
CSCCC(=O)C(O)=O
CCNc1nc(NCC)nc(SC)n1
CSc1ncncn1
CNC(=O)OC1=CC(C)=C(SC)C(C)=C1
CSC(C)=NO
CSc1nc(N)nc(N)n1
CCNc1nc(NC(C)(C)C)nc(SC)n1
CSC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O
CSCC(O)=O
CSCCCO
CSCCC(=O)C(\O)=C\O
CSc1cccc(Nc2ncc3cc(-c4c(Cl)cccc4Cl)c(=O)n(C)c3n2)c1
CSCCCC(=O)C(O)=O
CSCCC(O)(CC(O)=O)C(O)=O
CSCCCC(O)(CC(O)=O)C(O)=O
[H]C(OP(O)(O)=O)=C(O)C(=O)CCSC
C(CCCCSC)=NO
C(CCCSC)=NO
C(CCSC)=NO
CSCCCCCC(N)C(O)=O
CSCCCCCCC(N)C(O)=O
CSCCCCCCCCC(N)C(O)=O
[H]C(CSC)=NO
[H]C(=NO)C(C)(C)SC
[H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])C[C@@H](CSC)CN2CCC
CSc1nsc(SC)c1C(=O)NC(=O)NNc1ccc(F)c(Cl)c1
CSC([C@H](N)C(O)=O)C(O)=O
CSC(CC(N)C(O)=O)C(O)=O
[N+](C)([C@H](C(=O)[O-])CC=1NC(SC)=NC1)(C)C
CSC[C@H]1OC(O)[C@H](O)[C@@H]1O
CSCCC\C(S)=N\O
CSCC[C@@H](NC(C)=O)C(O)=O
CSCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O
CSCCCOC(C)=O
CCOC(=O)CCSC
CSC1=CC=C(C)O1
CC(C)C1=NC(=NC(=N1)C2=CC=CC=C2)SC
CC1=CC=C(C=C1)C2=NC(=NC(=N2)SC)C(Cl)Cl
conazole antifungal agent (CHEBI:86323)
Definition: A compound that has a structure that is related to miconazole, contains an azole (imidazole or triazole) moiety, and has significant systemic antifungal properties.  They inhibit cytochrome P450-dependent enzymes (particularly C14-demethylase) involved in the biosynthesis of ergosterol, which is required for fungal cell membrane structure and function.
Example SMILES structures:
C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2
OP(O)(=O)OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
C(\C#N)(=C/1\SC(CS1)C2=C(C=CC=C2)Cl)/N3C=CN=C3
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2.Cl
C=1(C=CC(=CC1Cl)Cl)\C(\OCCOC2=CC=C(C=C2)Cl)=C(\N3C=CN=C3)/C.[N+](O)(=O)[O-]
Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccccc1C(c1ccccc1)(c1ccccc1)n1ccnc1
Clc1cccc(COc2ccccc2C(=C)n2ccnc2)c1
CC(C)(C)C(O)C(Cc1ccc(Cl)cc1Cl)n1cncn1
OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
CCC1COC(Cn2cncn2)(O1)c1ccc(Cl)cc1Cl
O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCC=C)c(Cl)c1
Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
CCC(C)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@H]3CO[C@@](Cn4cncn4)(O3)c3ccc(Cl)cc3Cl)cc2)c1=O
CC[C@@H]([C@H](C)O)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@@H]3CO[C@](Cn4cncn4)(C3)c3ccc(F)cc3F)cc2)c1=O
Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
O[N+]([O-])=O.Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
CC1COC(Cn2cncn2)(O1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
C1=C(C=CC(=C1)CSC(CN2N=CN=C2)=NC3=C(C=C(C=C3)Cl)Cl)Cl
CC(C)C1CCC(Cc2ccc(Cl)cc2)C1(O)Cn1cncn1
CC1(C)CCC(Cc2ccc(Cl)cc2)C1(O)Cn1cncn1
CCCOC\C(=N/c1ccc(Cl)cc1C(F)(F)F)n1ccnc1
CC(C)(C)[C@H](O)C(=C/c1ccc(Cl)cc1)\n1cncn1
Clc1ccc(c(Cl)c1)C1(Cn2cncn2)OCCO1
N1(N=CN=C1)CC2(CC(CO2)Br)C=3C(=CC(=CC3)Cl)Cl
C[Si](Cn1cncn1)(c1ccc(F)cc1)c1ccc(F)cc1
FC(F)(F)CO[C@H]1CC[C@@](Cn2cncn2)(O1)c1ccc(Cl)cc1Cl
C[C@@H](N1CCC(=C)CC1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCc2ccc(Sc3ccccc3)cc2)c(Cl)c1
Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
O[N+]([O-])=O.Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
