MonarchInit/C3PO huggingface dataset:
tryptophan derivative (CHEBI:27164)
Definition: An amino acid derivative resulting from reaction of tryptophan  at the amino group or the carboxy group, or from the replacement of any hydrogen of tryptophan  by a heteroatom. The definition normally excludes peptides containing tryptophan residues.
Example SMILES structures:
CC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC(=O)[C@@H](N)CC4=CNC5=C4C=CC=C5)[C@H]3O
C1(=CNC2=C1C=C(C=C2)Br)CC(C(O)=O)N
C(C(NO)=O)[C@H](C(N[C@H](C(NC)=O)CC=1C=2C(NC1)=CC=CC2)=O)CC(C)C
C1(=CNC2=C1C=CC=C2)C[C@H](C(=O)N\N=C\C=3C=CC4=C(C3)N=CC=N4)N
C1(=CN(C2=C1C=CC=C2)N=O)C[C@@H](C(=O)O)N
C1(=CNC2=C1C=C(C=C2)Cl)C[C@@H](C(=O)O)N
C1(=CNC2=C1C=CC(=C2)Cl)C[C@@H](C(=O)O)N
C1(=CNC2=C1C=CC(=C2Cl)Cl)C[C@@H](C(=O)O)N
C1(=CNC2=C1C=CC(=C2)Cl)C[C@H](C(=O)O)N
C1(=CNC2=C1C=CC(=C2)Cl)CC(C(=O)O)N
C=12C=CC=CC1NC=C2CC(NC(CC(=O)O)=O)C(O)=O
C1(=CNC2=C1C=CC=C2)C([C@@H](C(=O)O)N)O
C=1NC=2C=CC=CC2C1C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)[O-]
C1(=CNC2=C1C=CC=C2)C[C@@H](C(=O)O)NC
OC(=O)CC(=O)N[C@H](Cc1c[nH]c2ccccc12)C(O)=O
N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O
CC(=O)N[C@H](Cc1c[nH]c2ccccc12)C(O)=O
CCC1=C(NC(=O)CSC(=O)NNC(=O)[C@H](CC2=CNC3=C2C=CC=C3)NC(=O)OC(C)(C)C)C=CC=C1
CC(C)=CCc1cccc2[nH]cc(C[C@H](N)C(O)=O)c12
N[C@H](C(=O)O)CC=1C2=C(NC1)C=CC(=C2)O
O1[C@@H]([C@H]([C@H]([C@@H]([C@H]1CO)O)O)O)C2=C(C3=C(N2)C=CC=C3)C[C@@H](C(=O)O)N
C[C@](CC1=CNC2=CC=CC=C12)(C(=O)O)N
NC(Cc1c[nH]c2ccc(O)cc12)C(O)=O
N[C@@H](Cc1c[nH]c2cccc(O)c12)C(O)=O
N[C@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O
N[C@@H](Cc1c[nH]c2cc(Br)ccc12)C(O)=O
N[C@@H](Cc1c[nH]c2c(Cl)cccc12)C(O)=O
ON[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
ON(O)[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
N[C@@H](Cc1c[nH]c2c(O)cccc12)C(O)=O
Cc1ccc2[nH]cc(CC(N)C(O)=O)c2c1
Cc1ccc2[nH]cc(C[C@@H](N)C(O)=O)c2c1
Cc1ccc2[nH]cc(C[C@H](N)C(O)=O)c2c1
NC(Cc1c[nH]c2c(Cl)cccc12)C(O)=O
N[C@H](Cc1c[nH]c2c(Cl)cccc12)C(O)=O
C1(=CNC2=C1C=CC=C2)C[C@@H](C(=O)[O-])[N+](C)(C)C
CC(C)=CCc1cccc2c(C[C@H](N)C(O)=O)c[nH]c12
CN[C@@H](Cc1c[nH]c2cccc(CC=C(C)C)c12)C(O)=O
NC(Cc1c(O)[nH]c2ccccc12)C(O)=O
NC(Cc1c[nH]c2cccc(O)c12)C(O)=O
NC(Cc1c[nH]c2c(O)cccc12)C(O)=O
CC(=O)NC(Cc1c[nH]c2ccccc12)C(O)=O
Cn1cc(CC(N)C(O)=O)c2ccccc12
N[C@@H](CSC1=CC(=O)C(=O)c2[nH]cc(C[C@H](N)C(O)=O)c12)C(O)=O
COc1ccc2[nH]cc(C[C@H](N)C(O)=O)c2c1
CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
N[C@@H](Cc1c(O)[nH]c2ccccc12)C(O)=O
N[C@@H](Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2ccccc12)C(O)=O
NC(Cc1c[nH]c2ccc(F)cc12)C(O)=O
Cc1[nH]c2ccccc2c1C[C@H](N)C(O)=O
C1(=CNC2=C1C=CC=C2)C[C@@H](C(=O)NC=3C=CC4=C(C3)C=CC=C4)N
C1(=CNC2=C1C=CC=C2)CC(C(=O)O)=N
L-tyrosine derivative (CHEBI:27177)
Definition: A proteinogenic amino acid derivative resulting from reaction of L-tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tyrosine by a heteroatom.
Example SMILES structures:
ON(O)[C@@H](Cc1ccc(O)cc1)C(O)=O
C([C@H](CC1=CC=C(C=C1)O)[N+](C)(C)C)([O-])=O
O(C1=C(C(=C(C[C@H](N)C(O)=O)C=C1)C)C)C
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](OC(=O)[C@@H](N)CC=4C=CC(=CC4)O)[C@H]3O
O([C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)C2=CC=C(C[C@H](N)C(O)=O)C=C2
C1=C(O)C(=CC(C[C@](C(=O)O)(C)N)=C1)OC
C=1(C=CC(O)=CC1)C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)[O-]
N[C@@H](Cc1ccc(O)c(O)c1)C(O)=O
N[C@@H](Cc1cc(I)c(O)c(I)c1)C(O)=O
C=1(C[C@@H](C(OC)=O)N)C=CC(O)=CC1
COC(=O)[C@@H](N)Cc1ccc(OS(O)(=O)=O)cc1
N[C@@H](CC1=CC=C(OP(O)(O)=O)C(O)=C1)C(O)=O
C[C@@](CC1=CC=C(OP(O)(O)=O)C(O)=C1)(NN)C(O)=O
COC1=CC=C(C[C@H](N)C(O)=O)C=C1O
CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC1=CC=C(C[C@H](N)C(O)=O)C=C1
N[C@@H](Cc1cncn1[C@@H]([C@H](N)C(O)=O)c1ccc(O)cc1)C(O)=O
N[C@@H](Cc1ccc(O)cc1)C(N)=O
C([C@H](CC1=CC=C(C=C1)O)NC(C)=O)(=O)O
CN(C)P(=O)(OC1=CC=C(C[C@H](N)C(O)=O)C=C1)N(C)C
COC1=CC=C(C[C@H](N)C(O)=O)C=C1OC
CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O
IC1=CC(C[C@@H](C(O)=O)N)=CC=C1O
N[C@@H](Cc1cc(Cl)c(O)c(Cl)c1)C(O)=O
C=1C=C(C[C@@H](C(=O)O)NO)C=CC1O
N[C@@H](Cc1cc(c(O)c(c1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O
N[C@@H](Cc1cc(Br)c(O)c(Br)c1)C(O)=O
CCOC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O
N[C@@H]([C@H](O)c1ccc(O)c(O)c1)C(O)=O
N[C@@H](Cc1ccc(OP(O)(O)=O)cc1)C(O)=O
N[C@@H](Cc1cc(\N=C\Cc2ccccc2)c(O)cc1O)C(O)=O
N[C@@H](Cc1ccc(O)c(c1)[N+]([O-])=O)C(O)=O
O=C(O)[C@@H](N)CC=1C=CC(=CC1)OS(O)(=O)=O
N[C@@H](Cc1ccc(O)c(F)c1)C(O)=O
[H]C(=O)N[C@@H](Cc1ccc(O)cc1)C(O)=O
N[C@@H](Cc1ccc(O)c(Br)c1)C(O)=O
N[C@@H](Cc1ccc(O)c(Cl)c1)C(O)=O
CC(=O)N[C@@H](Cc1cc(Cl)c(O)c(Cl)c1)C(O)=O
N[C@@H](Cc1ccc(O)c(c1)\N=N\c1ccc(cc1)[As](O)(O)=O)C(O)=O
CC(=O)N[C@@H](Cc1ccc(O)c(c1)\N=N\c1ccc(cc1)[As](O)(O)=O)C(O)=O
NCCCCCCOP(O)(=O)O[C@@H]1[C@@H](COP(O)(=O)Oc2ccc(C[C@H](N)C(O)=O)cc2)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
C[C@](N)(Cc1ccc(O)c(O)c1)C(O)=O
C[C@](N)(Cc1ccc(O)cc1)C(O)=O
N[C@@H](CCCCNC1=CC(=O)C(=O)C=C1C[C@H](N)C(O)=O)C(O)=O
Cc1cc(C[C@H](N)C(O)=O)ccc1O
Cc1cc(C[C@H](N)C(O)=O)cc(O)c1O
CC(C)=CCOc1ccc(C[C@H](N)C(O)=O)cc1
O=C(O)[C@@H](N)CC=1C=C(C(=CC1)O)OC
N[C@@H](CSc1c(C[C@H](N)C(O)=O)ccc(O)c1O)C(O)=O
N[C@@H](CSc1cc(C[C@H](N)C(O)=O)c(SC[C@H](N)C(O)=O)c(O)c1O)C(O)=O
C1=C(C(=C(C=C1C[C@@H](C(O)=O)N)O)OC)C
C=1(C[C@@H](C(O)=O)NC(=O)C=2C=CC=CC2)C=CC(O)=CC1
C([C@H](CC1=CC=C(C=C1)O)NS(O)(=O)=O)(O)=O
O=C(NC=1C=CC2=C(C1)C=CC=C2)[C@@H](N)CC=3C=CC(=CC3)O
C=1(C[C@@H](C(OCC)=O)NC(=O)C=2C=CC=CC2)C=CC(O)=CC1
CCCCS(=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(O)=O
C=1(C[C@@H](C(OCC)=O)N)C=CC(O)=CC1
L-cysteine thioether (CHEBI:27532)
Definition: Any L-cysteine derivative obtained by conversion of the thiol group into a sulfide.
