Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ncoc1-c1ccc(C(=O)N(C2CC2)C2CCN(c3nc(C(C)C)no3)CC2)cc1
InChiKey
FKRLZMLNOLCNPA-UHFFFAOYSA-N
Route Signature
8dda3c0c1c140c7aaac78748e639b9acac1f52535113bd2029e4a2ee16b34719
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_088fc9b74720f34b84468c12",
"signature": "8dda3c0c1c140c7aaac78748e639b9acac1f52535113bd2029e4a2ee16b34719",
"contentHash": "c2730d127be0e104632b29a7ec59c3067a93e760d908704f7c58906d57c6eb92",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_07e99cd00eba7a346c682777",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00356",
"moleculeId": "sa_b96a41231fe30665e378169c",
"smiles": "Cc1ncoc1-c1ccc(C(=O)N(C2CC2)C2CCN(c3nc(C(C)C)no3)CC2)cc1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b96a41231fe30665e378169c",
"inchikey": "FKRLZMLNOLCNPA-UHFFFAOYSA-N",
"smiles": "Cc1ncoc1-c1ccc(C(=O)N(C2CC2)C2CCN(c3nc(C(C)C)no3)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9440",
"routeId": "sa_088fc9b74720f34b84468c12",
"moleculeId": "sa_b96a41231fe30665e378169c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b96a41231fe30665e378169c",
"inchikey": "FKRLZMLNOLCNPA-UHFFFAOYSA-N",
"smiles": "Cc1ncoc1-c1ccc(C(=O)N(C2CC2)C2CCN(c3nc(C(C)C)no3)CC2)cc1"
},
"smiles": "Cc1ncoc1-c1ccc(C(=O)N(C2CC2)C2CCN(c3nc(C(C)C)no3)CC2)cc1",
"reactionStepId": "sa_f749d6325af346551815d34a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0497;1344903\",\"rsmi\":\"Cl[C:8]([c:7]1[cH:6][cH:5][c:4](-[c:3]2[c:2]([CH3:1])[n:32][cH:31][o:30]2)[cH:29][cH:28]1)=[O:9].[NH:10]([CH:11]1[CH2:12][CH2:13]1)[CH:14]1[CH2:15][CH2:16][N:17]([c:18]2[n:19][c:20]([CH:21]([CH3:22])[CH3:23])[n:24][o:25]2)[CH2:26][CH2:27]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][c:7]([C:8](=[O:9])[N:10]([CH:11]3[CH2:12][CH2:13]3)[CH:14]3[CH2:15][CH2:16][N:17]([c:18]4[n:19][c:20]([CH:21]([CH3:22])[CH3:23])[n:24][o:25]4)[CH2:26][CH2:27]3)[cH:28][cH:29]2)[o:30][cH:31][n:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:8]([c:7]1[cH:6][cH:5][c:4](-[c:3]2[c:2]([CH3:1])[n:32][cH:31][o:30]2)[cH:29][cH:28]1)=[O:9].[NH:10]([CH:11]1[CH2:12][CH2:13]1)[CH:14]1[CH2:15][CH2:16][N:17]([c:18]2[n:19][c:20]([CH:21]([CH3:22])[CH3:23])[n:24][o:25]2)[CH2:26][CH2:27]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][c:7]([C:8](=[O:9])[N:10]([CH:11]3[CH2:12][CH2:13]3)[CH:14]3[CH2:15][CH2:16][N:17]([c:18]4[n:19][c:20]([CH:21]([CH3:22])[CH3:23])[n:24][o:25]4)[CH2:26][CH2:27]3)[cH:28][cH:29]2)[o:30][cH:31][n:32]1\"}",
"reactionStep": {
"id": "sa_f749d6325af346551815d34a",
"reactionHash": "342bd88232e6cf9ba57475c67f0e8b230f019fa9efe104749057a5ef88235d69"
},
"children": [
{
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"routeId": "sa_088fc9b74720f34b84468c12",
"moleculeId": "sa_876c51eab8538c0da42ac648",
"parentId": "9440",
"isLeaf": false,
"molecule": {
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"inchikey": "MSAXWXFCWGHFFL-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(NC3CC3)CC2)n1"
},
"smiles": "CC(C)c1noc(N2CCC(NC3CC3)CC2)n1",
"reactionStepId": "sa_cdc7c030b534b7c21e5af5a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0292;1344826\",\"rsmi\":\"O=[C:11]1[CH2:10][CH2:9][N:8]([c:7]2[o:6][n:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:18]2)[CH2:17][CH2:16]1.[NH2:12][CH:13]1[CH2:14][CH2:15]1>>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([NH:12][CH:13]3[CH2:14][CH2:15]3)[CH2:16][CH2:17]2)[n:18]1\"},\"mapped_reaction_smiles\":\"O=[C:11]1[CH2:10][CH2:9][N:8]([c:7]2[o:6][n:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:18]2)[CH2:17][CH2:16]1.[NH2:12][CH:13]1[CH2:14][CH2:15]1>>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([NH:12][CH:13]3[CH2:14][CH2:15]3)[CH2:16][CH2:17]2)[n:18]1\"}",
"reactionStep": {
"id": "sa_cdc7c030b534b7c21e5af5a2",
"reactionHash": "be972e015e454272b07b5c49e47d619be4cfc1a3d0808997bff004231669085f"
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"children": [
{
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"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "9441",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "9443",
"routeId": "sa_088fc9b74720f34b84468c12",
"moleculeId": "sa_877ac6aa097d2c12d2771f95",
"parentId": "9441",
"isLeaf": false,
"molecule": {