CC(C)(C)[C@@H](O)C(=C/c1ccc(Cl)cc1Cl)\n1cncn1
Fc1ccc2nc(-n3cncn3)n(-c3ccc(Cl)cc3Cl)c(=O)c2c1
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n1ccnc1
CCCC1COC(Cn2cncn2)(O1)c1ccc(Cl)cc1Cl
OS([O-])(=O)=O.CNCC(=O)OCc1cccnc1N(C)C(=O)OC(C)[n+]1cnn(C[C@@](O)([C@@H](C)c2nc(cs2)-c2ccc(cc2)C#N)c2cc(F)ccc2F)c1
C[C@@H](c1nc(cs1)-c1ccc(cc1)C#N)[C@](O)(Cn1cncn1)c1cc(F)ccc1F
[N+](=O)([O-])O.C1(=CC=C(C=C1)CSC(CN2C=NC=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
CC(C)(C)C(O)C(Oc1ccc(Cl)cc1)n1cncn1
quinolone antibiotic (CHEBI:86324)
Definition: An organonitrogen heterocyclic antibiotic whose structure contains a quinolone or quinolone-related skeleton.
Example SMILES structures:
CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
OC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O
CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1
CO\N=C1/CN(CC1CN)c1nc2n(cc(C(O)=O)c(=O)c2cc1F)C1CC1
CCn1cc(C(O)=O)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c12
C1(C=2C=CC(=CC2N(C=C1C(=O)O)CC)C3=CC=NC=C3)=O
C1(C=2C=CC(=C(C2N(C=C1C(=O)O)C3CC3)OC(F)F)C4=CC5=C(C=C4)[C@H](NC5)C)=O
CCn1cc(C(O)=O)c(=O)c2cc3OCOc3cc12
CCn1cc(C(O)=O)c(=O)c2cc(F)c(nc12)N1CCNCC1
OC(=O)C1=CN(C2CC2)C2=CC(N3CCN(CC3)S(O)(=O)=O)=C(F)C=C2C1=O
CC1CCc2c(N3CCC(O)CC3)c(F)cc3c2n1cc(C(O)=O)c3=O
CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCCC3)C(O)=O
CC1N2C=3C(C(C(=C2S1)C(O)=O)=O)=CC(=C(C3)N4CCN(CC4)CC5=C(C)OC(O5)=O)F
CN[C@@H]1CCCN(C1)c1c(F)cc2c(c1OC)n(cc(C(O)=O)c2=O)C1CC1
C[C@@H]1CCc2c(N3CCC(O)CC3)c(F)cc3c2n1cc(C(O)=O)c3=O
C[C@H]1CCc2c(N3CCC(O)CC3)c(F)cc3c2n1cc(C(O)=O)c3=O
N[C@@H]1CN(CC11CC1)c1c(F)cc2c(c1Cl)n(cc(C(O)=O)c2=O)[C@@H]1C[C@@H]1F
C12=C(C(C(C(O)=O)=CN1C3=CC=C(C=C3)F)=O)C=C(F)C(=C2)N4CCN(CC4)C
C[C@@H]1COC2=C(N3CCN(C)CC3)C(F)=CC3=C2N1C=C(C(O)=O)C3=O
CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCN(C)CC1
COc1c(N2CCNC(C)C2)c(F)cc2c1n(cc(C(O)=O)c2=O)C1CC1
COc1c(N2CCN[C@H](C)C2)c(F)cc2c1n(cc(C(O)=O)c2=O)C1CC1
COc1c(N2CCN[C@@H](C)C2)c(F)cc2c1n(cc(C(O)=O)c2=O)C1CC1
CC1CN(CCN1)c1cc2n(cc(C(O)=O)c(=O)c2c(C)c1F)C1CC1
C[C@H]1COC2=C(N3CCN(C)CC3)C(F)=CC3=C2N1C=C(C(O)=O)C3=O
[H][C@@]12CCCN[C@]1([H])CN(C2)c1c(F)cc2c(c1OC)n(cc(C(O)=O)c2=O)C1CC1
CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCNCC1
NC1CCN(C1)c1nc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
N[C@H]1CCN(C1)c1nc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
N[C@@H]1CCN(C1)c1nc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
C[C@@H]1CN(CCN1)c1cc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
C[C@H]1CN(CCN1)c1cc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
CC1CN(CCN1)c1cc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
CC1CCc2cc(F)cc3c2n1cc(C(O)=O)c3=O
C[C@H]1CCc2cc(F)cc3c2n1cc(C(O)=O)c3=O
C[C@@H]1CCc2cc(F)cc3c2n1cc(C(O)=O)c3=O
CN1CCN(CC1)c1c(F)cc2c3c1SCCn3cc(C(O)=O)c2=O
C[C@H]1CN(C[C@@H](C)N1)c1c(F)c(N)c2c(c1F)n(cc(C(O)=O)c2=O)C1CC1
N[C@H]1[C@@H]2CN(C[C@H]12)c1nc2n(cc(C(O)=O)c(=O)c2cc1F)-c1ccc(F)cc1F
imidazole antifungal agent (CHEBI:86420)
Definition: A compound that has significant antifungal properties whose structure contains an imidazole moiety.
