Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)NC(=O)N(c2cnc(Oc3cccc4c3C(C)(C)CO4)nc2)C1=O
InChiKey
RLZSNZIJMXBLGI-UHFFFAOYSA-N
Route Signature
7ecf06375c88bc50eca6e341cea4cd66105fd2c2caa6f18f37f02f6552e7bf58
Synthesis route with 8 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc045300i63oddi5y7spak",
"signature": "7ecf06375c88bc50eca6e341cea4cd66105fd2c2caa6f18f37f02f6552e7bf58",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc045300i53odd5v90kjkg",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00527",
"moleculeId": "yyy8u6rgwnd47gk73rza5dao",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "yyy8u6rgwnd47gk73rza5dao",
"inchikey": "RLZSNZIJMXBLGI-UHFFFAOYSA-N",
"smiles": "CC1(C)NC(=O)N(c2cnc(Oc3cccc4c3C(C)(C)CO4)nc2)C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc045500i73odd4crias5b",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "yyy8u6rgwnd47gk73rza5dao",
"parentId": null,
"reactionStepId": "dlktbqi3esgnp6e5aqmo0y45",
"isLeaf": false,
"molecule": {
"id": "yyy8u6rgwnd47gk73rza5dao",
"inchikey": "RLZSNZIJMXBLGI-UHFFFAOYSA-N",
"smiles": "CC1(C)NC(=O)N(c2cnc(Oc3cccc4c3C(C)(C)CO4)nc2)C1=O"
},
"reactionStep": {
"id": "dlktbqi3esgnp6e5aqmo0y45",
"reactionHash": "d9f39e7e61370670328da8da3cd7237746b7a322ebb3a0d724f7851615404bb1",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;1171;1928113\",\"rsmi\":\"ClC(Cl)(Cl)O[C:15](OC(Cl)(Cl)Cl)=[O:16].[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[c:7]1[c:8]([O:9][c:10]1[n:11][cH:12][c:13]([NH:14][C:21]([C:18]([NH2:17])([CH3:19])[CH3:20])=[O:22])[cH:23][n:24]1)[cH:25][cH:26][cH:27]2>ClCCl>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[c:7]1[c:8]([O:9][c:10]1[n:11][cH:12][c:13]([N:14]3[C:15](=[O:16])[NH:17][C:18]([CH3:19])([CH3:20])[C:21]3=[O:22])[cH:23][n:24]1)[cH:25][cH:26][cH:27]2\"}"
},
"children": [
{
"id": "cmisc045500i83oddv0prkmqh",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "xw65pfb3tba9y8m2evejc3jp",
"parentId": "cmisc045500i73odd4crias5b",
"reactionStepId": "n6m4cg128172xfusepmeqa9a",
"isLeaf": false,
"molecule": {
"id": "xw65pfb3tba9y8m2evejc3jp",
"inchikey": "PDZUAXAXIOXNGL-UHFFFAOYSA-N",
"smiles": "CC(C)(N)C(=O)Nc1cnc(Oc2cccc3c2C(C)(C)CO3)nc1"
},
"reactionStep": {
"id": "n6m4cg128172xfusepmeqa9a",
"reactionHash": "61bd741cfc70562f1b893e2acc93aa6cc428c5c0a40fbc3fc471fbc7b781741b",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0814;1928024\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:4][C:2]([CH3:1])([CH3:3])[C:5](=[O:6])[NH:7][c:8]1[cH:9][n:10][c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][c:17]3[c:18]2[C:19]([CH3:20])([CH3:21])[CH2:22][O:23]3)[n:24][cH:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][C:2]([CH3:3])([NH2:4])[C:5](=[O:6])[NH:7][c:8]1[cH:9][n:10][c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][c:17]3[c:18]2[C:19]([CH3:20])([CH3:21])[CH2:22][O:23]3)[n:24][cH:25]1\"}"
},
"children": [
{
"id": "cmisc045500ia3oddntxxivgd",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "pzjjczwsodkaydxk3yrsuk35",
"parentId": "cmisc045500i83oddv0prkmqh",
"reactionStepId": "vlia9wlw3uxk9hirs2amj369",
"isLeaf": false,
"molecule": {
"id": "pzjjczwsodkaydxk3yrsuk35",
"inchikey": "JUNISPMIDOFUAG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NC(C)(C)C(=O)Nc1cnc(Oc2cccc3c2C(C)(C)CO3)nc1"
},
"reactionStep": {
"id": "vlia9wlw3uxk9hirs2amj369",
