Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(F)cc1/C(=N/O)c1nccc(-c2cnccc2C)c1F
InChiKey
DKDUHTSTDMLJTB-MOHJPFBDSA-N
Route Signature
12e0144a5e24018677426d74ad83d4332a092fd510c2e638a32022b997babf94
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5a84ced5b24768df567929a2",
"signature": "12e0144a5e24018677426d74ad83d4332a092fd510c2e638a32022b997babf94",
"contentHash": "3e3a237c148c0d23be6c8dcfef84849a0faf460b05ba758de63572c0990fc50b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_51ef50701e4a9b97523be89a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02529",
"moleculeId": "sa_333b865d770f92063393c7aa",
"smiles": "COc1ccc(F)cc1/C(=N/O)c1nccc(-c2cnccc2C)c1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_333b865d770f92063393c7aa",
"inchikey": "DKDUHTSTDMLJTB-MOHJPFBDSA-N",
"smiles": "COc1ccc(F)cc1/C(=N/O)c1nccc(-c2cnccc2C)c1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6391",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_333b865d770f92063393c7aa",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_333b865d770f92063393c7aa",
"inchikey": "DKDUHTSTDMLJTB-MOHJPFBDSA-N",
"smiles": "COc1ccc(F)cc1/C(=N/O)c1nccc(-c2cnccc2C)c1F"
},
"smiles": "COc1ccc(F)cc1/C(=N/O)c1nccc(-c2cnccc2C)c1F",
"reactionStepId": "sa_00cfd5b728e6d34eb43ed4b8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160096847A1;0612;1859143\",\"rsmi\":\"O=[C:5]([c:4]1[c:3]([O:2][CH3:1])[cH:26][cH:25][c:23]([F:24])[cH:22]1)[c:8]1[n:9][cH:10][cH:11][c:12](-[c:13]2[c:14]([CH3:15])[cH:16][cH:17][n:18][cH:19]2)[c:20]1[F:21].[NH2:6][OH:7]>Cl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4](/[C:5](=[N:6]/[OH:7])[c:8]2[n:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([CH3:15])[cH:16][cH:17][n:18][cH:19]3)[c:20]2[F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([c:4]1[c:3]([O:2][CH3:1])[cH:26][cH:25][c:23]([F:24])[cH:22]1)[c:8]1[n:9][cH:10][cH:11][c:12](-[c:13]2[c:14]([CH3:15])[cH:16][cH:17][n:18][cH:19]2)[c:20]1[F:21].[NH2:6][OH:7]>Cl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4](/[C:5](=[N:6]/[OH:7])[c:8]2[n:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([CH3:15])[cH:16][cH:17][n:18][cH:19]3)[c:20]2[F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_00cfd5b728e6d34eb43ed4b8",
"reactionHash": "34cbf5ba3bcc037e4168fa1d153497c45f95402c3f1b52552a0c5f89704e54b7"
},
"children": [
{
"id": "6392",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "6391",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6393",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_e3c80427b38faa3c80d57586",
"parentId": "6391",
"isLeaf": false,
"molecule": {
"id": "sa_e3c80427b38faa3c80d57586",
"inchikey": "BSVAKYAOPVMREI-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)cc1C(=O)c1nccc(-c2cnccc2C)c1F"
},
"smiles": "COc1ccc(F)cc1C(=O)c1nccc(-c2cnccc2C)c1F",
"reactionStepId": "sa_67851036b52aad3f2c163b10",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160096847A1;0610;1859142\",\"rsmi\":\"Br[Mg][c:4]1[c:3]([O:2][CH3:1])[cH:25][cH:24][c:22]([F:23])[cH:21]1.N#[C:5][c:7]1[n:8][cH:9][cH:10][c:11](-[c:12]2[c:13]([CH3:14])[cH:15][cH:16][n:17][cH:18]2)[c:19]1[F:20].[OH2:6]>C1CCOC1.Cl.ClCCl.[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5](=[O:6])[c:7]2[n:8][cH:9][cH:10][c:11](-[c:12]3[c:13]([CH3:14])[cH:15][cH:16][n:17][cH:18]3)[c:19]2[F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:4]1[c:3]([O:2][CH3:1])[cH:25][cH:24][c:22]([F:23])[cH:21]1.N#[C:5][c:7]1[n:8][cH:9][cH:10][c:11](-[c:12]2[c:13]([CH3:14])[cH:15][cH:16][n:17][cH:18]2)[c:19]1[F:20].[OH2:6]>C1CCOC1.Cl.ClCCl.[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5](=[O:6])[c:7]2[n:8][cH:9][cH:10][c:11](-[c:12]3[c:13]([CH3:14])[cH:15][cH:16][n:17][cH:18]3)[c:19]2[F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_67851036b52aad3f2c163b10",