Example SMILES structures:
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2
CC(C)NC(=O)N1CC(=O)N(C1=O)c1cc(Cl)cc(Cl)c1
C(\C#N)(=C/1\SC(CS1)C2=C(C=CC=C2)Cl)/N3C=CN=C3
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2.Cl
C=1(C=CC(=CC1Cl)Cl)\C(\OCCOC2=CC=C(C=C2)Cl)=C(\N3C=CN=C3)/C.[N+](O)(=O)[O-]
Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccccc1C(c1ccccc1)(c1ccccc1)n1ccnc1
Clc1cccc(COc2ccccc2C(=C)n2ccnc2)c1
CCCCC(Cn1ccnc1)(C#N)c1ccccc1
O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCC=C)c(Cl)c1
Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
O[N+]([O-])=O.Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
CCCOC\C(=N/c1ccc(Cl)cc1C(F)(F)F)n1ccnc1
CN(C)S(=O)(=O)n1c(nc(Cl)c1-c1ccc(C)cc1)C#N
CC(O)=O.CCCCCCCCCCCCCCCCCC1=NCCN1
Fc1ccc(cc1)C(c1ccccc1)(c1ccccc1F)n1ccnc1
CSC1=N[C@](C)(C(=O)N1Nc1ccccc1)c1ccccc1
[O-][n+]1nc(nc2ccc(Cl)cc12)-n1ccnc1
O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCc2ccc(Sc3ccccc3)cc2)c(Cl)c1
Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
O[N+]([O-])=O.Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n1ccnc1
[N+](=O)([O-])O.C1(=CC=C(C=C1)CSC(CN2C=NC=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
2-nitrophenols (CHEBI:86421)
Definition: A mononitrophenol that is 2-nitrophenol and its derivatives resulting from substitution of one or more of the hydrogens attached to the benzene ring by a non-nitro group.
Example SMILES structures:
Oc1ccccc1[N+]([O-])=O
C=1C([As](O)O)=CC([N+](=O)[O-])=C(C1)[O-]
C=1C(=O)C=C(C([O-])C1)[N+]([O-])=O
Oc1ccc(cc1[N+]([O-])=O)[As](O)(O)=O
N[C@@H](Cc1ccc(O)c(c1)[N+]([O-])=O)C(O)=O
OC(=O)CCCCCNC(=O)Cc1ccc(O)c(c1)[N+]([O-])=O
CCN(CC)C(=O)C(\C#N)=C\c1cc(O)c(O)c(c1)[N+]([O-])=O
CCOc1cc(cc(c1O)[N+]([O-])=O)\C=C(/C#N)C(=O)N(CC)CC
CCN(CC)C(=O)C(\C#N)=C\c1cc(OC)c(O)c(c1)[N+]([O-])=O
[H]C(=O)c1cc(OC)c(O)c(c1)[N+]([O-])=O
OC(=O)CCCCCNC(=O)c1ccc(O)c(c1)[N+]([O-])=O
OC(=O)CCCCCNC(=O)c1cc(I)c(O)c(c1)[N+]([O-])=O
OC(=O)Cc1cc(I)c(O)c(c1)[N+]([O-])=O
Oc1ccc(CC(=O)ON2C(=O)CCC2=O)cc1[N+]([O-])=O
Oc1c(I)cc(CC(=O)ON2C(=O)CCC2=O)cc1[N+]([O-])=O
OC(=O)CNC(=O)CNC(=O)CCNC(=O)Cc1cc(I)c(O)c(c1)[N+]([O-])=O
Oc1ccc(CC(=O)N=[N+]=[N-])cc1[N+]([O-])=O
C(=O)(O)CC1=CC(=C(C(=C1)Br)O)[N+]([O-])=O
Oc1c(Br)cc(CC(=O)N=[N+]=[N-])cc1[N+]([O-])=O
OC(=O)CCCCCNC(=O)Cc1cc(Br)c(O)c(c1)[N+]([O-])=O
Cc1ccc(cc1)C(=O)c1cc(O)c(O)c(c1)[N+]([O-])=O
NCCc1ccc(O)c(c1)[N+]([O-])=O
[H]C(=O)Cc1ccc(O)c(c1)[N+]([O-])=O
Nc1ccc(O)c(c1)[N+]([O-])=O
NC(Cc1ccc(O)c(c1)[N+]([O-])=O)C(O)=O
N[C@H](Cc1ccc(O)c(c1)[N+]([O-])=O)C(O)=O
amide antifungal agent (CHEBI:87012)
Definition: A compound that has significant antifungal properties whose structure contains an amide moiety.
