Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(/C=C/c2ccc3cc(N(C)C)ccc3n2)c(C)n1-c1ccccc1
InChiKey
PFYKNHDYTIWYDT-ZRDIBKRKSA-N
Route Signature
648407cee09fa5e2dc5ce6c37c13215eff15f869becd473b48d57038796a970b
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_68c0162a553e6a3afd3890bb",
"signature": "648407cee09fa5e2dc5ce6c37c13215eff15f869becd473b48d57038796a970b",
"contentHash": "673768c31cd82449ed6b9400ff3e5f3f03f0ae4c12ba9f26cbc012dd089756b0",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a0b27ebd4b06d43fa35092f6",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01137",
"moleculeId": "sa_a47d90d31a672ff9625ba361",
"smiles": "Cc1cc(/C=C/c2ccc3cc(N(C)C)ccc3n2)c(C)n1-c1ccccc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a47d90d31a672ff9625ba361",
"inchikey": "PFYKNHDYTIWYDT-ZRDIBKRKSA-N",
"smiles": "Cc1cc(/C=C/c2ccc3cc(N(C)C)ccc3n2)c(C)n1-c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9971",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_a47d90d31a672ff9625ba361",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a47d90d31a672ff9625ba361",
"inchikey": "PFYKNHDYTIWYDT-ZRDIBKRKSA-N",
"smiles": "Cc1cc(/C=C/c2ccc3cc(N(C)C)ccc3n2)c(C)n1-c1ccccc1"
},
"smiles": "Cc1cc(/C=C/c2ccc3cc(N(C)C)ccc3n2)c(C)n1-c1ccccc1",
"reactionStepId": "sa_29c17085a36ae5ac27224ef3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168128A1;0096;906650\",\"rsmi\":\"O=[CH:5][c:4]1[cH:3][c:2]([CH3:1])[n:22](-[c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[c:20]1[CH3:21].[CH3:6][c:7]1[n:8][c:9]2[cH:10][cH:11][c:12]([N:13]([CH3:14])[CH3:15])[cH:16][c:17]2[cH:18][cH:19]1>CN(C)C=O.Cl.Cl.[Na+].O.[Zn+2]>[CH3:1][c:2]1[cH:3][c:4](/[CH:5]=[CH:6]/[c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]([CH3:14])[CH3:15])[cH:16][c:17]3[cH:18][cH:19]2)[c:20]([CH3:21])[n:22]1-[c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:4]1[cH:3][c:2]([CH3:1])[n:22](-[c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[c:20]1[CH3:21].[CH3:6][c:7]1[n:8][c:9]2[cH:10][cH:11][c:12]([N:13]([CH3:14])[CH3:15])[cH:16][c:17]2[cH:18][cH:19]1>CN(C)C=O.Cl.Cl.[Na+].O.[Zn+2]>[CH3:1][c:2]1[cH:3][c:4](/[CH:5]=[CH:6]/[c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]([CH3:14])[CH3:15])[cH:16][c:17]3[cH:18][cH:19]2)[c:20]([CH3:21])[n:22]1-[c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_29c17085a36ae5ac27224ef3",
"reactionHash": "047a90f36154938aaee7b490988b13cbe85d36282d6c7bf76f12e1600d71baea"
},
"children": [
{
"id": "9972",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_1f320b0d29c23e5a6d421e39",
"parentId": "9971",
"isLeaf": false,
"molecule": {
"id": "sa_1f320b0d29c23e5a6d421e39",
"inchikey": "JGRWYZQONRFIFH-UHFFFAOYSA-N",
"smiles": "Cc1ccc2cc(N(C)C)ccc2n1"
},
"smiles": "Cc1ccc2cc(N(C)C)ccc2n1",
"reactionStepId": "sa_8a710a52a4d10a57b0d3755a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168128A1;0090;906647\",\"rsmi\":\"CN(C=O)[CH3:11].I[CH3:12].[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[cH:8][c:9]([NH2:10])[cH:13][cH:14]2>O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[cH:8][c:9]([N:10]([CH3:11])[CH3:12])[cH:13][cH:14]2\"},\"mapped_reaction_smiles\":\"CN(C=O)[CH3:11].I[CH3:12].[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[cH:8][c:9]([NH2:10])[cH:13][cH:14]2>O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[cH:8][c:9]([N:10]([CH3:11])[CH3:12])[cH:13][cH:14]2\"}",
"reactionStep": {
"id": "sa_8a710a52a4d10a57b0d3755a",
"reactionHash": "2586dfc1e7516ba6bfacb1e9dde78338cd1f718172c7e1a616e238e8556f88e7"
},
"children": [
{
"id": "9973",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "9972",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9974",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_c881349c2144d17983ab9812",
"parentId": "9972",
"isLeaf": false,
"molecule": {
"id": "sa_c881349c2144d17983ab9812",
"inchikey": "TYJFYUVDUUACKX-UHFFFAOYSA-N",
"smiles": "Cc1ccc2cc(N)ccc2n1"
},
"smiles": "Cc1ccc2cc(N)ccc2n1",