Example SMILES structures:
C(/C=C\CCCCC)[C@H](C/C=C/C=C/[C@H]([C@@H](O)CCCC(=O)O)SC[C@H](N)C(=O)O)O
C(/C=C\CCCCC(=O)[H])\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(=O)O)SC[C@H](N)C(=O)O
C(/C=C\CCCCC(=O)O)\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(=O)O)SC[C@H](N)C(=O)O
C=1C(=CC=CC1)C[C@H]2C(N[C@H](C(=O)N[C@@H]3C(N[C@H](C(NCC(N[C@H](C(=O)N[C@]4([H])[C@@H](SC[C@@H](C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](C(N[C@@H]5C(N[C@H](C(N[C@H](C(NCC(N6[C@H](C(N[C@H](C(N[C@@H](C(N2)=O)[C@@H](SC5)C)=O)CC=7C=CC=CC7)=O)CCC6)=O)=O)CC=8C=CC=CC8)=O)CNCCCC[C@H](NC4=O)C(=O)O)=O)=O)CSC3)=O)=O)CCCNC(N)=N)=O)N)C)CC(N)=O)=O)=O)[C@@H](O)C(=O)O)=O)C(C)C)=O
S(C(CC(O)=O)C(O)=O)C[C@H](N)C(O)=O
OC([C@H](CSCCNC(C)=O)N)=O
[C@H](CSCC)(C(O)=O)N
CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O
N[C@@H](CSCC(O)=O)C(O)=O
N[C@@H](CSc1ccc(Br)cc1)C(O)=O
C\C(CO)=C\CC\C(C)=C\CC\C(C)=C\CSC[C@H](N)C(O)=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CSC[C@H](N)C(O)=O
N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O
CC(C)(CCO)SC[C@H](N)C(O)=O
[C@H](CSC)(C(O)=O)N
[H]C(Cl)=C(Cl)SC[C@H](N)C(O)=O
N[C@@H](CS\C(Cl)=C/Cl)C(O)=O
N[C@@H](CS\C(Cl)=C\Cl)C(O)=O
CC(C)=CCSC[C@H](N)C(O)=O
NCCSC[C@H](N)C(O)=O
N[C@@H](CSCCB(O)O)C(O)=O
CCCCCCCCCCCCCCCC(=O)OCC(CSC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC
CC(C)=CCC\C(C)=C\CC\C(C)=C\CSC[C@H](N)C(O)=O
N[C@@H](CSC(C#N)c1c[nH]c2ccccc12)C(O)=O
N[C@@H](CSC1=CC(=O)C(=O)c2[nH]cc(C[C@H](N)C(O)=O)c12)C(O)=O
N[C@@H](CS[C@H](\C=C\C=C\C=C/CCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
[H]C(CC(O)=O)=C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O
[H][C@](N)(CS[C@H](\C=C\C=C\C=C/C\C=C/CCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
CCCCCCCC\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O
N[C@@H](CS[C@H](\C=C\C=C\C=C/CC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
N[C@@H](CS[C@H](\C=C\C=C\C=C/C=C/CC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
N[C@@H](CSCC=C)C(O)=O
N[C@@H](CSc1c(C[C@H](N)C(O)=O)ccc(O)c1O)C(O)=O
N[C@@H](CSc1cc(C[C@H](N)C(O)=O)c(SC[C@H](N)C(O)=O)c(O)c1O)C(O)=O
C[C@H](O)[C@@H](SC[C@H](N)C(O)=O)P(O)(O)=O
vitamin K (CHEBI:28384)
Definition: Any member of a group of fat-soluble 2-methyl-1,4-napthoquinones that exhibit biological activity against vitamin K deficiency. Vitamin K is required for the synthesis of prothrombin and certain other blood coagulation factors.
Example SMILES structures:
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O
O=C1C(C\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC/C=C(/CCC=C(C)C)\C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)=CC(=O)C=2C1=CC=CC2
O=C1C2=C(C(=O)C(=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(C)C)\C)\C)\C)\C)\C)\C)\C)C)C(=CC=C2)C
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(C)C)\C)\C)\C)\C)\C)C)C)\C)C)C=CC=C2
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(CCCC(C)C)C)\C)\C)\C)\C)C)C)\C)C)C=CC=C2
O=C1C2=C(C(=O)C(=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)C)C(=C(C)C=C2)C
Cl[C@]1(C(=O)C2=C(O)C=C(O)C=C2C([C@@]1(O)CC(=C(C)C)CC=C(CCC=C(C)C)C)=O)C
O=C1C2=C(C(=O)C(=C1CC=C(CCC=C(CCC=C(CCC=C(CCC=C(CCC=C(CCC=C(CCC=C(C)C)C)C)C)C)C)C)C)C)C=CC=C2
O=C1C2=C(O)C=C(O)C=C2C(=O)[C@]3(C1=C[C@H](O)C(C)(C)O3)CC=C(CCC(O)C(=C)C)C
Cl[C@@]1(C(=O)C2=C(O)C=C(O)C=C2C([C@]1(O)CC(=C(C)C)C[C@@H]3C(=CCCC3(C)C)C)=O)C
Cl[C@@]1(C(=O)C2=C(O)C=C(O)C=C2C([C@]1(O)CC(=C(C)C)C[C@H]3C(=CCCC3(C)C)C)=O)C
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CCC3C(=CCCC3(C)C)C)\C)\C)\C)C)C)\C)C)C=CC=C2
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)C)C)\C)C)C=CC=C2
Cl[C@]1(C(=O)C2=C(O)C(=C(O)C=C2C([C@@]1(O)C/C=C(/CC/C=C/C)\C)=O)C)CC=C(C)C
O=C1C2=C(C(=O)C(=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(C)C)\C)\C)\C)\C)\C)\C)\C)C)C(=C(C)C=C2)C
O=C1C2=C(C(=O)C(=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(C)C)\C)\C)\C)\C)\C)\C)\C)C)C=CC=C2
O=C1C2=C(C(=O)C(=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)C)C(=CC=C2)C
Cl[C@@]12C(=O)C3=C(O)C=C(O)C=C3C([C@@]1(OC(C)(C)[C@@H](C2)Cl)CC=C(CCC(=O)C(=C)C)C)=O
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)C)C)\C)C)C=CC=C2
Cl[C@]1(C(=O)C2=C(O)C=C(O)C=C2C([C@@]1(O)C/C=C(/CCC(O)C(=C)C)\C)=O)CC=C(C)C
O=C1C2=C(C(=O)C(=C1C/C=C(/CCCC(CCCC(CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCCC(CCC=C(C)C)C)\C)\C)\C)\C)C)C)\C)C)C=CC=C2
CC1=CC(=O)C2=C(C=CC=C2)C1=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
C1(=O)C(C)=C(C(=O)C2=CC=CC=C12)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:29017)
Definition: A 1-O-acylglycerophosphoethanolamine having (R)-configuration.
Example SMILES structures:
C(CN)OP(=O)(O)OC[C@H](O)COC(CCCCCCCCCCCCCCCCCCC)=O
C([C@@](COC(CCCCCCCCC/C=C\CCCCCC)=O)(O)[H])OP(=O)(O)OCCN
[C@](COC(=O)CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)(O)([H])COP(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCC/C=C\C/C=C\C/C=C\CC)(OCCN)(O)=O
P(OCC(O)COC(=O)CCCCCCCCCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCCCCCCCCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)(OCCN)(O)=O
P(OCC(O)COC(=O)CCCCCCCC=CCCCCCCCC)(OCC[NH3+])([O-])=O
P(OCC(O)COC(=O)CCCCCCCC=CCC=CCCCCC)(OCCN)(O)=O
P(OC([C@](O)(C(OC(=O)CCCCCCCCCCCCCCCC)([2H])[2H])[2H])([2H])[2H])(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCC/C=C\CCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCC/C=C\CCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCC/C=C\C/C=C\C/C=C\CCCCCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCC/C=C\C/C=C\CCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCC/C=C\C/C=C\C/C=C\C/C=C\CC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCCC/C=C\CCCCCCCCCC)(OCCN)(O)=O
P(OCC(O)COC(=O)CCCCCCCC/C=C\C/C=C\C/C=C\CCCCC)(OCCN)(O)=O
P(OC[C@H](O)COC(=O)CCCCCCCC1C(C1)CCCCCC)(OCC[NH3+])([O-])=O
P(OC[C@H](O)COC(=O)CCCCCCC/C=C/CCCCC)(OCCN)(O)=O
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
[H][C@@](O)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)COP(O)(=O)OCCN
[H][C@@](O)(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)COP(O)(=O)OCCN
[C@@H](COC(=O)CCCCCCCCCCCCCCC)(COP(OCCN)(=O)O)O
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
flavin (CHEBI:30527)
Definition: A derivative of the dimethylisoalloxazine (7,8-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione) skeleton, with a substituent on the 10 position.
