Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc2c(Cl)ncc(C(=O)N3CCC3)c12
InChiKey
VFCHUBPCMRIQIM-UHFFFAOYSA-N
Route Signature
7af4984c769ca68aec93fb4cd1fb11d9623907749b85160ebc379b865e6c879c
Synthesis route with 8 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc046j00nm3odd5eqs0jy8",
"signature": "7af4984c769ca68aec93fb4cd1fb11d9623907749b85160ebc379b865e6c879c",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc046j00nl3oddx2ypohuy",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n1-00016",
"moleculeId": "q4hqsw8b8by7j4wdcvk7n6rw",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "q4hqsw8b8by7j4wdcvk7n6rw",
"inchikey": "VFCHUBPCMRIQIM-UHFFFAOYSA-N",
"smiles": "Cc1cccc2c(Cl)ncc(C(=O)N3CCC3)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc046k00nn3odd68doxmf8",
"routeId": "cmisc046j00nm3odd5eqs0jy8",
"moleculeId": "q4hqsw8b8by7j4wdcvk7n6rw",
"parentId": null,
"reactionStepId": "tfuxdagazivzee19ng6ruwui",
"isLeaf": false,
"molecule": {
"id": "q4hqsw8b8by7j4wdcvk7n6rw",
"inchikey": "VFCHUBPCMRIQIM-UHFFFAOYSA-N",
"smiles": "Cc1cccc2c(Cl)ncc(C(=O)N3CCC3)c12"
},
"reactionStep": {
"id": "tfuxdagazivzee19ng6ruwui",
"reactionHash": "5f611d28c38fd359611a33bdcdac03e2be09229497c79097fe9ab90b118312ba",
"template": null,
"metadata": "{\"ID\":\"US09006442B2;0235;1606109\",\"rsmi\":\"O[C:5]([c:4]1[c:3]2[c:2]([CH3:1])[cH:18][cH:17][cH:16][c:15]2[c:13]([Cl:14])[n:12][cH:11]1)=[O:6].[NH:7]1[CH2:8][CH2:9][CH2:10]1>>[CH3:1][c:2]1[c:3]2[c:4]([C:5](=[O:6])[N:7]3[CH2:8][CH2:9][CH2:10]3)[cH:11][n:12][c:13]([Cl:14])[c:15]2[cH:16][cH:17][cH:18]1\"}"
},
"children": [
{
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"isLeaf": true,
"molecule": {
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"inchikey": "HONIICLYMWZJFZ-UHFFFAOYSA-N",
"smiles": "C1CNC1"
},
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"children": []
},
{
"id": "cmisc046k00np3odd883w7axt",
"routeId": "cmisc046j00nm3odd5eqs0jy8",
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"parentId": "cmisc046k00nn3odd68doxmf8",
"reactionStepId": "ejgwve58tr8hqkgyq8ryd0eb",
"isLeaf": false,
"molecule": {
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"inchikey": "QJTFFKMNFYAIAY-UHFFFAOYSA-N",
"smiles": "Cc1cccc2c(Cl)ncc(C(=O)O)c12"
},
"reactionStep": {
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"reactionHash": "9204f10bca816b8a8a1123ec432433363331daabfaa04b95992b267497566173",
"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0182;1390381\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:11].O[c:10]1[n:9][cH:8][c:4]([C:5](=[O:6])[OH:7])[c:3]2[c:2]([CH3:1])[cH:15][cH:14][cH:13][c:12]21>>[CH3:1][c:2]1[c:3]2[c:4]([C:5](=[O:6])[OH:7])[cH:8][n:9][c:10]([Cl:11])[c:12]2[cH:13][cH:14][cH:15]1\"}"
},
"children": [
{
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"routeId": "cmisc046j00nm3odd5eqs0jy8",
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"parentId": "cmisc046k00np3odd883w7axt",
"reactionStepId": "ukkv98lz718lv2x5jlhyi25t",
"isLeaf": false,
"molecule": {
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"inchikey": "ANUWVBYKFIVUFE-UHFFFAOYSA-N",
"smiles": "Cc1cccc2c(O)ncc(C(=O)O)c12"
},
"reactionStep": {
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"reactionHash": "5a8c47826cbdd55942adeb639bf401e28749a938c8e919a2b3f4b66fb459a849",
"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0181;1390380\",\"rsmi\":\"C[O:11][c:10]1[n:9][cH:8][c:4]([C:5](=[O:6])[OH:7])[c:3]2[c:2]([CH3:1])[cH:15][cH:14][cH:13][c:12]21>Br.O>[CH3:1][c:2]1[c:3]2[c:4]([C:5](=[O:6])[OH:7])[cH:8][n:9][c:10]([OH:11])[c:12]2[cH:13][cH:14][cH:15]1\"}"
},
"children": [
{
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"isLeaf": false,
"molecule": {
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"inchikey": "BHJFHAZTKHYDPF-UHFFFAOYSA-N",
"smiles": "COc1ncc(C(=O)O)c2c(C)cccc12"
},
"reactionStep": {
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"reactionHash": "10c75cdd2288f37e5ced75ad510b1ebb955a3a222b37b34c0e7dd4968a3f1b75",
