Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(C)c1c(O)ccc2c1oc1ccc(C#N)cc12
InChiKey
OVFYOQIDCXLDII-UHFFFAOYSA-N
Route Signature
45cc2ab966b75e4333016bc40b6b90cfdb2db251735aae86eb58577c80b3e7fa
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0awu03vr7qdda3jq6lwp",
"signature": "45cc2ab966b75e4333016bc40b6b90cfdb2db251735aae86eb58577c80b3e7fa",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0awu03vq7qddo9o4qh2o",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00402",
"moleculeId": "vjnr3dl3klwewsqe1j6volw2",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "vjnr3dl3klwewsqe1j6volw2",
"inchikey": "OVFYOQIDCXLDII-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(O)ccc2c1oc1ccc(C#N)cc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0awv03vs7qddhl70ghv0",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "vjnr3dl3klwewsqe1j6volw2",
"parentId": null,
"reactionStepId": "vi77cnx8oopa00eouk5fwwvh",
"isLeaf": false,
"molecule": {
"id": "vjnr3dl3klwewsqe1j6volw2",
"inchikey": "OVFYOQIDCXLDII-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(O)ccc2c1oc1ccc(C#N)cc12"
},
"reactionStep": {
"id": "vi77cnx8oopa00eouk5fwwvh",
"reactionHash": "f84b71d278c699ebdb55239ba999ae13e2794fd028eed0df65c42238d1e0f3ac",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0121;451100\",\"rsmi\":\"C[O:7][c:6]1[c:5]([CH:3]([CH2:2][CH3:1])[CH3:4])[c:11]2[c:10]([cH:9][cH:8]1)[c:14]1[c:13]([o:12]2)[cH:20][cH:19][c:16]([C:17]#[N:18])[cH:15]1>BrB(Br)Br.ClCCl.O>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([OH:7])[cH:8][cH:9][c:10]2[c:11]1[o:12][c:13]1[c:14]2[cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20]1\"}"
},
"children": [
{
"id": "cmisc0awv03vt7qdd43sv8qoy",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "s2acpx8jhu16qan4o2l2zooy",
"parentId": "cmisc0awv03vs7qddhl70ghv0",
"reactionStepId": "p1aw7k88vvn253iy9igi6a07",
"isLeaf": false,
"molecule": {
"id": "s2acpx8jhu16qan4o2l2zooy",
"inchikey": "FNARJIGZZSUAOO-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(OC)ccc2c1oc1ccc(C#N)cc12"
},
"reactionStep": {
"id": "p1aw7k88vvn253iy9igi6a07",
"reactionHash": "b80ca48fa467a5d3b01816cc7f389209686cc29bce402a6729c8622fb83d424f",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0119;451099\",\"rsmi\":\"Br[c:11]1[cH:10][cH:9][c:6]([O:7][CH3:8])[c:5]([CH:3]([CH2:2][CH3:1])[CH3:4])[c:12]1[O:13][c:14]1[cH:15][cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21]1>CC(=O)N(C)C.CC(=O)O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Na+]>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([O:7][CH3:8])[cH:9][cH:10][c:11]2[c:12]1[o:13][c:14]1[c:15]2[cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21]1\"}"
},
"children": [
{
"id": "cmisc0awv03vu7qdddek0cjio",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "jzn1ouzoqokk66kfavdk1u8w",
"parentId": "cmisc0awv03vt7qdd43sv8qoy",
"reactionStepId": "nhxm6xoika0lw4lfxrcrkima",
"isLeaf": false,
"molecule": {
"id": "jzn1ouzoqokk66kfavdk1u8w",
"inchikey": "KSKSETPARFPOBO-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(OC)ccc(Br)c1Oc1ccc(C#N)cc1"
},
"reactionStep": {
"id": "nhxm6xoika0lw4lfxrcrkima",
"reactionHash": "e9b6268b2584fffa5c08e591e5f36645697c82c7d726ce0dae8162dcf6e9078a",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0118;451098\",\"rsmi\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]([C:12]#[N:13])[cH:14][cH:15]2)[cH:16][cH:18][cH:19][c:20]1[O:21][CH3:22]>CC#N.O=[Si](O)O.[Mg+2]>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]([C:12]#[N:13])[cH:14][cH:15]2)[c:16]([Br:17])[cH:18][cH:19][c:20]1[O:21][CH3:22]\"}"
},
"children": [
{
"id": "cmisc0awv03vv7qddhscdtsmw",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "ryidmgrsfb3mdae5t7sgxvj8",
"parentId": "cmisc0awv03vu7qdddek0cjio",
"reactionStepId": "wut738rex2fo9i1yrxmvoi3h",
"isLeaf": false,
"molecule": {
"id": "ryidmgrsfb3mdae5t7sgxvj8",
"inchikey": "JIGKOPKRNMCFTA-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(OC)cccc1Oc1ccc(C#N)cc1"
},
"reactionStep": {
"id": "wut738rex2fo9i1yrxmvoi3h",