"reactionHash": "1b8146a90f2a419834c704a325f6802f4aa162734d0e82cb6c46331b5ef90895",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0811;1928023\",\"rsmi\":\"O[C:12]([C:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])([CH3:10])[CH3:11])=[O:13].[NH2:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][cH:23][c:24]3[c:25]2[C:26]([CH3:27])([CH3:28])[CH2:29][O:30]3)[n:31][cH:32]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]([CH3:10])([CH3:11])[C:12](=[O:13])[NH:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][cH:23][c:24]3[c:25]2[C:26]([CH3:27])([CH3:28])[CH2:29][O:30]3)[n:31][cH:32]1\"}"
},
"children": [
{
"id": "cmisc045500ib3odd14fk24jr",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "rgwoywrffqp1gile7x7twfkx",
"parentId": "cmisc045500ia3oddntxxivgd",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "rgwoywrffqp1gile7x7twfkx",
"inchikey": "MFNXWZGIFWJHMI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=NC(C)(C)C(=O)O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc045500ic3oddog698m8n",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "xoeu5agtpf87u70fqd8yglsm",
"parentId": "cmisc045500ia3oddntxxivgd",
"reactionStepId": "a1gsdk844cxmf2wlms7ixpj2",
"isLeaf": false,
"molecule": {
"id": "xoeu5agtpf87u70fqd8yglsm",
"inchikey": "SJKYKVIXWMWUMO-UHFFFAOYSA-N",
"smiles": "CC1(C)COc2cccc(Oc3ncc(N)cn3)c21"
},
"reactionStep": {
"id": "a1gsdk844cxmf2wlms7ixpj2",
"reactionHash": "e2acf51fd3bc347fcd01bccdb9208364fb5ea49a2c05198062dcacca4529910a",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0574;1927969\",\"rsmi\":\"O=[N+:14]([O-])[c:13]1[cH:12][n:11][c:10]([O:9][c:8]2[c:7]3[c:6]([cH:19][cH:18][cH:17]2)[O:5][CH2:4][C:2]3([CH3:1])[CH3:3])[n:16][cH:15]1>C1CCOC1.O.Cl.[Fe].N>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[c:7]1[c:8]([O:9][c:10]1[n:11][cH:12][c:13]([NH2:14])[cH:15][n:16]1)[cH:17][cH:18][cH:19]2\"}"
},
"children": [
{
"id": "cmisc045500id3oddywxs4f9j",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "blgr73uhwnpzxmazw5mk6yot",
"parentId": "cmisc045500ic3oddog698m8n",
"reactionStepId": "nuzvjevp5werjixk5i8rriqy",
"isLeaf": false,
"molecule": {
"id": "blgr73uhwnpzxmazw5mk6yot",
"inchikey": "MMBQKSXQXFWRKW-UHFFFAOYSA-N",
"smiles": "CC1(C)COc2cccc(Oc3ncc([N+](=O)[O-])cn3)c21"
},
"reactionStep": {
"id": "nuzvjevp5werjixk5i8rriqy",
"reactionHash": "ab9b8c33df9a6522b884a3d3c734b015cadbf931cbce1bbca0693262d579e391",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0571;1927968\",\"rsmi\":\"Cl[c:10]1[n:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][n:18]1.[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[c:7]1[c:8]([OH:9])[cH:19][cH:20][cH:21]2>CN(C)C=O>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[c:7]1[c:8]([O:9][c:10]1[n:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][n:18]1)[cH:19][cH:20][cH:21]2\"}"
},
"children": [
{
"id": "cmisc045600ie3oddvl723x3e",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "ajjrqsc30hyxpsw070u05uro",
"parentId": "cmisc045500id3oddywxs4f9j",
"reactionStepId": "o88mz6yi8bi8law7kfjdw565",
"isLeaf": false,
"molecule": {
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"inchikey": "IWWTWTAMCFPVEX-UHFFFAOYSA-N",
"smiles": "CC1(C)COc2cccc(O)c21"
},
"reactionStep": {
"id": "o88mz6yi8bi8law7kfjdw565",