Example SMILES structures:
C1=CC=C2C(=C1)C3=CC=CC=C3C4=C2N=C5C(=N4)NC(=O)NC5=O
C(N1C=2C(=NC3=C1C=C(C(=C3)C)N)C(NC(N2)=O)=O)[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)O
C(N1C=2C(=NC3=C1C=C(C(=C3)C)C(=O)[H])C(NC(N2)=O)=O)[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)O
C(N1C=2C(=NC3=C1C=C(C(=C3)C)C(=O)O)C(NC(N2)=O)=O)[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)O
Cc1cc2nc3c(nc(=O)[nH]c3=O)n(C[C@H](O)[C@H](O)[C@H]3COP(O)(=O)O3)c2cc1C
Cc1cc2Nc3c([nH]c(=O)[nH]c3=O)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)c2cc1C
Cc1cc2nc3c(nc(=O)[nH]c3=O)n(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c2cc1C
O(C(C(OC(=O)CCC)C(OC(=O)CCC)COC(=O)CCC)CN1C2=C(N=C3C1=NC(=O)NC3=O)C=C(C(=C2)C)C)C(=O)CCC
CC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=NC2=C1
Cc1cc2Nc3c([nH]c(=O)[nH]c3=O)N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C
C12=NC(NC(C1=NC=3C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)=CC(=C(C3)C)C)=O)=O
Cc1cc2Nc3c([nH]c(=O)[nH]c3=O)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c2cc1C
OC(CN1C2=C(N=C3C1=NC(=O)N(O)C3=O)C=C(C(=C2)C)C)C(O)C(O)CO
O(CCN1C2=C(N=C3C1=NC(=O)NC3=O)C=C(C(=C2)C)C)C(=O)C
O1[C@H](N2C3=NC4=C(N=C3C(=O)NC2=O)C=C(C(=C4)C)C)[C@H](O)[C@H](O)[C@H]1CO
O=C1N=C2N(C3=C(C=C(C)C(=C3)C)N=C2C(N1)=O)C[C@H](O)[C@H](O)[C@H](O)COC4OC(CO)C(C4O)O
O=C1N(C2=NC=3C(=CC(C)=C(C3)C)N=C2C(N1)=O)[C@@H]4O[C@H]([C@H](O)[C@H]([C@H]4O)O)C
O=C1N(C2=NC=3C(=CC(CO)=C(C3)C)N=C2C(N1)=O)C
Cc1cc2[N]c3c([nH]c(=O)[nH]c3=O)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c2cc1C
N1(C[C@@H]([C@@H]([C@H](OC(CCC)=O)COC(CCC)=O)OC(CCC)=O)OC(CCC)=O)C=2C=C(C)C(=CC2N=C3C1=NC(=O)NC3=O)C
Cc1cc2n(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c3nc(=O)[nH]c(=O)c3nc2c(O)c1C
Cc1cc2nc3c(nc(=O)[nH]c3=O)n(C)c2cc1C
Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c3[nH]c(=O)[nH]c(=O)c3N(c2cc1C)S(O)(=O)=O
Cc1cc2[N]c3c([nH]c(=O)[nH]c3=O)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)c2cc1C
[H]C(=O)n1c2cc(C)c(C)cc2nc2c1nc(=O)[nH]c2=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
Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C3=NC(=O)NC(=O)C3N3CCC(C)(C)c(c1C)c23
C=12N=C(NC(C1[N+]=3C=4C(N2C[C@@H]([C@@H]([C@@H](COP(O)(O)=O)O)O)O)=CC(=C(C4C(C)(CC3)C)C)C)=O)[O-]
Cc1cc2NC3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C
CC1=CC2=C(C=C1C=O)N(C3=NC(=O)NC(=O)C3=N2)C
CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@H]([C@H]([C@H](CO)O)O)O
N-acylsphinganine (CHEBI:31488)
Definition: A ceramide consisting of sphinganine in which one of the amino hydrogens is substituted by a fatty acyl group.
Example SMILES structures:
O([C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)COC(=O)CCC=2C=CC=CC2)O)O)O)C[C@@H]([C@@H](CCCCCCCCCCCCCCC)O)NC(CCCCCCCCCCCCCCCCCCCCCCCCC)=O
OC[C@@H]([C@@H](CCCCCCCCCCCCCCC)O)NC(CCCCCCCCCCC/C=C\CCCCCCCC)=O
[C@]([C@@](CCCCCCCCCCCCCCC)(O)[H])(NC(=O)CCCCCCCCCCCCCC)([H])CO
CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O)NC(=O)CCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COC1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](COC1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)NC(=O)CCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)C[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)C[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O
CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)C(O)CCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)C(O)CCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)[C@H](O)CCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)C(O)CCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCC
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCC\C=C/CCCCCCCC
secondary amine (CHEBI:32863)
Definition: A compound formally derived from ammonia by replacing two hydrogen atoms by hydrocarbyl groups.
Example SMILES structures:
CNC1=NNC(=S)S1
CNC1=NN=C(S1)C2=CC=NC=C2
C1CCC(CC1)CNC2=C(N=NC(=N2)C3=CC=CC=N3)C4=CC=CC=C4
CNC1=C(N=NC(=N1)C2=CC=CC=N2)C3=CC=CC=C3
CCCCCCCCNCCCCCCCC
CNCC(O)CO
C1=CC=C(C=C1)/C=C/C(CCO)NCC2=CC=CC=C2
C(NC1=CC=C(C=C1)C[C@@H]2CC[C@@H](N2)[C@@H](C3=CC=CC=C3)O)([C@H]4N5C(C=CN=C5CC4)=O)=O
CC(C)=CCC\C(\C)=C(\CC/C(/C)=C(\[H])/CN1C=2C=C(C=C(C2NC3=C(C=CC=C3O)C1=O)O)O)/[H]
C[C@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)NC(=O)[C@@H](CC3=CC=CC=C3)N
CNc1ccccc1
O1N=C(NCC2=CN=CC=C2)C=C1C
[H]N(C)C
S1C(NC#N)=NN=C1
C1CCNCC1
O=CCCNCCCCN
c1cc[nH]c1
O1CCNC=2N=CC=CC12
O=C1OC2=CC=C([C@H](O)CNC=3C=C1C=CC3O)C=C2
O=C1C(NCCC)=C(N)C1=O
CC(C)NCC(O)COc1ccc(COCCOC(C)C)cc1
Brc1c(NC2=NCCN2)ccc2nccnc12
S(CCNC1CCCCC1)(O)(=O)=O
CC(CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1
CC(C)NC[C@@H](O)COc1cccc2[nH]ccc12
CC(C)NC[C@H](O)COc1cccc2[nH]ccc12
COc1cc2c(Nc3ccc(Br)cc3F)ncnc2cc1OCC1CCN(C)CC1
Cc1cc(nnc1NCCN1CCOCC1)-c1ccccc1
[H]C(=O)CCCNCCCN
C(Cc1ccccc1)NCc1ccccc1
OCC(O)CNc1ccccc1
CNC1CCCCC1
CCCCNC
C=1(C(=CC=C(C1)CCN[C@@H](CCC=2C=CC(=CC2)O)C)O)O
C[C@@H](CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1
C#CCN[C@@H]1CCc2ccccc12
[H][C@@]12[C@]3(C)CCC[C@]1(C)c1cc4C(=O)C5=C(C(=O)c4cc1C(=O)[C@]2(O)OC3)S(=O)(=O)CCN5
CN[C@@H](C)Cc1ccccc1
CCCCCCCCCCCNCCCCCCCCCCC
O=NN1CCCCC1
CNCCC=C1c2ccccc2CCc2ccccc12
CC(C)NCC(O)COc1cccc2[nH]ccc12
NCCCNCCCN1CCCCCCCCCCCCCC1
CC(C)NCC(C)(C)N
CCC(C)NC
CC(C)NCCN
CC(C)NCC(O)COc1cccc2ccccc12
CCNCC
CC(C)NC[C@@H](O)COc1cccc2ccccc12
CC(C)(C)CCNC1=C(N=NC(=N1)C2=CC=CC=N2)C3=CC=CC=C3
alkene (CHEBI:32878)
Definition: An acyclic branched or unbranched hydrocarbon having one carbon-carbon double bond and the general formula CnH2n. Acyclic branched or unbranched hydrocarbons having more than one double bond are alkadienes, alkatrienes, etc.
Example SMILES structures:
C=CCCCCCC(CCC)C
C(CC)C(C)=C
C(CCC)(CC(C)=C)C
C(CCCC(CCCC(C=C)=C)C)(CCCC(C)C)C
CC=C
[H]C(CC)=C([H])CCCC
[H]C(C)=C([H])CCCCC
[H]C(CC)=C([H])CCCCCCCC
[H]C(C)=C([H])CCCCCCCCC
CCCCCCCCC\C=C/C
CC\C=C/CC
[H]C(CC)=C([H])CC
CC\C=C\CC
C=C
CCCCCCCCCCCC\C=C/CCCCCCCCC
CCCCCCCCCCCCCCC\C=C/CCCCCC
C(CCCCCCC)CCCCC/C=C\CCCCCCCC
C=CCCCCCCC1OC1
C=CCCCCCCC(CO)O
[H]C(CCCCCC)=C([H])CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCC\C=C\CCCCCC
CCCCC=C
CCCCCCCCCCCCCCCCC=C
CCCCCCCC\C=C/CCCCCCCC
[H]C(CCCCCCCC)=C([H])CCCCCCCC
CCCCCCCC\C=C\CCCCCCCC
CC(C)=C
CCCCCCCCCC\C=C\CCCCCC
CCCCCCCCCC\C=C/CCCCCC
CCCCCCC=C
CCC=C
[H]C(C)=C([H])C
[H]\C(C)=C(\[H])C
[H]\C(C)=C(/[H])C
[H]C(C)=C([H])CCCCCCCCCCCCCCC
CCCCCCCCCCCCCCCC=C
CCCCCCCCCCCCCCCCCC=C
CC(C)CCCCCCCCCCCCCCCC=C
CCC(C)CCCCCCCCCCCCCCC=C
CCCCCCCC=C
CCCCCCCCCC=C
CCCCCCCCCCCCC=C
CCCCCCCCCCCCCC=C
CCCCCCCCCCCCCCC=C
CC(C)C=C
CCC(C)=C
CC=C(C)C
CCCCCCCCCCCCCCCCCCCCCCCC=C
CCCCCCCCCCCCCCCCCCCCCCCCCCCC=C
CCC\C=C\CC(C)CCC
CCCCCCCCCCCCCCCCCCCCC=C
CC(C)CC(C)CC(C)CC=C
CCC(C)C\C=C\C(C)C
CCCCCC(C)CCC=C
CCCCCCCCC=C
CC(C)C(C)CC=C
CCC(CC)CC=C
CCCCCCCCCC\C=C\C
CCCCCCCC\C=C\CC
CCCCCCCC\C=C/CC
CCCCCCCCC\C=C\C
CCCCC\C=C/C
CCCCC\C=C\C
CCCCC(=C)CC
CCCC\C=C/CC
CCCC\C=C\CC
CCCCCCCCCCC=C
monoatomic entity (CHEBI:33238)
Definition: A monoatomic entity is a molecular entity consisting of a single atom.