"reactionStepId": "sa_d912da63524ca1b3abd1b9d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168128A1;0088;906646\",\"rsmi\":\"O=[N+:8]([O-])[c:7]1[cH:6][cH:5][c:4]2[n:3][c:2]([CH3:1])[cH:12][cH:11][c:10]2[cH:9]1>Cl.Cl[Sn]Cl.O.O>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([NH2:8])[cH:9][c:10]2[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:8]([O-])[c:7]1[cH:6][cH:5][c:4]2[n:3][c:2]([CH3:1])[cH:12][cH:11][c:10]2[cH:9]1>Cl.Cl[Sn]Cl.O.O>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([NH2:8])[cH:9][c:10]2[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_d912da63524ca1b3abd1b9d8",
"reactionHash": "99bd5a36ca2c615d62f0dadccbe9e81463b1742214db07ee0b1cd23d3cd83324"
},
"children": [
{
"id": "9975",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_50743ee102aae1ded656d6fa",
"parentId": "9974",
"isLeaf": true,
"molecule": {
"id": "sa_50743ee102aae1ded656d6fa",
"inchikey": "DXDPHHQJZWWAEH-UHFFFAOYSA-N",
"smiles": "Cc1ccc2cc([N+](=O)[O-])ccc2n1"
},
"smiles": "Cc1ccc2cc([N+](=O)[O-])ccc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9976",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "9972",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9977",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_76c50384788a2e9e22d695da",
"parentId": "9971",
"isLeaf": false,
"molecule": {
"id": "sa_76c50384788a2e9e22d695da",
"inchikey": "LNROIXNEIZSESG-UHFFFAOYSA-N",
"smiles": "Cc1cc(C=O)c(C)n1-c1ccccc1"
},
"smiles": "Cc1cc(C=O)c(C)n1-c1ccccc1",
"reactionStepId": "sa_99e59e6cca1ba78c072c9740",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168128A1;0094;906649\",\"rsmi\":\"CN(C)[CH:5]=[O:6].[CH3:1][c:2]1[cH:3][cH:4][c:7]([CH3:8])[n:9]1-[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>Cc1ccccc1.O=C(O)O.O=P(Cl)(Cl)Cl.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[c:7]([CH3:8])[n:9]1-[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:5]=[O:6].[CH3:1][c:2]1[cH:3][cH:4][c:7]([CH3:8])[n:9]1-[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>Cc1ccccc1.O=C(O)O.O=P(Cl)(Cl)Cl.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[c:7]([CH3:8])[n:9]1-[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_99e59e6cca1ba78c072c9740",
"reactionHash": "3f804753beb95cb2192413c900b0e67c366c0ade476fb99a3171d567d82acc75"
},
"children": [
{
"id": "9978",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_8e2a616ebad41607948067b8",
"parentId": "9977",
"isLeaf": false,
"molecule": {
"id": "sa_8e2a616ebad41607948067b8",
"inchikey": "JNXIFVSGXLGULI-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C)n1-c1ccccc1"
},
"smiles": "Cc1ccc(C)n1-c1ccccc1",
"reactionStepId": "sa_b5f20972360468d2a00d30e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100168128A1;0092;906648\",\"rsmi\":\"O=[C:2]([CH3:1])[CH2:3][CH2:4][C:5](=O)[CH3:6].[NH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>CC(=O)O.Cl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[CH2:3][CH2:4][C:5](=O)[CH3:6].[NH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>CC(=O)O.Cl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH3:6])[n:7]1-[c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1\"}",
"reactionStep": {
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"reactionHash": "c472e8962d160529aba18480ab18a17848f9210def15d72642f1c2cae9083f94"
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"children": [
{
"id": "9979",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_49458ddbe3fb90e1e95d8e58",
"parentId": "9978",
"isLeaf": true,
"molecule": {
"id": "sa_49458ddbe3fb90e1e95d8e58",
"inchikey": "OJVAMHKKJGICOG-UHFFFAOYSA-N",
"smiles": "CC(=O)CCC(C)=O"
},
"smiles": "CC(=O)CCC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9980",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_257ba819b453f9a0e7fa3c07",
"parentId": "9978",
"isLeaf": true,
"molecule": {
"id": "sa_257ba819b453f9a0e7fa3c07",
"inchikey": "PAYRUJLWNCNPSJ-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1"
},
"smiles": "Nc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9981",
"routeId": "sa_68c0162a553e6a3afd3890bb",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "9977",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}