"reactionHash": "c943f2476af21abcdf97901506cd48851ee02c6384a0c9001c994113bd250ec2"
},
"children": [
{
"id": "6394",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_157c90146eda607ec44085c1",
"parentId": "6393",
"isLeaf": false,
"molecule": {
"id": "sa_157c90146eda607ec44085c1",
"inchikey": "HFVUTTVAVDYVHO-UHFFFAOYSA-N",
"smiles": "Cc1ccncc1-c1ccnc(C#N)c1F"
},
"smiles": "Cc1ccncc1-c1ccnc(C#N)c1F",
"reactionStepId": "sa_cf616a992160f76cd73a514e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160096847A1;0590;1859135\",\"rsmi\":\"I[c:4]1[c:5]([F:6])[c:7]([C:8]#[N:9])[n:10][cH:11][cH:12]1.OB(O)[c:3]1[c:2]([CH3:1])[cH:16][cH:15][n:14][cH:13]1>C1COCCO1.ClCCl.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][c:2]1[c:3](-[c:4]2[c:5]([F:6])[c:7]([C:8]#[N:9])[n:10][cH:11][cH:12]2)[cH:13][n:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"I[c:4]1[c:5]([F:6])[c:7]([C:8]#[N:9])[n:10][cH:11][cH:12]1.OB(O)[c:3]1[c:2]([CH3:1])[cH:16][cH:15][n:14][cH:13]1>C1COCCO1.ClCCl.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][c:2]1[c:3](-[c:4]2[c:5]([F:6])[c:7]([C:8]#[N:9])[n:10][cH:11][cH:12]2)[cH:13][n:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_cf616a992160f76cd73a514e",
"reactionHash": "17725fdbef3e331a587a282a074b6d3153325b2d79116fa531522deb2047e2a1"
},
"children": [
{
"id": "6395",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_9fc18e71bf5a98df00942a9d",
"parentId": "6394",
"isLeaf": true,
"molecule": {
"id": "sa_9fc18e71bf5a98df00942a9d",
"inchikey": "ASXFMIDIRZPCGK-UHFFFAOYSA-N",
"smiles": "Cc1ccncc1B(O)O"
},
"smiles": "Cc1ccncc1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6396",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_a1a6f4173268871b578b2ba6",
"parentId": "6394",
"isLeaf": false,
"molecule": {
"id": "sa_a1a6f4173268871b578b2ba6",
"inchikey": "CLBCNDXLHUIEBW-UHFFFAOYSA-N",
"smiles": "N#Cc1nccc(I)c1F"
},
"smiles": "N#Cc1nccc(I)c1F",
"reactionStepId": "sa_c05e0af432b97b452b47eaf4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160096847A1;0588;1859134\",\"rsmi\":\"I[I:8].[N:1]#[C:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:9]1[F:10]>C1CCOC1.CC(C)=O.CC(C)NC(C)C.CC(C)NC(C)C.ClCCl.O=C=O.[Li+].[Li]CCCC>[N:1]#[C:2][c:3]1[n:4][cH:5][cH:6][c:7]([I:8])[c:9]1[F:10]\"},\"mapped_reaction_smiles\":\"I[I:8].[N:1]#[C:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:9]1[F:10]>C1CCOC1.CC(C)=O.CC(C)NC(C)C.CC(C)NC(C)C.ClCCl.O=C=O.[Li+].[Li]CCCC>[N:1]#[C:2][c:3]1[n:4][cH:5][cH:6][c:7]([I:8])[c:9]1[F:10]\"}",
"reactionStep": {
"id": "sa_c05e0af432b97b452b47eaf4",
"reactionHash": "42b053dee1e807ff94a344508127ee4cef7fc5292035a0b8dda49991b432e9fa"
},
"children": [
{
"id": "6397",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "6396",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6398",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_ff6f1235f2248245d9c9accf",
"parentId": "6396",
"isLeaf": true,
"molecule": {
"id": "sa_ff6f1235f2248245d9c9accf",
"inchikey": "VZFPSCNTFBJZHB-UHFFFAOYSA-N",
"smiles": "N#Cc1ncccc1F"
},
"smiles": "N#Cc1ncccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6399",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "6393",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6400",
"routeId": "sa_5a84ced5b24768df567929a2",
"moleculeId": "sa_fb9b10d10a7b319a5d9d9c0c",
"parentId": "6393",
"isLeaf": true,
"molecule": {
"id": "sa_fb9b10d10a7b319a5d9d9c0c",
"inchikey": "ZYVBZHZWABCRCW-UHFFFAOYSA-M",
"smiles": "COC1=C=C[C](F)([Mg][Br])C=C1"
},
"smiles": "COc1ccc(F)c[c]1[Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}