Example SMILES structures:
O1C(=C(C(=C1C)C(=O)NC2=CC=CC=C2)C)C
C=1(C=C(C=NC1CNC(C=2C(=C(C(=C(C2F)F)OC)F)F)=O)C(F)(F)F)Cl
Oc1ccccc1C(=O)Nc1ccccc1
CC1=C(SCCO1)C(=O)NC1=CC=CC=C1
CCC1(C(C)C1(Cl)Cl)C(=O)NC(C)c1ccc(Cl)cc1
CC[C@]1([C@@H](C)C1(Cl)Cl)C(=O)N[C@H](C)c1ccc(Cl)cc1
COCC(=O)N([C@H](C)C(=O)OC)c1c(C)cccc1C
CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)c1ccccc1
CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)c1ccc(C)cc1
CC1=C(C(=O)Nc2ccccc2)S(=O)(=O)CCO1
CC(C)OC(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)c1nc2ccc(F)cc2s1
FC(F)(F)c1cnc(CNC(=O)c2c(Cl)cccc2Cl)c(Cl)c1
CC(C)Oc1cccc(NC(=O)c2ccccc2C(F)(F)F)c1
Cc1nc(c(s1)C(=O)Nc1c(Br)cc(OC(F)(F)F)cc1Br)C(F)(F)F
Fc1ccc(c(\C(NC(=O)Cc2ccccc2)=N\OCC2CC2)c1F)C(F)(F)F
C[C@@H](NC(=O)C(C#N)C(C)(C)C)c1ccc(Cl)cc1Cl
[O-][N+](=O)c1ccc(NS(=O)(=O)c2ccc(Cl)c(c2)C(F)(F)F)c(Cl)c1
Clc1ccc(cc1)-c1ccccc1NC(=O)c1cccnc1Cl
CC(C)Oc1cccc(NC(=O)c2ccccc2C)c1
Cc1nnsc1C(=O)Nc1ccc(C)c(Cl)c1
CNC(=O)C(=N\OC)\c1ccccc1Oc1ccccc1
CNC(=O)C(=N\OC)\c1ccccc1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC
CN(C)S(=O)(=O)n1c(nc(Cl)c1-c1ccc(C)cc1)C#N
CN(C)S(=O)(=O)n1cnc(n1)S(=O)(=O)n1c(C)c(Br)c2ccc(F)cc12
CC1(CCCCC1)C(=O)Nc1ccc(O)c(Cl)c1Cl
COCC(=O)N(N1CCOC1=O)c1c(C)cccc1C
Cc1occc1C(=O)Nc1ccccc1
CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(C)c1ccc(C)cc1
Ic1ccccc1C(=O)Nc1ccccc1
Clc1ccc(NC(NC=O)C(Cl)(Cl)Cl)cc1Cl
CON(C1CCCCC1)C(=O)c1cc(C)oc1C
Cc1ccccc1C(=O)Nc1ccccc1
CC1=C(CCCO1)C(=O)Nc1ccccc1
CCCCOC(NC(=O)c1ccccc1O)C(Cl)(Cl)Cl
Cc1nc(C)c(s1)C(=O)Nc1ccccc1
COC(=O)[C@@H](C)N(C(=O)Cc1ccccc1)c1c(C)cccc1C
CC(C)Oc1ccc(C(=O)C(C)(C)NC(=O)c2sccc2C)c(C)c1
FC(F)(F)c1cnc(CCNC(=O)c2ccccc2C(F)(F)F)c(Cl)c1
Cn1cc(C(=O)Nc2ccc(F)cc2-c2ccc(Cl)c(Cl)c2)c(n1)C(F)F
Cn1cc(C(=O)Nc2ccccc2-c2cc(F)c(F)c(F)c2)c(n1)C(F)F
CNC(=O)C(=N\OC)\c1ccccc1COc1cc(C)ccc1C
CNC(=O)C(=N\OC)\c1ccccc1CO\N=C(/C)\C=C\c1c(Cl)cccc1Cl
OC(=O)c1c(Cl)c(Cl)c(Cl)c(Cl)c1C(=O)Nc1cccc(Cl)c1Cl
Cc1sc(c(C(=O)NCC=C)c1C)[Si](C)(C)C
CC(C)[C@H](NC(O)=O)C(=O)N[C@H](C)c1nc2ccc(F)cc2s1