Example SMILES structures:
[He+] [C+4] [O+6] [H+] [Br-] [I-] [Hg++] [F-] [Cl-] [Mg++] [Sc+3] [1H+] [Mn+4] [Hg+][Hg+] [Fe++] [Fe+3] [Mn++] [Cu++] [Cu+3] [Mn+3] [Na+] [Na-] [K+] [K-] [Zn++] [Ca++] [O-] [O] [2H+] [3H+] [H] [H-] [N-3] [1H-] [2H-] [3H-] [2H] [3H] [1H] [Cl] [S-] [N] [N+] [O--] [C-4] [C-] [C+] [S+] [Au-] [Cl+] [Li-] [Al+] [Al-] [B+] [B-] [B-3] [B+3] [Pb+4] [P] [4He++] [3He++] [He+] [F+] [Ni+] [At-] [In+] [Tl+3] [Sn++] [Sn+4] [Be++] [Be+] [Mo+5] [W+5] [W+4] [Ge++] [Ge+4] [Ge-4] [Si+] [Si+4] [Si-] [Ru+4] [Ru++] [Os++] [U+5] [U+6] [U++] [U+3] [U+4] [V+4] [V+5] [V++] [V+] [Cr++] [Cr+6] [Cr+5] [Cr+4] [Cr-] [I+] [H] [He++] [Pt+3] [P+] [P-3] [P-] [Rb-] [Fr+] [Fr-] [He] [Mg+] [Sr++] [Cs-] [Sr+] [Ba++] [Ba+] [Zn-] [Zn+] [Ce+4] [Gd++] [Gd+4] [La++] [Ca+] [Cd++] [Ce+3] [Co++] [Mo+4] [Co+3] [Ni+3] [Mo+6] [Ag+] [Al+3] [Ar] [Au+] [Au+3] [Cr+3] [Cs+] [Cu+] [Eu++] [Eu+3] [Gd+3] [Ho+3] [In+3] [Kr] [La+3] [Ir+3] [Li+] [Lu+3] [Ni++] [Os+4] [Pb++] [Os+3] [Pt++] [Pt+4] [Rb+] [Ru+3] [Sb+3] [Sm+3] [Tb+3] [Tl+] [V+3] [W+6] [Xe] [Y+3] [Y++] [Yb+3] [Kr+] [Xe+] [Ar+] [Ne] [Ne+] [Rn] [Rn+] [Hg+][Hg][Hg+] [Hg+][Hg][Hg][Hg+] [129Xe] [Se++] [Ga+3] [Co+] [Bi+3]
atom (CHEBI:33250)
Definition: A chemical entity constituting the smallest component of an element having the chemical properties of the element.
Example SMILES structures:
[Ar] [43Ca] [98Mo] [88Sr] [85Rb] [82Se] [66Zn] [60Ni] [59Co] [55Mn] [75As] [Fe] [Mn] [Fl] [Nh] [Mc] [Lv] [Ts] [C] [135Cs] [137Cs] [Br] [Cd] [Ca] [Cl] [F] [I] [Pb] [Mg] [Hg] [O] [K] [Na] [S] [Sn] [U] [Zn] [B] [As] [Se] [Si] [C] [Co] [V] [W] [Cr] [Ni] [P] [Mo] [Cu] [Al] [1H] [2H] [3H] [Au] [Li] [He] [3He] [4He] [At] [In] [Tl] [Ge] [Te] [Be] [Ag] [Sb] [Cs] [Ru] [Os] [Ba] [Eu] [Bi] [Ne] [Po] [Rn] [Rb] [Fr] [Sr] [Ra] [Sc] [Y] [La] [Ac] [Ti] [Zr] [Hf] [Nb] [Rf] [Ta] [Db] [Sg] [Tc] [Bh] [Hs] [Rh] [Mt] [Pd] [Pt] [Ds] [Rg] [Ce] [99Tc] [Nd] [Pm] [Sm] [Gd] [Tb] [Dy] [Er] [Tm] [Yb] [Lu] [Th] [Pa] [Np] [Pu] [Am] [Cm] [Bk] [Cf] [Es] [Fm] [Md] [No] [Lr] [220Rn] [222Rn] [219Rn] [Cn] [18O] [16O] [17O] [14C] [13C] [11C] [10C] [12C] [15O] [19O] [18F] [19F] [6He] [8He] [210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po] [203Tl] [205Tl] [201Tl] [199Tl] [27Al] [26Al] [28Al] [31P] [32P] [33P] [29Si] [28Si] [30Si] [31Si] [32Si] [32S] [33S] [34S] [36S] [35S] [37S] [38S] [Ar] [Ga] [H] [Ho] [Ir] [Kr] [Pr] [Re] [Xe] [51Cr] [119Sn] [120Sn] [118Sn] [116Sn] [117Sn] [115Sn] [11B] [125Te] [129Xe] [77Se] [7Li] [87Rb] [93Nb] [183W] [111Cd] [113Cd] [6Li] [89Y] [57Fe] [121Sb] [123Sb] [139La] [127I] [39K] [95Mo] [23Na] [45Sc] [129I] [151Eu] [79Br] [73Ge] [25Mg] [10B] [65Zn]
chalcogen (CHEBI:33303)
Definition: Any p-block element belonging to the group 16 family of the periodic table.
Example SMILES structures:
[82Se] [Lv] [O] [S] [Se] [Te] [Po] [18O] [16O] [17O] [15O] [19O] [210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po] [32S] [33S] [34S] [36S] [35S] [37S] [38S] [125Te] [77Se]
polonium atom (CHEBI:33313)
Definition: A radioactive metallic element discovered in 1898 by Marie Sklodowska Curie and named after her home country, Poland (Latin Polonia).
Example SMILES structures:
[210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po]
main group element atom (CHEBI:33318)
Definition: An atom belonging to one of the main groups (found in the s- and p- blocks) of the periodic table.
Example SMILES structures:
[Ar] [43Ca] [88Sr] [85Rb] [82Se] [75As] [Fl] [Nh] [Mc] [Lv] [Ts] [C] [135Cs] [137Cs] [Br] [Ca] [Cl] [F] [I] [Pb] [Mg] [O] [K] [Na] [S] [Sn] [B] [As] [Se] [Si] [C] [P] [Al] [Li] [He] [3He] [4He] [At] [In] [Tl] [Ge] [Te] [Be] [Sb] [Cs] [Ba] [Bi] [Ne] [Po] [Rn] [Rb] [Fr] [Sr] [Ra] [220Rn] [222Rn] [219Rn] [18O] [16O] [17O] [14C] [13C] [11C] [10C] [12C] [15O] [19O] [18F] [19F] [6He] [8He] [210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po] [203Tl] [205Tl] [201Tl] [199Tl] [27Al] [26Al] [28Al] [31P] [32P] [33P] [29Si] [28Si] [30Si] [31Si] [32Si] [32S] [33S] [34S] [36S] [35S] [37S] [38S] [Ar] [Ga] [Kr] [Xe] [119Sn] [120Sn] [118Sn] [116Sn] [117Sn] [115Sn] [11B] [125Te] [129Xe] [77Se] [7Li] [87Rb] [6Li] [121Sb] [123Sb] [127I] [39K] [23Na] [129I] [79Br] [73Ge] [25Mg] [10B]
hydracid (CHEBI:33405)
Definition: A hydracid is a compound which contains hydrogen that is not bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons).
Example SMILES structures:
[H]S[H]
Cl[H]
C#N
C[H]
N=C=S
SC#N
N=C=O
F[H]
S[N+]#[C-]
S=N#C
[SeH][N+]#[C-]
[Se]=N#C
[SeH]C#N
N=C=[Se]
[H]C#[N+][O-]
[F+][H]
[At][H]
[TeH]C#N
N=C=[Te]
[C-]#[NH+]
I[H]
Br[H]
C\C(O)=N\N
SN=O
O=C1NC(=O)C(=O)N1
metal atom (CHEBI:33521)
Definition: An atom of an element that exhibits typical metallic properties, being typically shiny, with high electrical and thermal conductivity.
Example SMILES structures:
[43Ca] [98Mo] [88Sr] [85Rb] [66Zn] [60Ni] [59Co] [55Mn] [Fe] [Mn] [135Cs] [137Cs] [Cd] [Ca] [Pb] [Mg] [Hg] [K] [Na] [Sn] [U] [Zn] [Co] [V] [W] [Cr] [Ni] [Mo] [Cu] [Al] [Au] [Li] [Be] [Ag] [Cs] [Ru] [Os] [Ba] [Eu] [Bi] [Po] [Rb] [Fr] [Sr] [Ra] [Sc] [Y] [La] [Ac] [Ti] [Zr] [Hf] [Nb] [Rf] [Ta] [Db] [Sg] [Tc] [Bh] [Hs] [Rh] [Mt] [Pd] [Pt] [Ds] [Rg] [Ce] [99Tc] [Nd] [Pm] [Sm] [Gd] [Tb] [Dy] [Er] [Tm] [Yb] [Lu] [Th] [Pa] [Np] [Pu] [Am] [Cm] [Bk] [Cf] [Es] [Fm] [Md] [No] [Lr] [Cn] [210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po] [27Al] [26Al] [28Al] [Ho] [Ir] [Pr] [Re] [51Cr] [119Sn] [120Sn] [118Sn] [116Sn] [117Sn] [115Sn] [7Li] [87Rb] [93Nb] [183W] [111Cd] [113Cd] [6Li] [89Y] [57Fe] [139La] [39K] [95Mo] [23Na] [45Sc] [151Eu] [25Mg] [65Zn]
p-block element atom (CHEBI:33560)
Definition: Any main group element atom belonging to the p-block of the periodic table.