"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0180;1390379\",\"rsmi\":\"[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([CH:7]=[O:8])[c:10]2[c:11]([CH3:12])[cH:13][cH:14][cH:15][c:16]12.[OH2:9]>CC#N.[Na+].[O-][Cl+]O>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]2[c:11]([CH3:12])[cH:13][cH:14][cH:15][c:16]12\"}"
},
"children": [
{
"id": "cmisc046k00nt3oddw3galjur",
"routeId": "cmisc046j00nm3odd5eqs0jy8",
"moleculeId": "t15yghz69je4d7m4138cdydg",
"parentId": "cmisc046k00ns3odda63cncbj",
"reactionStepId": "quctw98bll50i8ddhbublghk",
"isLeaf": false,
"molecule": {
"id": "t15yghz69je4d7m4138cdydg",
"inchikey": "ZDFYJGDMHUXLRC-UHFFFAOYSA-N",
"smiles": "COc1ncc(C=O)c2c(C)cccc12"
},
"reactionStep": {
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"reactionHash": "3244614d8f5d8785b951f0708d4423127197440a450acc693f7cd6a9eba014d6",
"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0179;1390378\",\"rsmi\":\"Br[c:6]1[cH:5][n:4][c:3]([O:2][CH3:1])[c:15]2[c:9]1[c:10]([CH3:11])[cH:12][cH:13][cH:14]2.CN(C)[CH:7]=[O:8]>C1CCOC1.[Li]CCCC>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([CH:7]=[O:8])[c:9]2[c:10]([CH3:11])[cH:12][cH:13][cH:14][c:15]12\"}"
},
"children": [
{
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"routeId": "cmisc046j00nm3odd5eqs0jy8",
"moleculeId": "hw2999rtnway9imoo75xramw",
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"isLeaf": true,
"molecule": {
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"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
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"children": []
},
{
"id": "cmisc046l00nw3odd8ilpxinx",
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"molecule": {
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"inchikey": "XZVXRCUVHKRLOQ-UHFFFAOYSA-N",
"smiles": "COc1ncc(Br)c2c(C)cccc12"
},
"reactionStep": {
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"reactionHash": "fe2338b3cb909ac3598c8426449df39ef1e886a21c6d629290ecbb97a376f5ff",
"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0178;1390377\",\"rsmi\":\"Cl[c:3]1[n:4][cH:5][c:6]([Br:7])[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][c:14]12.[CH3:1][OH:2]>CO.[Na+]>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([Br:7])[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][c:14]12\"}"
},
"children": [
{
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"molecule": {
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"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
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{
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"molecule": {
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"smiles": "Cc1cccc2c(Cl)ncc(Br)c12"
},
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"template": null,
"metadata": "{\"ID\":\"US20130178457A1;0177;1390376\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:9].O=[c:8]1[nH:7][cH:6][c:4]([Br:5])[c:3]2[c:2]([CH3:1])[cH:13][cH:12][cH:11][c:10]21>>[CH3:1][c:2]1[c:3]2[c:4]([Br:5])[cH:6][n:7][c:8]([Cl:9])[c:10]2[cH:11][cH:12][cH:13]1\"}"
},
"children": [
{
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"metadata": "{\"ID\":\"US20130178457A1;0176;1390375\",\"rsmi\":\"Br[Br:5].[CH3:1][c:2]1[c:3]2[cH:4][cH:6][nH:7][c:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13]1>CCOCC.ClCCl>[CH3:1][c:2]1[c:3]2[c:4]([Br:5])[cH:6][nH:7][c:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "BrBr"
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},
{
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"smiles": "Cc1cccc2c(O)nccc12"
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}
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{
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{
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{
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]
}
]
}
}