Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=Cc1oc(CNS(=O)(=O)c2ccccc2)cc(=O)c1OCc1ccccc1
InChiKey
LFPWPKBNAZAIDS-UHFFFAOYSA-N
Route Signature
3469e3fc71b6792a1ea574dbb70c72043ee19f1e4eadd0c0d7b897446bf4a8b1
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_58ad74ae8c413f22d442b5e2",
"signature": "3469e3fc71b6792a1ea574dbb70c72043ee19f1e4eadd0c0d7b897446bf4a8b1",
"contentHash": "92a587ee180ae9a9bdabf4ce685e785beb8d35238ec8033741e15cf38cb43b84",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_5336c5e155f66cf12fd091ce",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00239",
"moleculeId": "sa_6ae5c40606138079c3cb97b8",
"smiles": "O=Cc1oc(CNS(=O)(=O)c2ccccc2)cc(=O)c1OCc1ccccc1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6ae5c40606138079c3cb97b8",
"inchikey": "LFPWPKBNAZAIDS-UHFFFAOYSA-N",
"smiles": "O=Cc1oc(CNS(=O)(=O)c2ccccc2)cc(=O)c1OCc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12915",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_6ae5c40606138079c3cb97b8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6ae5c40606138079c3cb97b8",
"inchikey": "LFPWPKBNAZAIDS-UHFFFAOYSA-N",
"smiles": "O=Cc1oc(CNS(=O)(=O)c2ccccc2)cc(=O)c1OCc1ccccc1"
},
"smiles": "O=Cc1oc(CNS(=O)(=O)c2ccccc2)cc(=O)c1OCc1ccccc1",
"reactionStepId": "sa_9409c4aab31fd2e1221e6f4d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0141;1548953\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13](=[O:14])[cH:15][c:16]([CH2:17][NH:18][S:19](=[O:20])(=[O:21])[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[o:28]1>CCOC(C)=O>[O:1]=[CH:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13](=[O:14])[cH:15][c:16]([CH2:17][NH:18][S:19](=[O:20])(=[O:21])[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[o:28]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13](=[O:14])[cH:15][c:16]([CH2:17][NH:18][S:19](=[O:20])(=[O:21])[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[o:28]1>CCOC(C)=O>[O:1]=[CH:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13](=[O:14])[cH:15][c:16]([CH2:17][NH:18][S:19](=[O:20])(=[O:21])[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[o:28]1\"}",
"reactionStep": {
"id": "sa_9409c4aab31fd2e1221e6f4d",
"reactionHash": "3fb3b01f3f70d21fe534aea9a84a15d1286c86ec65aa33e74f556d84ff10090b"
},
"children": [
{
"id": "12916",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_8381a154a53498a760dce426",
"parentId": "12915",
"isLeaf": false,
"molecule": {
"id": "sa_8381a154a53498a760dce426",
"inchikey": "VLOCDMBPMHBPMQ-UHFFFAOYSA-N",
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)oc(CO)c1OCc1ccccc1"
},
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)oc(CO)c1OCc1ccccc1",
"reactionStepId": "sa_ffdc93c9fafdbde72c6e9ff3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0138;1548952\",\"rsmi\":\"Br[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[OH:21]>CO>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[O:21][CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[OH:21]>CO>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[O:21][CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_ffdc93c9fafdbde72c6e9ff3",
"reactionHash": "6f7e849a1b6e41045b3e7594299a73760e7419bc0ae6b5c934007bd082ea99a8"
},
"children": [
{
"id": "12917",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "12916",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12918",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_bdb3f8fe3c44ca51a1c81152",
"parentId": "12916",
"isLeaf": false,
"molecule": {
"id": "sa_bdb3f8fe3c44ca51a1c81152",
"inchikey": "AXCQBJOGJOJYAD-UHFFFAOYSA-N",
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)oc(CO)c1O"
},
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)oc(CO)c1O",
"reactionStepId": "sa_e06f0c5384381979daeb78ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0135;1548951\",\"rsmi\":\"[CH2:18]=[O:19].[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:20]1[OH:21]>C1COCCO1.[Na+].O>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[OH:21]\"},\"mapped_reaction_smiles\":\"[CH2:18]=[O:19].[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:20]1[OH:21]>C1COCCO1.[Na+].O>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][c:17]([CH2:18][OH:19])[c:20]1[OH:21]\"}",
"reactionStep": {
"id": "sa_e06f0c5384381979daeb78ef",
"reactionHash": "1bbf7d872367d5f47ff4e47e800d038e3e9e12f0547e9cd411a574b1da242419"
},
"children": [
{
"id": "12919",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_33fb05429ef193e4090274f7",
"parentId": "12918",
"isLeaf": false,
"molecule": {
"id": "sa_33fb05429ef193e4090274f7",
"inchikey": "WJIWILHCZWAPQV-UHFFFAOYSA-N",
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)occ1O"
},
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)occ1O",
"reactionStepId": "sa_d5e080cd38cbf2c62060ee56",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0132;1548950\",\"rsmi\":\"c1ccc(C[O:19][c:18]2[c:2](=[O:1])[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[o:16][cH:17]2)cc1>CC(=O)O.O=S(=O)(O)O>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:18]1[OH:19]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:19][c:18]2[c:2](=[O:1])[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[o:16][cH:17]2)cc1>CC(=O)O.O=S(=O)(O)O>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:18]1[OH:19]\"}",