Example SMILES structures:
[Ar] [82Se] [75As] [Fl] [Nh] [Mc] [Lv] [Ts] [C] [Br] [Cl] [F] [I] [Pb] [O] [S] [Sn] [B] [As] [Se] [Si] [C] [P] [Al] [At] [In] [Tl] [Ge] [Te] [Sb] [Bi] [Ne] [Po] [Rn] [220Rn] [222Rn] [219Rn] [18O] [16O] [17O] [14C] [13C] [11C] [10C] [12C] [15O] [19O] [18F] [19F] [210Po] [211Po] [212Po] [213Po] [214Po] [215Po] [216Po] [217Po] [218Po] [190Po] [191Po] [192Po] [193Po] [194Po] [195Po] [196Po] [197Po] [198Po] [199Po] [200Po] [201Po] [202Po] [203Po] [204Po] [205Po] [206Po] [207Po] [208Po] [209Po] [203Tl] [205Tl] [201Tl] [199Tl] [27Al] [26Al] [28Al] [31P] [32P] [33P] [29Si] [28Si] [30Si] [31Si] [32Si] [32S] [33S] [34S] [36S] [35S] [37S] [38S] [Ar] [Ga] [Kr] [Xe] [119Sn] [120Sn] [118Sn] [116Sn] [117Sn] [115Sn] [11B] [125Te] [129Xe] [77Se] [121Sb] [123Sb] [127I] [129I] [79Br] [73Ge] [10B]
catecholamine (CHEBI:33567)
Definition: 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution.
Example SMILES structures:
C[C@H](N)[C@H](O)c1ccc(O)c(O)c1
CNCCc1ccc(O)c(O)c1
C1=C(C(=CC(=C1O)O)[N+](=O)[O-])CCN
CC1=C(C(=CC(=C1O)O)O)CCN
C1=CC(=C(C(=C1CCN)O)O)O
C(CNCCCCCCNCCC1=CC=CC=C1)C2=CC(O)=C(C=C2)O
[C@@H]([C@@H](N)C)(O)C1=CC(O)=C(C=C1)O
NCCc1ccc(O)c(O)c1
OC=1C(=C(CCN)C=CC1O)C
NC[C@H](O)c1ccc(O)c(O)c1
CNCC(O)C1=CC(O)=C(O)C=C1
CNC[C@H](O)c1ccc(O)c(O)c1
NCC(O)c1ccc(O)c(O)c1
NC[C@@H](O)c1ccc(O)c(O)c1
CNC[C@@H](O)c1ccc(O)c(O)c1
CC(CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1
C=1(C=C(C(O)=CC1)O)CCN.Cl
OC(=O)[C@H](Cc1ccc(O)c(O)c1)\N=C/C=C1C[C@H](NC(=C\1)C(O)=O)C(O)=O
O[C@@H](CNCCCCc1ccc(O)cc1)c1ccc(O)c(O)c1
C=1(C(=CC=C(C1)CCN[C@@H](CCC=2C=CC(=CC2)O)C)O)O
C[C@@H](CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1
CCC(NC(C)C)C(O)c1ccc(O)c(O)c1
CC(C)NC[C@H](O)c1ccc(O)c(O)c1
OC(=O)C1CC(=C\C=N/CCc2ccc(O)c(O)c2)/C=C(N1)C(O)=O
NCCc1cc(O)c(O)cc1O
C[N+](C)(C)CCc1ccc(O)c(O)c1
CC(N)C(O)c1ccc(O)c(O)c1
N[C@@H](CSc1cc(C[C@H](N)C(O)=O)cc(O)c1O)C(O)=O
OC1=C(O)C=C(CCN)C=C1O
O(C)C1=C(O)C=CC(C(O)CNC)=C1
S(OC1=C(O)C=C([C@@H](O)CNC)C=C1)(O)(=O)=O
C=1(C=C(C(=CC1)O)OC)C(O)CN
S(OC1=C(O)C=C([C@@H](O)CN)C=C1)(O)(=O)=O
CCCN(CCC)CCC1=CC(=C(C=C1)O)O
noble gas molecular entity (CHEBI:33583)
Definition: A main group molecular entity containing one or more atoms of any noble gas.
Example SMILES structures:
[Kr]
[He+]
F[Xe](F)(F)(F)=O
[4He++]
[3He++]
[He+]
[He++]
[He]
[He][He+]
[He+][He+]
[He][He]
[He][He-]
[He+][H]
[He][H]
[He++][H]
[Ar]
[Kr]
[Xe]
[Kr+]
[Xe+]
[Ar+]
[Ne]
[Ne+]
[Xe][Au++]([Xe])([Xe])[Xe]
[Xe][Au++]([Xe])([Xe])[Xe].F[Sb-](F)(F)(F)(F)[F+][Sb-](F)(F)(F)(F)F.F[Sb-](F)(F)(F)(F)[F+][Sb-](F)(F)(F)(F)F
[129Xe]
cycloalkene (CHEBI:33643)
Definition: An unsaturated monocyclic hydrocarbon having at least one endocyclic double bond.
Example SMILES structures:
[H][C@@]1(CCC(=C)C=C1)C(C)C
C1(=CC1)C
C1(CCC(=CC1)C)C(C)C
[C@@H]1(CCC(=CC1)C)C(C)C
S(C1C(O)(C=CC(O)C1)CC(O)=O)CC(N)C(O)=O
[H][C@]1(CCC(C)=CC1)C(C)=C
[H][C@@]1(CCC(C)=CC1)C(C)=C
CC(=C)C1CCC(C)=CC1
CC(C)=CCCC(=C)C1CCC=C(CCC=C(C)C)C1
CC(C)=CCCC(=C)C1CCC(CCC=C(C)C)=CC1
[H]C1=CCCCCCC1
C1CCC\C=C/CC1
C1CC(C(C=C1)O)O
[H][C@@]1(CC=C(C)C=C1)C(C)C
C1CCC=CC1
[H][C@]1(CC=C(C)C=C1)C(C)C
CC1=CCC(C(=C)C=C)C1(C)C
CC(C)C1CCC(=C)C=C1
CC1=CCCC1(C)C
C1CC=CC1
CC(C)C1CC=C(C)C=C1
C1C=C1
C1CC=C1
[H][C@]1(CCC(=C)C=C1)C(C)C
C[C@@H]1CC[C@H](C=C1)C(C)C
[H][C@@]1(CC=C(C)C=C1)[C@H](C)CCC=C(C)C
C1CCC\C=C\CC1
CC(C)CC1CCCC=C1
CC1CCC(C=C1)=C(C)C
C1=CC2C(CC1C)C2(C)C
CC1CCC(C=C1)C(C)=C
acetylenes (CHEBI:33644)
Definition: Acyclic (branched or unbranched) and cyclic (with or without side chain) hydrocarbons having one or more carbon-carbon triple bonds.
Example SMILES structures:
[H]C(C)=C([H])C#C
C\C=C\C#C
C\C=C/C#C
CCCCC#C
C(C#C)#CC=C=C
CC#CC1=C(C)C2=C(C=C1)C(=O)NC(CSC1=NC=CC=N1)=N2
CC1=C(N(N=C1C(=O)NN1CCS(=O)(=O)CC1)C1=C(Cl)C=C(Cl)C=C1)C1=CC=C(C=C1)C#CCCC#N
C#C
C1CCCC#CCC1
C1CCCC#CCCC1
C1CCCCC#CCCC1
C1CCCCC#CCCCC1
C1CCCCCC#CCCCC1
C#CC#C
C#CCCC#C
CC#CCCCCCCC#CC
C#CCCCCCCC#C
CC#C
CCC#C
C=CC#C
c1ccc(cc1)C#Cc1ccccc1
c1ccc(cc1)C#CC#Cc1ccccc1
c1ccc(cc1)C#Cc1c2ccccc2c(C#Cc2ccccc2)c2ccccc12
CCCCCCCCC#C
CC(C)C#C
CCCCCCCCCC#C
C#CC#CC#C
CC#CC#CC#CC#CC#CC=C
alkadiene (CHEBI:33646)
Definition: Acyclic branched or unbranched hydrocarbons having two carbon-carbon double bonds.
Example SMILES structures:
C(CC=CC)C=CC
N1C2=C(C=CC=C2)C(=C1)C/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C
C(=C)CCCCCCCCCC=C
C(CCCC=C)CCCC=C
C(CCCCCCCC)CCCCCC/C=C\CC/C=C\CCCCCC
C(C/C=C/C=C/CCCC)CC
C=CCCCCC=C
C(CC\C=C/C=C/CC)CC
C(CCC)CC/C=C/CC=C
C(CCCCCC/C=C\C/C=C\CC)CCCCCC
C(CCCC)CC/C=C/CCC=C
C(CCC/C=C\CC/C=C\CCC)CCCC
C(CCCC=C)CCC=C
C(/C=C\C)C=C
C(/C=C/C)=C/C
C(C(C)/C=C/C)(C)/C=C/C
C(CCC)C/C=C\CCC=C
CC(=C)C=C
C=CC=C
CC=C=C
[H]C(C([H])=C([H])c1ccccc1)=C([H])c1ccccc1
CCCC\C=C/CCCCCCCCCCCC=C
C\C=C\C=C
CCC=CCC(CC)C=C
C\C=C\C(C)C(C)=C
C/C(=C(/C(=C(\CCCCCCC)/[H])/[H])\[H])/[H]
C/C(=C(/C(=C(/CCC)\[H])/[H])\[H])/[H]
CC(C)=CC=C(C)C
alkatriene (CHEBI:33647)
Definition: Acyclic branched or unbranched hydrocarbons having three carbon-carbon double bonds.