"reactionHash": "12aed832e8898e225a1c316a1ea4cec02a09fd463b528e3024754cf2e7fd6871",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0117;451097\",\"rsmi\":\"F[c:8]1[cH:9][cH:10][c:11]([C:12]#[N:13])[cH:14][cH:15]1.[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([OH:7])[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]>>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]([C:12]#[N:13])[cH:14][cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]\"}"
},
"children": [
{
"id": "cmisc0aww03vx7qdd63k8b6j9",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "euukcs1hmsqz9gi5w0ddss6x",
"parentId": "cmisc0awv03vv7qddhscdtsmw",
"reactionStepId": "vmq9ebr30ojw6h6m21fffpcr",
"isLeaf": false,
"molecule": {
"id": "euukcs1hmsqz9gi5w0ddss6x",
"inchikey": "MHCLUKMZMICAPJ-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(O)cccc1OC"
},
"reactionStep": {
"id": "vmq9ebr30ojw6h6m21fffpcr",
"reactionHash": "cf69485a8535cc4cce7c04a14f3f3c5afb043cc6feb46109db7168cc58f8f3dd",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0116;451096\",\"rsmi\":\"C[O:7][c:6]1[c:5]([CH:3]([CH2:2][CH3:1])[CH3:4])[c:11]([O:12][CH3:13])[cH:10][cH:9][cH:8]1>BrB(Br)Br.ClCCl>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([OH:7])[cH:8][cH:9][cH:10][c:11]1[O:12][CH3:13]\"}"
},
"children": [
{
"id": "cmisc0aww03vz7qddslw84wbx",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "v0ey6k5ti8mizgve2p5za5y0",
"parentId": "cmisc0aww03vx7qdd63k8b6j9",
"reactionStepId": "mryrfs1x2p7lrgq4pe8bvrph",
"isLeaf": false,
"molecule": {
"id": "v0ey6k5ti8mizgve2p5za5y0",
"inchikey": "HPNZDGHYUDDJOA-UHFFFAOYSA-N",
"smiles": "CCC(C)c1c(OC)cccc1OC"
},
"reactionStep": {
"id": "mryrfs1x2p7lrgq4pe8bvrph",
"reactionHash": "38d81539c5ea6e6d652e9f4676c7e810f7697a83dd509d90474d73cfe24cb898",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0115;451095\",\"rsmi\":\"O[C:3]([CH2:2][CH3:1])([CH3:4])[c:5]1[c:6]([O:7][CH3:8])[cH:9][cH:10][cH:11][c:12]1[O:13][CH3:14]>CCCCCC.Cc1ccc(S(=O)(=O)O)cc1.O.c1ccccc1>[CH3:1][CH2:2][CH:3]([CH3:4])[c:5]1[c:6]([O:7][CH3:8])[cH:9][cH:10][cH:11][c:12]1[O:13][CH3:14]\"}"
},
"children": [
{
"id": "cmisc0aww03w07qddjxald4w1",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "atul5ehm78n1orw7ac00lt30",
"parentId": "cmisc0aww03vz7qddslw84wbx",
"reactionStepId": "rucwhfu0lgmva9am3yhlg9ht",
"isLeaf": false,
"molecule": {
"id": "atul5ehm78n1orw7ac00lt30",
"inchikey": "HEXPRNLZWQNSDZ-UHFFFAOYSA-N",
"smiles": "CCC(C)(O)c1c(OC)cccc1OC"
},
"reactionStep": {
"id": "rucwhfu0lgmva9am3yhlg9ht",
"reactionHash": "7cd4ef8aba6439cfa7337e71d473b4de0ff0011124488a552ba30963bad57d0d",
"template": null,
"metadata": "{\"ID\":\"US20070093548A1;0114;451094\",\"rsmi\":\"[CH3:1][CH2:2][C:3]([CH3:4])=[O:5].[cH:6]1[c:7]([O:8][CH3:9])[cH:10][cH:11][cH:12][c:13]1[O:14][CH3:15]>CCOCC.[Li]CCCC>[CH3:1][CH2:2][C:3]([CH3:4])([OH:5])[c:6]1[c:7]([O:8][CH3:9])[cH:10][cH:11][cH:12][c:13]1[O:14][CH3:15]\"}"
},
"children": [
{
"id": "cmisc0aww03w17qddm9q9sle9",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "jxr6af3hwpv2ck0xjwnn9zpj",
"parentId": "cmisc0aww03w07qddjxald4w1",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "jxr6af3hwpv2ck0xjwnn9zpj",
"inchikey": "ZWEHNKRNPOVVGH-UHFFFAOYSA-N",
"smiles": "CCC(C)=O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0aww03w27qdd8nxwidnq",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "o7ytpr64o9eydxvu5l9zyqwp",
"parentId": "cmisc0aww03w07qddjxald4w1",
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"isLeaf": true,
"molecule": {
"id": "o7ytpr64o9eydxvu5l9zyqwp",
"inchikey": "DPZNOMCNRMUKPS-UHFFFAOYSA-N",
"smiles": "COc1cccc(OC)c1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc0aww03vy7qdd7pzm1klk",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "j4t9yn9m2ccamm8wrjl2p0bm",
"parentId": "cmisc0awv03vv7qddhscdtsmw",
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"isLeaf": true,
"molecule": {
"id": "j4t9yn9m2ccamm8wrjl2p0bm",
"inchikey": "AEKVBBNGWBBYLL-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(F)cc1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc0aww03vw7qddoxhap5ea",
"routeId": "cmisc0awu03vr7qdda3jq6lwp",
"moleculeId": "lk19umm8fdaaxtl1jqdxm7dp",
"parentId": "cmisc0awv03vu7qdddek0cjio",
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"isLeaf": true,
"molecule": {
"id": "lk19umm8fdaaxtl1jqdxm7dp",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}