COC(=O)CC(NC(=O)[C@@H](NC(=O)OC(C)C)C(C)C)c1ccc(Cl)cc1
Clc1nsc(C(=O)Nc2ccccc2C#N)c1Cl
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n1ccnc1
ClC(Cl)(Cl)C(NC=O)N1CCN(CC1)C(NC=O)C(Cl)(Cl)Cl
conazole antifungal drug (CHEBI:87071)
Definition: Any conazole antifungal agent that has been used for the treatment of fungal infections in animals or humans.
Example SMILES structures:
C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2
OP(O)(=O)OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
C(\C#N)(=C/1\SC(CS1)C2=C(C=CC=C2)Cl)/N3C=CN=C3
C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2.Cl
C=1(C=CC(=CC1Cl)Cl)\C(\OCCOC2=CC=C(C=C2)Cl)=C(\N3C=CN=C3)/C.[N+](O)(=O)[O-]
Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccccc1C(c1ccccc1)(c1ccccc1)n1ccnc1
Clc1cccc(COc2ccccc2C(=C)n2ccnc2)c1
OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
O[N+]([O-])=O.Clc1ccc(CC[C@@H](Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1
CCC(C)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@H]3CO[C@@](Cn4cncn4)(O3)c3ccc(Cl)cc3Cl)cc2)c1=O
CC[C@@H]([C@H](C)O)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@@H]3CO[C@](Cn4cncn4)(C3)c3ccc(F)cc3F)cc2)c1=O
Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
O[N+]([O-])=O.Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
C[C@@H](N1CCC(=C)CC1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCc2ccc(Sc3ccccc3)cc2)c(Cl)c1
Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
O[N+]([O-])=O.Clc1ccc([C@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1
OS([O-])(=O)=O.CNCC(=O)OCc1cccnc1N(C)C(=O)OC(C)[n+]1cnn(C[C@@](O)([C@@H](C)c2nc(cs2)-c2ccc(cc2)C#N)c2cc(F)ccc2F)c1
C[C@@H](c1nc(cs1)-c1ccc(cc1)C#N)[C@](O)(Cn1cncn1)c1cc(F)ccc1F
[N+](=O)([O-])O.C1(=CC=C(C=C1)CSC(CN2C=NC=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
hexanoate ester (CHEBI:87656)
Definition: Any fatty acid ester where the carboxylic acid component is hexanoic (also known as caproic) acid.