Example SMILES structures:
C(CCCCCCC/C=C\C/C=C\C/C=C\CC)CCCCCCC
C(CCCC/C=C\C/C=C\CCCCC)CCCCC=C
C(CCC/C=C/C/C=C/CCC=C)CCCC
C(=C\C)/C=C/C=C
C(CCCCC/C=C\C/C=C\C/C=C\CC)CCCCC
C(CCCC/C=C\C/C=C\C=C\CCC)CCCC
C(CCCC/C=C\C/C=C\C/C=C/CC)CCCC
C(CCCC/C=C\C/C=C\C/C=C\CC)CCCC
C(CC/C=C\C/C=C\C/C=C\CCCCC)CCC
C(CC/C=C/C/C=C/C/C=C/CC)CCC
C(CCCCC)CCCC/C=C\C/C=C\C/C=C\CC
C(=C\C)\C=C\C=C
C(CC/C=C\C=C\C=C)CC
C(CCCC)CC/C=C\C/C=C\CCCC=C
C(CCCC)CC/C=C\C/C=C\C/C=C\CC
C(CCCC)CCC/C=C\C/C=C\C/C=C\CC
C(CCC)C/C=C\C/C=C\CC/C=C\CCC
C(\C=C)=C/C/C=C/C
C(=C\C=C)\C=C
C(CC/C=C\C/C=C\CCCCC)CCC=C
[H]C(C)=C(C)CCC([H])=C(C)CCC=C(C)C
C\C=C(/C)CC\C=C(/C)CCC=C(C)C
c1ccc(cc1)\C=C\C=C\C=C\c1ccccc1
CC(C)=CCC\C(C)=C\C=C
CCC=CC=CC=C
C(=C(C=CC=C(C)C)C)C
f-block molecular entity (CHEBI:33677)
Definition: A molecular entity containing one or more atoms of an f-block element.
Example SMILES structures:
[Pr+3]
[Nd+3]
Cl[La](Cl)Cl
OP1(=O)O[U](=O)(=O)O1
O=[U+]=O
F[U](F)(F)(F)(F)F
[H]O[H].CNC1=[O][Gd+3]234567[O-]C(=O)C[N]2(CC[N]3(CC(=O)[O-]4)C1)CC[N]5(CC(=O)[O-]6)CC(NC)=[O]7
[H][O]1C(C)C[N]23CC[N]45CC[N]67CC[N]8(CC2)CC(=O)[O-][Gd+3]13468([O-]C(=O)C5)[O-]C(=O)C7
[Gd+3].COCCNC(=O)CN(CCN(CCN(CC([O-])=O)CC(=O)NCCOC)CC([O-])=O)CC([O-])=O
[Gd+3].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O
[U+5]
[U+6]
[U++]
[U+3]
[U+4]
[Eu+3].[O-]C(=O)CN(CC([O-])=O)Cc1cccc(n1)-c1cc(cc(n1)-c1cccc(CN(CC([O-])=O)CC([O-])=O)n1)-c1c2ccccc2cc2ccccc12
[Eu+3].[O-]C(=O)CN(CC([O-])=O)Cc1cccc(n1)-c1cc(cc(n1)-c1cccc(CN(CC([O-])=O)CC([O-])=O)n1)C12OOC(c3ccccc13)c1ccccc21
Cl[Ce](Cl)Cl
[Gd+3].OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O
[Ce+4]
O=N1=[O][Ce--]23456789%10(O1)ON(=O)=[O]2.O=N(O3)=[O]4.O=N(O5)=[O]6.O=N(O7)=[O]8.O=N(O9)=[O]%10
[Gd++]
Cl[Gd](Cl)Cl
O=Cl(=O)(=O)O[Gd](OCl(=O)(=O)=O)OCl(=O)(=O)=O
[Gd+4]
[La++]
CNC1=[O][Gd+3]234567[O-]C(=O)C[N]2(CC[N]3(CC(=O)[O-]4)C1)CC[N]5(CC(=O)[O-]6)CC(NC)=[O]7
O=[Th]=O
O=[U++]=O
[Ce+3]
[Eu++]
[Eu+3]
[Gd+3]
[Ho+3]
[La+3]
[Lu+3]
[Sm+3]
[Tb+3]
[U]
[Yb+3]
CCc1c(CC)c2C=C3C(CCCO)=C(C)C4=[N]3[Gd]356(OC(C)=O)(OC(C)=O)[N](=CC7=[N]3C(=Cc1n25)C(CCCO)=C7C)c1cc(OCCOCCOCCOC)c(OCCOCCOCCOC)cc1[N]6=C4
[H]O[H].CCc1c(CC)c2C=C3C(CCCO)=C(C)C4=[N]3[Gd]356(OC(C)=O)(OC(C)=O)[N](=CC7=[N]3C(=Cc1n25)C(CCCO)=C7C)c1cc(OCCOCCOCCOC)c(OCCOCCOCCOC)cc1[N]6=C4
[U]#[U]
O=[U]1234(=O)[N]5=C6N=C7c8ccccc8C(N=c8n1c(=NC1=[N]2C(=Nc2n3c(N=C5c3ccccc63)c3ccccc23)c2ccccc12)c1ccccc81)=[N]47
CC(C)c1cccc(C(C)C)c1N=[U]123456789([Te]c%10ccccc%10)C%10(C)C1(C)C2(C)C3(C)C4%10C.CC51C6(C)C7(C)C8(C)C91C
CCN(CC)c1ccc(cc1)-c1nc([nH]c(n1)-n1[nH]cc2ccccc12)-n1[nH]cc2ccccc12.FC(F)(F)C(\O[Eu](O\C(=C/C(=O)c1cccs1)C(F)(F)F)O\C(=C/C(=O)c1cccs1)C(F)(F)F)=C\C(=O)c1cccs1
CC(C)c1cccc(C(C)C)c1N=[U]123456789([Se]c%10ccccc%10)C%10(C)C1(C)C2(C)C3(C)C4%10C.CC51C6(C)C7(C)C8(C)C91C
CC(C)c1cccc(C(C)C)c1N=[U]123456789(Sc%10ccccc%10)C%10(C)C1(C)C2(C)C3(C)C4%10C.CC51C6(C)C7(C)C8(C)C91C
[Pr+3].CC([O-])=O.CC([O-])=O.CC([O-])=O
OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC[N+]4(CC[N+](CC1)(CC([O-])=O)[Gd-]234)CC([O-])=O)CC([O-])=O
CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC(=O)C[N+]12CC[N+]3(CC[N+]4(CC[N+](CC1)(CC([O-])=O)[Gd-]234)CC([O-])=O)CC([O-])=O
OC(=O)C[N+]12CC[N+]3(CC[N+]4(CC[N+](CC1)(CC([O-])=O)[Gd-]234)CC([O-])=O)CC([O-])=O
O=[Ce]=O
beta-amino acid (CHEBI:33706)
Definition: A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position beta to the carboxy group.
Example SMILES structures:
OC(=O)C1CCCNC1
[C@@H](N)(CN)C(=O)O
C(C[C@@H](CC(O)=O)N)SC
OC(=O)C[C@H](CCCNC(=O)C)N
C(CCN(C)C)(=O)O
C(CCNC)(=O)O
CC(C)[C@H](N)CC(O)=O
NCCC[C@H](N)CC(O)=O
C[C@H](N)C[C@H](N)CC(O)=O
NC[C@H](N)C(O)=O
C[C@H](CN)C(O)=O
NC(CC(O)=O)c1ccc(O)cc1
NCCC(O)=O
NCC(N)C(O)=O
N[C@@H](CC(O)=O)C(N)=O
CC(=O)NCCCC(N)CC(O)=O
OC(=O)[C@@H]1CCCNC1
OC(=O)[C@H]1CCCNC1
CC(CN)C(O)=O
[C@@H](C)(C(=O)O)CN
NC(CC(=O)O)C
N[C@@H](CCC(O)=O)CC(O)=O
N[C@@H](CO)CC(O)=O
NCCCC[C@H](N)CC(O)=O
NC(CC(O)=O)C(N)=O
N[C@H](CC(O)=O)C(N)=O
OC(=O)C1=CCCNC1
NC1C(C=CCC1=O)C(O)=O
N[C@@H]1[C@@H](C=CCC1=O)C(O)=O
N[C@H]1[C@H](C=CCC1=O)C(O)=O
N[C@H]1[C@@H](C=CCC1=O)C(O)=O
N[C@@H]1[C@H](C=CCC1=O)C(O)=O
NC(CCC(O)=O)CC(O)=O
N[C@H](CC(O)=O)c1ccccc1
N[C@@H](CC(O)=O)c1ccccc1
NC(CC(O)=O)c1ccccc1
C[C@H]1CC[C@@]2(C)[C@@H](CCCC2=C)[C@]1(C)CC1=C(O)C(=O)C=C(NCCC(O)=O)C1=O
CC(C)C(N)CC(O)=O
CCCCCC(N)CC(O)=O
N[C@@H](CC(O)=O)C(=O)CP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
NCCC[C@@H](N)CC(O)=O
NC[C@H](NC(=O)[C@@H]1O[C@H]1C(N)=O)C(O)=O
CC(C)[C@@H](N)CC(O)=O
Cc1ccsc1C(=CCCN1CCC[C@H](C1)C(O)=O)c1sccc1C
cluster (CHEBI:33731)
Definition: A cluster is a number of metal centres grouped close together which can have direct metal bonding interactions or interactions through a bridging ligand, but are not necessarily held together by these interactions.