"reactionHash": "87279ebe5aead0f3f3ee9a1e19ef3553de2433b7a0b86b0cb38775ff29a6f0db",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0525;1927956\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][cH:7][c:6]2[c:12]1[C:2]([CH3:1])([CH3:3])[CH2:4][O:5]2>BrB(Br)Br.ClCCl.O>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][c:6]2[cH:7][cH:8][cH:9][c:10]([OH:11])[c:12]21\"}"
},
"children": [
{
"id": "cmisc045600ig3oddtxhjjy0v",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "vjb9b23pe5nb4jkzslu1lh63",
"parentId": "cmisc045600ie3oddvl723x3e",
"reactionStepId": "o3tetovi2y33lp0p4ywjct85",
"isLeaf": false,
"molecule": {
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"inchikey": "IKQUIQDAHSBWHA-UHFFFAOYSA-N",
"smiles": "COc1cccc2c1C(C)(C)CO2"
},
"reactionStep": {
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"reactionHash": "5222e31c18950198f4ac3036a30aba7ea12c3372caa4304fc1565405e9e68ced",
"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0522;1927955\",\"rsmi\":\"I[c:8]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[O:13][CH2:12][C:9]([CH3:10])=[CH2:11]>CCCC[SnH](CCCC)CCCC.Cc1ccccc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]2[c:8]1[C:9]([CH3:10])([CH3:11])[CH2:12][O:13]2\"}"
},
"children": [
{
"id": "cmisc045600ih3oddbwaoxihi",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "tu09955z4nlv82ktnle748g7",
"parentId": "cmisc045600ig3oddtxhjjy0v",
"reactionStepId": "ndqwbt0vrzymjzrsaqcylc8x",
"isLeaf": false,
"molecule": {
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"inchikey": "FRCWRDIPWSQPGF-UHFFFAOYSA-N",
"smiles": "C=C(C)COc1cccc(OC)c1I"
},
"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20160251340A1;0519;1927954\",\"rsmi\":\"Cl[CH2:4][C:2](=[CH2:1])[CH3:3].[OH:5][c:6]1[cH:7][cH:8][cH:9][c:10]([O:11][CH3:12])[c:13]1[I:14]>CN(C)C=O.O.[HH].[Na+]>[CH2:1]=[C:2]([CH3:3])[CH2:4][O:5][c:6]1[cH:7][cH:8][cH:9][c:10]([O:11][CH3:12])[c:13]1[I:14]\"}"
},
"children": [
{
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"moleculeId": "dybc6nw9d4jm43nes2r84ok4",
"parentId": "cmisc045600ih3oddbwaoxihi",
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"isLeaf": true,
"molecule": {
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"inchikey": "OHXAOPZTJOUYKM-UHFFFAOYSA-N",
"smiles": "C=C(C)CCl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc045600ij3odd6lgidjtu",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "dlkm0ld8kbugj9jeiqy8yn0b",
"parentId": "cmisc045600ih3oddbwaoxihi",
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"molecule": {
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"inchikey": "DLVPKRMLAXQBGK-UHFFFAOYSA-N",
"smiles": "COc1cccc(O)c1I"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc045600if3oddh1jsrrel",
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"moleculeId": "xfztyqv9o8pzll77uytbpgl5",
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"molecule": {
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"inchikey": "OFCBNMYNAHUDGE-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cnc(Cl)nc1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "cmisc045500i93odd18b7payr",
"routeId": "cmisc045300i63oddi5y7spak",
"moleculeId": "febjwgts7ug1d89601z94re5",
"parentId": "cmisc045500i73odd4crias5b",
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"isLeaf": true,
"molecule": {
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"inchikey": "UCPYLLCMEDAXFR-UHFFFAOYSA-N",
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"reactionStep": null,
"children": []
}
]
}
}