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"inchikey": "KEKUKSKHQBPTSR-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(=O)CC2)n1"
},
"smiles": "CC(C)c1noc(N2CCC(=O)CC2)n1",
"reactionStepId": "sa_ebb06691cc75d56d44ddd7b0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0379;1344851\",\"rsmi\":\"[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]2)[n:15]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.ClCCl>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][C:11](=[O:12])[CH2:13][CH2:14]2)[n:15]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]2)[n:15]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.ClCCl>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][C:11](=[O:12])[CH2:13][CH2:14]2)[n:15]1\"}",
"reactionStep": {
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"children": [
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"moleculeId": "sa_f72bff9ef034bb12a4950a7b",
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"isLeaf": false,
"molecule": {
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"inchikey": "SNAOGTUJDXPNEK-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(O)CC2)n1"
},
"smiles": "CC(C)c1noc(N2CCC(O)CC2)n1",
"reactionStepId": "sa_57ddde2a28eba749a7522448",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0376;1344850\",\"rsmi\":\"N#[C:7][N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]1.[CH3:1][CH:2]([CH3:3])[C:4]([NH:5][OH:6])=[NH:15]>CCOC(C)=O.CCOCC.Cl.Cl.[Zn+2]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]2)[n:15]1\"},\"mapped_reaction_smiles\":\"N#[C:7][N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]1.[CH3:1][CH:2]([CH3:3])[C:4]([NH:5][OH:6])=[NH:15]>CCOC(C)=O.CCOCC.Cl.Cl.[Zn+2]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]2)[n:15]1\"}",
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"children": [
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"molecule": {
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"inchikey": "JHRDEHLFNLLCQS-UHFFFAOYSA-N",
"smiles": "CC(C)C(N)=NO"
},
"smiles": "CC(C)C(=N)NO",
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"metadata": null,
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{
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"molecule": {
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"inchikey": "OPBQHNZSOOLCPP-UHFFFAOYSA-N",
"smiles": "N#CN1CCC(O)CC1"
},
"smiles": "N#CN1CCC(O)CC1",
"reactionStepId": "sa_9cfd82795e0578db685de000",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0372;1344849\",\"rsmi\":\"Br[C:2]#[N:1].[NH:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1>ClCCl.O.O=C(O)O.[Na+]>[N:1]#[C:2][N:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1\"},\"mapped_reaction_smiles\":\"Br[C:2]#[N:1].[NH:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1>ClCCl.O.O=C(O)O.[Na+]>[N:1]#[C:2][N:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1\"}",
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"smiles": "N#CBr"
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{
"id": "9448",
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"smiles": "OC1CCNCC1"
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{
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"molecule": {
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"smiles": "Cc1ncoc1-c1ccc(C(=O)Cl)cc1"
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"smiles": "Cc1ncoc1-c1ccc(C(=O)Cl)cc1",
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"metadata": "{\"annotations\":{\"ID\":\"US20130065906A1;0286;1344824\",\"rsmi\":\"O=S(Cl)[Cl:10].O[C:8]([c:7]1[cH:6][cH:5][c:4](-[c:3]2[c:2]([CH3:1])[n:15][cH:14][o:13]2)[cH:12][cH:11]1)=[O:9]>ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][c:7]([C:8](=[O:9])[Cl:10])[cH:11][cH:12]2)[o:13][cH:14][n:15]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:10].O[C:8]([c:7]1[cH:6][cH:5][c:4](-[c:3]2[c:2]([CH3:1])[n:15][cH:14][o:13]2)[cH:12][cH:11]1)=[O:9]>ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][c:7]([C:8](=[O:9])[Cl:10])[cH:11][cH:12]2)[o:13][cH:14][n:15]1\"}",
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"smiles": "O=S(Cl)Cl"
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{
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}
}