"reactionStep": {
"id": "sa_d5e080cd38cbf2c62060ee56",
"reactionHash": "0bc38eed4b1586435b56006797acfa27faacede83d4583a4f10ee0cdeee06a76"
},
"children": [
{
"id": "12920",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_e3c5c1cb48917b84e575e22a",
"parentId": "12919",
"isLeaf": false,
"molecule": {
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"inchikey": "DFNGCASNPAXGIF-UHFFFAOYSA-N",
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)occ1OCc1ccccc1"
},
"smiles": "O=c1cc(CNS(=O)(=O)c2ccccc2)occ1OCc1ccccc1",
"reactionStepId": "sa_8edea9092b73d1bdcceb04d0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0129;1548949\",\"rsmi\":\"Cl[S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH2:6])[o:16][cH:17][c:18]1[O:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1>ClCCl.c1ccncc1>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:18]1[O:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH2:6])[o:16][cH:17][c:18]1[O:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1>ClCCl.c1ccncc1>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][NH:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[o:16][cH:17][c:18]1[O:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_8edea9092b73d1bdcceb04d0",
"reactionHash": "3b7aa381e66913e73d4c221b2d3352fc784cc130124ae49ddeeca0c97cf427c7"
},
"children": [
{
"id": "12921",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_7a65ff37f10513aa7296ecc6",
"parentId": "12920",
"isLeaf": false,
"molecule": {
"id": "sa_7a65ff37f10513aa7296ecc6",
"inchikey": "CNWWNLNRJOUVKM-UHFFFAOYSA-N",
"smiles": "NCc1cc(=O)c(OCc2ccccc2)co1"
},
"smiles": "NCc1cc(=O)c(OCc2ccccc2)co1",
"reactionStepId": "sa_d1dbe80b80000345cc870937",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0126;1548948\",\"rsmi\":\"[N-]=[N+]=[N:1][CH2:2][c:3]1[cH:4][c:5](=[O:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][o:17]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][CH2:2][c:3]1[cH:4][c:5](=[O:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][o:17]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:1][CH2:2][c:3]1[cH:4][c:5](=[O:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][o:17]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][CH2:2][c:3]1[cH:4][c:5](=[O:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][o:17]1\"}",
"reactionStep": {
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"reactionHash": "b761655f0c8fb0f2b94bf5f1e250b101476293457a991476f040e98b7d1489a3"
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"children": [
{
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"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_68ae602cd7213cbcbdd3b842",
"parentId": "12921",
"isLeaf": false,
"molecule": {
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"inchikey": "NHJBRLDFHNDHBT-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NCc1cc(=O)c(OCc2ccccc2)co1"
},
"smiles": "[N-]=[N+]=NCc1cc(=O)c(OCc2ccccc2)co1",
"reactionStepId": "sa_747041efb667cc7ce8b2dbc3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140194476A1;0123;1548947\",\"rsmi\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[N-:1]=[N+:2]=[N:3][CH2:4][c:5]1[cH:6][c:7](=[O:8])[c:9]([OH:10])[cH:18][o:19]1>CO.[Na+].O>[N-:1]=[N+:2]=[N:3][CH2:4][c:5]1[cH:6][c:7](=[O:8])[c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][o:19]1\"},\"mapped_reaction_smiles\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[N-:1]=[N+:2]=[N:3][CH2:4][c:5]1[cH:6][c:7](=[O:8])[c:9]([OH:10])[cH:18][o:19]1>CO.[Na+].O>[N-:1]=[N+:2]=[N:3][CH2:4][c:5]1[cH:6][c:7](=[O:8])[c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][o:19]1\"}",
"reactionStep": {
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"reactionHash": "d9353388c3940470c8788c808b4f4265cf8760b695c055a43c6efa6b697f208d"
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"children": [
{
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"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "12922",
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"molecule": {
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"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "12924",
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"molecule": {
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"smiles": "[N-]=[N+]=NCc1cc(=O)c(O)co1"
},
"smiles": "[N-]=[N+]=NCc1cc(=O)c(O)co1",
"reactionStepId": null,
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}
]
}
]
},
{
"id": "12925",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_2e449791516bfe12bcac6036",
"parentId": "12920",
"isLeaf": true,
"molecule": {
"id": "sa_2e449791516bfe12bcac6036",
"inchikey": "CSKNSYBAZOQPLR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1"
},
"smiles": "O=S(=O)(Cl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
},
{
"id": "12926",
"routeId": "sa_58ad74ae8c413f22d442b5e2",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "12918",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}