Example SMILES structures:
O=[Mo+4]12SC1(O2)N(CCCC)[Cu+]
[NH3+][C@@H](CCC(=O)N[C@@H](CS[Fe-]1(SC[C@H](NC(=O)CC[C@H]([NH3+])C([O-])=O)C(=O)NCC([O-])=O)S[Fe-](SC[C@H](NC(=O)CC[C@H]([NH3+])C([O-])=O)C(=O)NCC([O-])=O)(SC[C@H](NC(=O)CC[C@H]([NH3+])C([O-])=O)C(=O)NCC([O-])=O)S1)C(=O)NCC([O-])=O)C([O-])=O
S1[Fe][S]2[Fe]3[S]4[Fe]2[S]2[Fe]4[S]3[Ni]12
O1[Mn][O]23[Ca]4[O]5[Mn]6[O]4[Mn]12[O]6[Mn]35
[Al]#[Al]
[Al+]=[Al--]
[H]B1B([H])B([H])B1[H]
[H][B]1([H])[H][B]([H])([H])[H]1
[H][B]123[B]456([H])[H][B]141([H])[H][B]211([H])[H][B]351([H])[H]6
[H][B]123([H])[H][B]114([H])[H][B]11([H])([H])[H][B]241([H])[H]3
[H][B]123[B]45([H])[B]67([H])[B]1([H])([B-]246[H])[B-]357[H]
[H][B]1234[B]567([H])[B]118([H])[B]229([H])[B]33%10([H])[B]454([H])[B]656([H])[B]711([H])[B]557([H])[B]23([H])([B-]8915[H])[B-]%10467[H]
[B]1234[B]567[B]118[B]229[B]33%10[B]454[B]656[B]711[B]822[B]933[B]%1045[B]6123
[Al]=[Al+]
[Al]12[Al]3[Al]1[Al]23
[S]12[Fe]3[S]4[Fe]1[S]1[Fe+]2[S]3[Fe+]41
[S]12[Fe]3[S]4[Fe]1[S]1[Fe]2[S]3[Fe+]41
[S]12[Fe]3[S]4[Fe+]1[S]1[Fe+]2[S]3[Fe+]41
[S]12[Fe]3[S]4[Fe]1[S]1[Fe]2[S]3[Fe]41
[Cu]12[Cu]3[Cu]4[Cu]1S234
S1[Fe+]S[Fe+]1
S1[Fe]S[Fe+]1
S1[Fe]S[Fe]1
S1[Fe]2[S-][Fe]3[S-][Fe]1[S]23
S1[Fe]2S[Fe+]3S[Fe]1[S]23
[Cu]12[Cu+]3[Cu]4[Cu+]1S234
[Cu]12[Cu+]3[Cu+]4[Cu+]1S234
[Cu+]12[Cu+]3[Cu+]4[Cu+]1S234
[Cu+]12[Cu+]3[Cu++]4[Cu+]1S234
[Cu+]12[Cu+]3[Cu++]4[Cu++]1S234
[al]1[al][al--][al]1
[Al]123[Al]4567[Al]89%10[Al]44%11%12[Al]55%13[Al]11%14%15[Al]4545[Al]8%118%11[Al]99%16%17[Al]26%102[Al-]3191[Al]%1448%16[Al]7%12%13%155%11%1721
[Al]123[Al]4567[Al]89%10[Al]1414[Al]22%11%12[Al]33%13%14[Al]55%15[Al]6868[Al]3535[Al]9669[Al]%10121[Al]%11%1336[Al]74%12%14%158591
[Al]1[Al]=[Al]1
[Al]1=[Al-]=[Al]1
[Al+]1[Al]=[Al]1
[Pb]123[Pb]45[Pb]67[Pb]11[Pb-]228[Pb]9%10[Pb-]342[Pb-]569[Pb-]718%10
[O-][V]1234O[V]567([O-])O[V]89(=O)(O1)O[V]1%10([O-])(O2)[O]2[V]%11%12%13([O-])O[V]%14%15%16([O-])O[V]%17%18%19([O-])O[V]%20(=O)(O%14)(O%11)O[V]22(O3)([O]5%17)[O]4681[V](O%15)(O9)([O]7%18)([O]%10%12)[O]%13%16%19%202
[H][B]1234[B]567([H])[B]118([H])[B]229([H])[B]33%10([H])[B]454([H])[B]656([H])[B]711([H])[B]822([H])[B]933([H])[B]%1045([H])[B]6123[H]
[H][B]123[B]45([H])[B]67([H])[B]89([H])[B]11([H])[B]22%10([H])[B]343([H])[B]564([H])[B]785([H])[B]912([H])[B]%10345[H]
O1[Ta]23O[Ta-]22O[Ta]132
S1[Fe]2S[Fe]3S[Fe]1[S]23
[Fe][S]1[Fe]2S[Fe]3[S]([Ni])[Fe]1[S]23
S1[Fe]2[S]3[Fe]4S[Fe]5[S]6[Fe]1[S]1[Fe](S[Fe]7[S]2[Fe]3[S]47)[S]5[Mo]61
[S+]12[Fe-]3[S+]4[Fe-]1[S+]1[Fe-]2[S+]3[Fe-]41
[B]1234[B]567[B]118[B]229[B]33%10[B]454[B]656[B]711[B]557[B]23([B-]8915)[B-]%10467
[O-]C(=O)CCC1(CC([O-])=O)O[Fe]23(OC1=O)[S]1[Fe]45S[Fe]67[S]8[Fe]9[S]6[Fe]6%10S[Fe]%11([S]24)[S]3[Fe]11S[Fe]8([S]96)[N]57%10%111
O[Fe]1S[Fe](O[Fe])[S]1[Fe]
S12[Ni]3S4[Fe]5S3[Fe]1S5[Fe]24
S1[Fe]23[S]4[Fe]5[S]2[Fe]26S[Fe]78[S]9[Fe]%10[S]%11[Fe]19[C-4]3271[Fe]4(S[Fe]%111[S]8%10)[S]56
hexonic acid (CHEBI:33752)
Definition: Any aldonic acid formed by oxidising the aldehyde group of an aldohexose to a carboxylic acid group.
Example SMILES structures:
OC(C(CC([C@H](C)O)=O)=O)=O
O[C@H]([C@@H](O)C(=O)CO)[C@H](O)C(O)=O
OC(CC(O)C(O)=O)C(O)CO
C(=O)(C[C@@H](O)[C@H](O)[C@H](O)CO)O
OC[C@H](O)[C@@H](O)C(=O)[C@H](O)C(O)=O
OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O
O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@@H]1O)C(O)=O
OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(O)=O
C(=O)(CC(=O)[C@H](O)[C@H](O)CO)O
C[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(O)=O
CC(=O)N[C@H]([C@@H](O)[C@H](O)[C@H](O)CO)C(O)=O
C[C@H](O)[C@@H](O)CC(=O)C(O)=O
OC[C@@H](O)[C@H](O)CC(=O)C(O)=O
OC[C@@H](O)[C@@H](O)CC(=O)C(O)=O
C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C(O)=O
OCC(=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O
N[C@H]([C@@H](O)[C@H](O)[C@H](O)CO)C(O)=O
C[C@H](O)[C@H](O)CC(=O)C(O)=O
C[C@@H](O)[C@H](O)CC(=O)C(O)=O
OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O
OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O
OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O
OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
O[C@@H](C[C@H](O)C(O)=O)[C@H](O)CO
OC[C@@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
OC[C@H](O)[C@@H](O)CC(=O)C(O)=O
N[C@H]([C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C(O)=O
OC1O[C@@H]([C@@H](O)[C@H](O)[C@@H]1O)C(O)=O
OC[C@@H](O)[C@@H](O)C(=O)[C@@H](O)C(O)=O
OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O
OC[C@H](O)[C@H](O)[C@@H](O)C(=O)C(O)=O
O[C@H]([C@@H](O)[C@@H](O)C(O)=O)[C@H](O)CO
aromatic primary alcohol (CHEBI:33857)
Definition: Any primary alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring.