Example SMILES structures:
P(OC[C@@H](COC(CCCCC)=O)OC(CCCCC)=O)(=O)(O)O
CCCCCCOC(=O)CCCCC
CCC(COC(CCCCC)=O)C
[C@H](OC(CCCCC)=O)(C[N+](C([2H])([2H])[2H])(C)C)CC(=O)[O-]
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)COC(=O)CCCCC
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@H]1O[C@H](COC(=O)CCCCC)[C@H](O)[C@H](O)[C@H]1O)[C@H](C)CCCC(C)C
[H][C@@]1(CO[C@@H](O[C@@]2([H])CC[C@@]3(C)[C@@]([H])(CC[C@]4(C)[C@]3([H])CC[C@@]35O[C@@H](O)[C@]6([C@H](O)C[C@@]43C)[C@H](CC(C)(C)C[C@@]56[H])OC(=O)CCCCC)C2(C)C)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@]1([H])OC[C@@H](O)[C@H](O)[C@H]1O
CCCCCC(=O)OC1C(C)C(C)C\C(=C\C(=O)OC)C2(COc3c4OCOc4cc1c23)C(=O)C(=O)OC
[H][C@@]12OC(=O)[C@]3(C)O[C@]13[C@@H](OC(C)=O)[C@@]1([H])[C@](C)(O)[C@H](OC(C)=O)C=C[C@]1(C)[C@@H](O)C[C@@H](OC(=O)CCCCC)\C(C)=C/2
[H][C@]1(O[C@@H](C)[C@H](OC(=O)CCCCC)[C@@H](OC(=O)\C=C\c2ccccc2)[C@H]1O)O[C@H]1[C@H](C)O[C@@]([H])(O[C@H]2[C@H](C)O[C@@]3([H])O[C@@H]4[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]4O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@@H]3[C@@H]2O)[C@H](OC(=O)CCCCCCCCC)[C@@H]1O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@H](O)[C@@H](O[C@@H]3O[C@@H](C)[C@H](O[C@@H]4O[C@@H](C)[C@H](OC(=O)[C@@H](C)CC)[C@@H](OC(=O)\C=C\c5ccccc5)[C@H]4O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@H]3OC(=O)CCCCC)[C@H](C)O[C@H]2O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]2O1
C(OC(CCCCC)=O)(C[N+](C)(C)C)CC(=O)[O-]
CCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCC
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC
CCCCCC(=O)OC
CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC
CCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCC
CCCCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CC[C@H](O)C(C)C
CCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C
CCCCCC(=O)OC[C@@H](O)COP(O)(O)=O
[C@H](OC(CCCCC)=O)(C[N+](C)(C)C)CC(=O)[O-]
CCCCCC(=O)OCC
CCCCCC(=O)OCCC
CCCCCC(=O)OCC(C)C
CCCCCC(=O)OCCC(C)C
CCCCCC(=O)OCCCC
octanoate ester (CHEBI:87657)
Definition: Any fatty acid ester in which the carboxylic acid component is octanoic acid (caprylic acid).
Example SMILES structures:
C1(C)(C)C(\C=C\C(=C\C=C\C(=C\COC(CCCCCCC)=O)\C)\C)=C(C)CCC1
CCCCCCCC(=O)OCCCCC
CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
[C@H](OC(CCCCCCC)=O)(C[N+](C([2H])([2H])[2H])(C)C)CC(=O)[O-]
[C@@H]1(O[C@@]2(CO)[C@@H](O)[C@H](O)[C@H](O2)CO)[C@H](O)[C@@H](O)[C@H](O)[C@H](O1)COC(CCCCCCC)=O
[C@H]1([C@H]([C@@H]([C@H]([C@@H]([C@@H]1O)OP(OC[C@H](COC(CCCCCCC)=O)OC(CCCCCCC)=O)(=O)O)O)OP(=O)(O)O)OP(O)(=O)O)O
CCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)C[C@H](C)\C=C(/C)C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2OS(O)(=O)=O)[C@@H]1OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCC
CCCCCCCC(=O)O[C@H]1[C@H](O[C@H]2[C@H](C)O[C@H]3O[C@@H]4[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]4O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@H]2[C@H]3O)O[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@H](OC(=O)[C@@H](C)CC)[C@@H](OC(=O)\C=C\c3ccccc3)[C@H]2O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
CCCCCCCC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
CCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC
CCCCCCCC\C=C/CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCC
CCCCCCCC(=O)Oc1c[nH]c2ccc(Br)c(Cl)c12
CCCCCCCC(=O)OCC(COC(=O)CCCCCCC)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC
OC[C@](COC(CCCCCCC)=O)(OC(=O)CCCCCCC)[H]
CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCC)OC(C)=O
CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(O)=O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]1[C@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
CCCCCCCC(=O)OCC(O)CO
CCCCCCCC(=O)OC[C@@H](O)CO
CCCCCCCC(=O)OC[C@H](O)CO
CCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC
[C@@H]1([C@@H]([C@@H]([C@@H]([C@H]([C@@H]1O)OP(O)(=O)O)O)O)OP(OC[C@@H](COC(=O)CCCCCCC)OC(=O)CCCCCCC)(=O)O)O
CCCCCCCC(=O)O[C@@H](CC([O-])=O)C[N+](C)(C)C
CCCCCCCC(=O)OCCC
CCCCCCCC(=O)OCCCC
CCCCCCCC(=O)OCC
CCCCCCCC(=O)OC
CCCCCCCC(=O)OCCCCCC
O(C(CCCCCCC)=O)C=1C=C2C=CC=CC2=CC1