Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C
InChiKey
YQBOXCUDOIPATO-UHFFFAOYSA-N
Route Signature
3b40d7c9162d862a47683a7a26a16154c8623d127338aa1bd88e3dbab2c3dc52
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0b4h04qm7qddpi1ar4gn",
"signature": "3b40d7c9162d862a47683a7a26a16154c8623d127338aa1bd88e3dbab2c3dc52",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0b4h04ql7qddodcaorir",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00117",
"moleculeId": "j0v8jo1vl3nbfrn7qob6dtgh",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "j0v8jo1vl3nbfrn7qob6dtgh",
"inchikey": "YQBOXCUDOIPATO-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0b4j04qn7qddp75z1cme",
"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "j0v8jo1vl3nbfrn7qob6dtgh",
"parentId": null,
"reactionStepId": "n1in509hdjzjrznmfu4siu9i",
"isLeaf": false,
"molecule": {
"id": "j0v8jo1vl3nbfrn7qob6dtgh",
"inchikey": "YQBOXCUDOIPATO-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"reactionStep": {
"id": "n1in509hdjzjrznmfu4siu9i",
"reactionHash": "c9397244a4b07627a06780d42d3a23c9a93dae38981df55e09701fe9a24cc70b",
"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2123;227030\",\"rsmi\":\"[NH3:12].c1ccc(O[c:11]2[c:4]3[n:3][c:2]([CH3:1])[n:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]4[cH:21][cH:22][cH:23][cH:24][cH:25]4)[c:5]3[c:6]([CH3:7])[c:8]([CH3:9])[n:10]2)cc1>CC(=O)O.O.[Na+].O>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[NH2:12])[n:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"}"
},
"children": [
{
"id": "cmisc0b4j04qo7qddlj7ogak1",
"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "pigkd7eajdeabdjd1joca5ag",
"parentId": "cmisc0b4j04qn7qddp75z1cme",
"reactionStepId": "xzdbas678r53g0fvilb9s3mp",
"isLeaf": false,
"molecule": {
"id": "pigkd7eajdeabdjd1joca5ag",
"inchikey": "AREALVOSOMOZCM-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"reactionStep": {
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"reactionHash": "f9d681647ece291599e8a29870e246aaa6291868cb8925dd06490ac40435bf35",
"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2121;227029\",\"rsmi\":\"Cl[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][n:19]1[c:2]([CH3:1])[n:3][c:4]2[c:5]1[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1.[SH:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1>CN(C)C=O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][S:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1\"}"
},
"children": [
{
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"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "siasmheo05k29wbbv9260ffj",
"parentId": "cmisc0b4j04qo7qddlj7ogak1",
"reactionStepId": "h8rz3v6d1xi22tp6to7izxtr",
"isLeaf": false,
"molecule": {
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"inchikey": "DWZGGWUDOSJNND-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCCl)c2c1C"
},
"reactionStep": {
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"reactionHash": "7cfa225dd85ff535aee2bd4a1e8ca488eed9c4749e9c5e016fb17f3790fdaaa1",
"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2113;227026\",\"rsmi\":\"CO[C:2](OC)(OC)[CH3:1].[NH2:3][c:4]1[c:5]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1CCOC1.CCOC(C)=O.Cl.c1ccncc1>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25]\"}"
},
"children": [
{
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"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "mamp5hf2x59fzx6d6dhaeoil",
"parentId": "cmisc0b4j04qq7qdda054bt1d",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "HDPNBNXLBDFELL-UHFFFAOYSA-N",
"smiles": "COC(C)(OC)OC"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0b4j04qt7qddpl2v0orn",
"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "hp0u5qefdzclwqqw9cfqblwx",
"parentId": "cmisc0b4j04qq7qdda054bt1d",
"reactionStepId": "llixcbthsh23emgsztvfegfz",
"isLeaf": false,
"molecule": {
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"inchikey": "GYXZGYAYYYNPDB-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c(N)c(NCCCCCCl)c1C"
},
"reactionStep": {
"id": "llixcbthsh23emgsztvfegfz",
"reactionHash": "0c7f7a1aaec909baa59e9e17cf8195c2a346721f517bc69e50eecba659549778",
"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2111;227025\",\"rsmi\":\"O=[N+:14]([O-])[c:13]1[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:3]([CH3:4])[c:2]([CH3:1])[n:23][c:15]1[O:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1>Cc1ccccc1.[Pt]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:13]([NH2:14])[c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[n:23]1\"}"
},
"children": [
{
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"routeId": "cmisc0b4h04qm7qddpi1ar4gn",
"moleculeId": "qy9z7rdi8yfb8d0nyx0d4iq8",
"parentId": "cmisc0b4j04qt7qddpl2v0orn",
"reactionStepId": "vu4j7slqnhpn6kstmakpttio",
"isLeaf": false,
"molecule": {
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"inchikey": "JUQDMKCCRIMJKK-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCCl)c1C"
},
"reactionStep": {
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"reactionHash": "8d99b678dc9e40f1236a41c06ef2eddbad2cc0480cd2dba02299d794c5a6d9ed",
"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2109;227024\",\"rsmi\":\"O=S(Cl)[Cl:23].O[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][NH:17][c:16]1[c:12]([N+:13](=[O:14])[O-:15])[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[c:24]1[CH3:25]>ClCCl>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][Cl:23])[c:24]1[CH3:25]\"}"
},
"children": [
{
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"moleculeId": "owhz2zdkl68qzmlwfhbbwmtp",
"parentId": "cmisc0b4j04qu7qddiz9pnjch",
"reactionStepId": "ffdgbyclhrikp90w6spd8myz",
"isLeaf": false,
"molecule": {
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"inchikey": "FMFZYYUGOIOSTQ-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCO)c1C"
},
"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20050032830A1;2276;227069\",\"rsmi\":\"Cl[c:4]1[n:3][c:2]([CH3:1])[c:24]([CH3:25])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:12]1[N+:13](=[O:14])[O-:15].[OH:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>C1CCOC1.O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:24]1[CH3:25]\"}"
},
"children": [
{
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"metadata": "{\"ID\":\"US20050032830A1;2105;227022\",\"rsmi\":\"Cl[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:19][c:17]([Cl:18])[c:13]1[N+:14](=[O:15])[O-:16].[NH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]>CN(C)C=O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[c:13]([N+:14](=[O:15])[O-:16])[c:17]([Cl:18])[n:19]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "Cc1nc(Cl)c([N+](=O)[O-])c(Cl)c1C"
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"children": []
},
{
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"molecule": {
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"smiles": "NCCCCCO"
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}
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{
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"molecule": {
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"smiles": "Oc1ccccc1"
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{
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"molecule": {
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"smiles": "O=S(Cl)Cl"
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]
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]
}
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},
{
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"molecule": {
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"inchikey": "RMVRSNDYEFQCLF-UHFFFAOYSA-N",
"smiles": "Sc1ccccc1"
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{
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"molecule": {
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"smiles": "N"
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}
}