Example SMILES structures:
O=C1C=C2[C@@]3([C@]([C@]4([C@@](CC3)(CC[C@](C4)(C(=O)O)C)C)[H])(CC[C@]2(C=5C1=C(C(OC)=C(O)C5)CO)C)C)C
C=1C2=C(C=CC1)SC(=C2)C(=O)N[C@@H](CC(C)C)C(=O)N3CCN(CC3)C(=O)[C@H](CO)NS(C=4C=CC(=CC4Cl)Cl)(=O)=O
C(N1N=C(C2=C1C=CC=C2)C=3OC(=CC3)CO)C=4C=CC=CC4
C1=CC=C(C(=C1/C=C/C=C/[C@H]([C@H](C)O)O)CO)O
O=C1NC=2C(N(C3CC3)C=4N=CC=CC41)=NC=CC2CO
C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)CO)C=4C=CC=CC4F
C1(=NC(C=2N(C=3C1=CC(=CC3)Cl)C(=NC2)CO)O)C=4C=CC=CC4F
C=1C=NC=C(C1N)CO
O1[C@@H]([C@@H](O)[C@H](O)[C@@H](OC(=O)C2=CC=CC=C2)[C@@H]1OC=3C(=CC=CC3)CO)CO
C=1(C(NC=2C=C(C=CC2)CO)=CC=NC1)S(NC(NC(C)C)=O)(=O)=O
CC(=O)OC1=CC=C(CO)C=C1
C1(=CC=C(C=C1)C#N)CO
C1(=CC=C(C=C1)C(F)(F)F)CO
CCCCC\C=C\C=C\C=C\C1=C(CO)C(O)=CC=C1
OCc1ccccc1O
Cc1ncc(CO)c(N)n1
[C@@H]1([C@@]2([C@]([C@@H](C(=C1CO)/C=C/C=C/C=C/CCCCC)O)(O2)[H])[H])O
CCCCC\C=C\C=C\C=C\C1=C(CO)C(O)=CC=C1O
CCCC1=C(C(O)=O)C(CO)=CO1
OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@H](O)[C@@H](O)[C@@H]1O
CCCCCC1=C(CO)C(O)=CC=C1
[H]C(=CC(=O)C(O)=O)c1ccc(CO)cc1O
COC1=CC2=NC3=C(OC2=C(OC)C1=O)C=CC(CO)=C3
[H]C(=O)c1ccc(CO)cc1O
OCC1=NC=CC=N1
CC1=CC=C(CO)C(C)=C1
CC1=CC=C(CO)C=C1C
CC1=CC(CO)=CC(C)=C1
CCC1=CC=C(CO)C=C1
OCc1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
CC1=C(CO)C=CC=C1
C1=CC(=CN=C1)CO
C=1(C=C(C(=CC1)O)CO)O
OCc1ccc(C=O)n1CCCCCC(O)=O
CCCCn1c(CO)ccc1C=O
CCCn1c(CO)ccc1C=O
N[C@@H](CCCCn1c(CO)ccc1C=O)C(O)=O
CC(C)(C)Cn1c(CO)ccc1C=O
C=1C=C(C(=O)[H])NC1CO
N[C@@H](CCCn1c(CO)ccc1C=O)C(O)=O
COC(=O)[C@]1(O)[C@H](O)CCc2oc3cc(CO)cc(O)c3c(=O)c12
COC(=O)[C@H]1[C@H](O)C=Cc2oc3cc(CO)cc(O)c3c(=O)c12
CC(C)=CCOc1c(C)cc2oc3c(CC4OC4(C)C)ccc(O)c3c(=O)c2c1CO
Nc1nc(=O)[nH]cc1CO
CC(C)NCC1CCc2cc(CO)c(cc2N1)[N+]([O-])=O
CC(C)NC[C@H]1CCc2cc(CO)c(cc2N1)[N+]([O-])=O
CC(C)NC[C@@H]1CCc2cc(CO)c(cc2N1)[N+]([O-])=O
OCC=1OC(C(O)=O)=CC1
aldopentose (CHEBI:33916)
Definition: A pentose with a (potential) aldehyde group at one end.
Example SMILES structures:
O1[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
OC[C@H]1OC(O)[C@H](O)[C@H]1O
O1[C@@H]([C@H](O)[C@H](O)[C@H]1O)CO
O1[C@H](O)[C@H](O)[C@H](O)[C@@H](O)C1
O1[C@@H](O)[C@@H](O)[C@@H](O)[C@H](O)C1
O1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C1
O1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C1
O1[C@@H]([C@H](O)[C@H](O)C1O)CO
O1[C@H]([C@@H](O)[C@@H](O)C1O)CO
O1[C@H]([C@@H](O)[C@@H](O)[C@@H]1O)CO
O1[C@@H]([C@H](O)[C@H](O)[C@@H]1O)CO
O1[C@H]([C@@H](O)[C@H](O)[C@@H]1O)CO
O1[C@@H]([C@H](O)[C@@H](O)[C@H]1O)CO
O1[C@H]([C@@H](O)[C@H](O)C1O)CO
O1[C@H]([C@@H](O)[C@H](O)[C@H]1O)CO
OC[C@@H]1O[C@H](O)[C@H](O)[C@@H]1O
OC[C@@H](O)[C@H](O)[C@@H](O)C=O
OC[C@@H](O)[C@H](O)[C@H](O)C=O
O[C@H]1COC(O)[C@H](O)[C@H]1O
[H]C(=O)[C@@H](O)[C@H](O)[C@@H](O)CO
[H]C(=O)[C@@](O)(CO)[C@H](O)[C@H](O)CO
O[C@@H]1CO[C@@H](O)[C@H](O)[C@@H]1O
O[C@@H]1CO[C@@H](O)[C@H](O)[C@H]1O
OC[C@@H]1O[C@H](O)[C@H](O)[C@H]1O
C([C@H](O)[C@H](O)[C@@H](O)CO)=O
O[C@@H]1CO[C@H](O)[C@H](O)[C@H]1O
O[C@@H]1CO[C@H](O)[C@@H](O)[C@H]1O
OC[C@@H]1O[C@@H](O)[C@H](O)[C@H]1O
OC[C@]1(O)[C@H](O)OC[C@@H](O)[C@H]1O
O[C@H]1CO[C@H](O)[C@H](O)[C@H]1O
O[C@H]1CO[C@H](O)[C@@H](O)[C@@H]1O
OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O
[C@H]1(O)[C@H](O)[C@@H](O)[C@H](O1)CO
[H]C(=O)[C@@H](O)[C@H](O)[C@H](O)CO
O[C@H]1CO[C@@H](O)[C@H](O)[C@H]1O
O[C@@H]1COC(O)[C@@H](O)[C@@H]1O
O[C@@H]1CO[C@H](O)[C@@H](O)[C@@H]1O
O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O
OC[C@@H]1OC(O)[C@@H](O)[C@H]1O
OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O
OC[C@@H]1O[C@@H](O)[C@@H](O)[C@H]1O
OC[C@@H]1O[C@H](O)[C@@H](O)[C@H]1O
O[C@@H]1COC(O)[C@H](O)[C@@H]1O
O[C@@H]1CO[C@H](O)[C@H](O)[C@@H]1O
O[C@H]1COC(O)[C@@H](O)[C@H]1O
O[C@H]1CO[C@@H](O)[C@@H](O)[C@H]1O
O[C@H]1CO[C@H](O)[C@@H](O)[C@H]1O
OC[C@H]1OC(O)[C@H](O)[C@@H]1O
[H]C(=O)[C@H](O)[C@H](O)[C@H](O)CO
[H]C(=O)[C@@H](O)[C@@H](O)[C@@H](O)CO
O[C@@H]1COC(O)[C@H](O)[C@H]1O
O[C@H]1COC(O)[C@@H](O)[C@@H]1O
OC[C@@H]1OC(O)[C@H](O)[C@H]1O
[H]C(=O)[C@H](O)[C@@H](O)[C@@H](O)CO
O[C@H]1COC(O)[C@H](O)[C@@H]1O
OC[C@H]1OC(O)[C@@H](O)[C@@H]1O
O1[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)CO
O[C@@H]1COC(O)[C@@H](O)[C@H]1O
monoterpene (CHEBI:35187)
Definition: A C10 terpene.
Example SMILES structures:
CC(C)C1=CC=C(C)CC1
CC(=CCC=C(C=C)C)C
CC(C)C1=CCC(C)=CC1
[H][C@@]1(CCC(=C)C=C1)C(C)C
C1(CCC(=CC1)C)C(C)C
[C@@H]1(CCC(=CC1)C)C(C)C
C=1C2(CC2C(C1)C)C(C)C
CC(=C/C=C/C(=C/C)/C)C
C(=C\C=C\C(\C)=C/C)(C)C
[H][C@]1(CCC(C)=CC1)C(C)=C
[H][C@@]1(CCC(C)=CC1)C(C)=C
CC(=C)C1CCC(C)=CC1
CC(C)=CCCC(=C)C=C
CC1(C)[C@@H]2CC[C@@H](C2)C1=C
CC1CCC(CC1)C(C)C
CC1=CC[C@@H]2C[C@H]1C2(C)C
CC1(C)[C@H]2CCC(=C)[C@@H]1C2
CC1=CC[C@H]2C[C@@H]1C2(C)C
CC(C)c1ccc(C)cc1
[H][C@@]1(CC=C(C)C=C1)C(C)C
[H][C@]12CC=C(C)C[C@@]1([H])C2(C)C
CC1=CCC2C(C1)C2(C)C
CC1CCC2C(C1)C2(C)C
CC(C)C12CCC(C)C1C2
CC1CCC2CC1C2(C)C
CC1(C)C2CCC1(C)CC2
CC1(C)CC2(C)CCC1C2
[H][C@]1(CC=C(C)C=C1)C(C)C
CC1=CCC2CC1C2(C)C
CC1(C)C2CCC(C2)C1=C
[H][C@]12CC[C@](C)(CC1)C2(C)C
CC(C)C1CCC(=C)C=C1
CC1(C)C2CCC(=C)C1C2
CC1(C)[C@@H]2CCC(=C)[C@H]1C2
CC(C)C12CC1C(=C)CC2
[H][C@@]12C[C@@]1(CCC2=C)C(C)C
[H][C@]12C[C@]1(CCC2=C)C(C)C
CC(C)C12CC=C(C)C1C2
[H][C@@]12C[C@@]1(CC=C2C)C(C)C
[H][C@]12C[C@]1(CC=C2C)C(C)C
CC(C)C1CC=C(C)C=C1
[H][C@]1(CCC(=C)C=C1)C(C)C
CC(C)C1CCC(=C)CC1
C[C@@H]1CC[C@H](C=C1)C(C)C
CC(C)C1=CCC(=C)CC1
CCC(=C)\C=C/CC(C)C
CC1(C)C2CC3C(C2)C13C
CC(C)=CC\C=C(/C)C=C
[H][C@@]12CC=C(C)C[C@]1([H])C2(C)C
CC(C)=CC\C=C(\C)C=C
C1=C[C@]2(C([C@]2(C[C@@H]1C)[H])(C)C)[H]
CC(C)C1=CCC(C)CC1
CC1CCC(C=C1)=C(C)C
CCC(/C=C/C1=C(C)CCCC1(C)C)=O
CC1(C)[C@H]2CC[C@H](C2)C1=C
C=C1CC2CCC1C2(C)C
C=C(C)C1=CC=C(C)CC1
C=1C=C(C=CC1C)C(C)=C
CC1CCC(C=C1)C(C)=C
CC1=CCC(CC1)=C(C)C