Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NC[C@H]1CC[C@@H](C(O)CCc2ccccc2)CC1
InChiKey
MEUFIRNWQBYZHI-XYPWUTKMSA-N
Route Signature
dc8848a4a0bf03eb8c20b1bea4fc801b60c189d94aeeea0f15cd4d0d88111773
Synthesis route with 10 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc04bf01693oddoc5f1cdz",
"signature": "dc8848a4a0bf03eb8c20b1bea4fc801b60c189d94aeeea0f15cd4d0d88111773",
"length": 10,
"isConvergent": false
},
"target": {
"id": "cmisc04be01683oddlgp2ivck",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n1-00005",
"moleculeId": "cdqeputu13a7s021vx7jmbpt",
"routeLength": 10,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "cdqeputu13a7s021vx7jmbpt",
"inchikey": "MEUFIRNWQBYZHI-XYPWUTKMSA-N",
"smiles": "NC[C@H]1CC[C@@H](C(O)CCc2ccccc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc04bg016a3odd8bsxn4nr",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "cdqeputu13a7s021vx7jmbpt",
"parentId": null,
"reactionStepId": "agklds0t61psie4s384f9aab",
"isLeaf": false,
"molecule": {
"id": "cdqeputu13a7s021vx7jmbpt",
"inchikey": "MEUFIRNWQBYZHI-XYPWUTKMSA-N",
"smiles": "NC[C@H]1CC[C@@H](C(O)CCc2ccccc2)CC1"
},
"reactionStep": {
"id": "agklds0t61psie4s384f9aab",
"reactionHash": "bc176b263cd1ad52c38b24ae4be03dc414e34486cce8e61befed5d2e451822c1",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0342;867136\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][CH2:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([CH:7]([OH:8])[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[CH2:17][CH2:18]1>C1COCCO1.Cl.[Na+].O>[NH2:1][CH2:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([CH:7]([OH:8])[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[CH2:17][CH2:18]1\"}"
},
"children": [
{
"id": "cmisc04bg016b3odd5vswumil",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "czucqpk5q2uyz9syc6qt9sg0",
"parentId": "cmisc04bg016a3odd8bsxn4nr",
"reactionStepId": "s9mn3ycj6zk2haqgyh02r26e",
"isLeaf": false,
"molecule": {
"id": "czucqpk5q2uyz9syc6qt9sg0",
"inchikey": "CPNCGSZSMJBLML-DFNIBXOVSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@H]1CC[C@@H](C(O)CCc2ccccc2)CC1"
},
"reactionStep": {
"id": "s9mn3ycj6zk2haqgyh02r26e",
"reactionHash": "01bb7050f3b2f7210276846dd38ec303c35f0cc550e45ca531539cbb0aa63f95",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0340;867135\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@@H:13]([C:14](=[O:15])[CH2:16][CH2:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>CCO.B.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@@H:13]([CH:14]([OH:15])[CH2:16][CH2:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1\"}"
},
"children": [
{
"id": "cmisc04bg016c3odd1v4q3z2z",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "u7zp42hmzgfgym4bsp6xx5fj",
"parentId": "cmisc04bg016b3odd5vswumil",
"reactionStepId": "h9n7ugja85xap5uj4dob05qb",
"isLeaf": false,
"molecule": {
"id": "u7zp42hmzgfgym4bsp6xx5fj",
"inchikey": "VVLHQZOSQBAPQZ-HDICACEKSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@H]1CC[C@@H](C(=O)CCc2ccccc2)CC1"
},
"reactionStep": {
"id": "h9n7ugja85xap5uj4dob05qb",
"reactionHash": "e088ae7ff98ccb53002d992c8136fec54590cdbf428b277c875b4c8fedf36238",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0338;867134\",\"rsmi\":\"Br[Mg][CH2:16][CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1.CON(C)[C:14]([C@H:13]1[CH2:12][CH2:11][C@@H:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:25][CH2:24]1)=[O:15]>C1CCOC1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@@H:13]([C:14](=[O:15])[CH2:16][CH2:17][c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1\"}"
},
"children": [
{
"id": "cmisc04bg016d3odd5a7lptk0",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "rl8bfeinifoqb08nvv8z12r4",
"parentId": "cmisc04bg016c3odd1v4q3z2z",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "rl8bfeinifoqb08nvv8z12r4",
"inchikey": "RKFJLAMKBRRYJG-UHFFFAOYSA-M",
"smiles": "[Br][Mg][CH2]Cc1ccccc1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc04bg016e3odd2h0ka2v1",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "zmw3lapq5siv37st97ojku30",
"parentId": "cmisc04bg016c3odd1v4q3z2z",
"reactionStepId": "j3oqkwqw0j0qzeze09g9pnho",
"isLeaf": false,
"molecule": {
"id": "zmw3lapq5siv37st97ojku30",
"inchikey": "SCEZZNUUAXWOBM-TXEJJXNPSA-N",
"smiles": "CON(C)C(=O)[C@H]1CC[C@@H](CNC(=O)OC(C)(C)C)CC1"
},
"reactionStep": {
"id": "j3oqkwqw0j0qzeze09g9pnho",
"reactionHash": "4dbf00f6d5c028a99984e4c1ccd2e24d020ca551521eb8471c740e357f7be908",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0336;867133\",\"rsmi\":\"O[C:5](=[O:6])[C@H:7]1[CH2:8][CH2:9][C@@H:10]([CH2:11][NH:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1.[CH3:1][O:2][NH:3][CH3:4]>CN1CCCCC1.COC(=O)Cl.Cl.ClCCl>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[C@H:7]1[CH2:8][CH2:9][C@@H:10]([CH2:11][NH:12][C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1\"}"
},
"children": [
{
"id": "cmisc04bh016f3oddgxoyfnro",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "kcit3at6jw4213xnaocyor0e",
"parentId": "cmisc04bg016e3odd2h0ka2v1",
"reactionStepId": "lkrxhd05p153v0zeuyzj4od0",
"isLeaf": false,
"molecule": {
"id": "kcit3at6jw4213xnaocyor0e",
"inchikey": "AZEKNJGFCSHZID-AOOOYVTPSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@H]1CC[C@@H](C(=O)O)CC1"
},
"reactionStep": {
"id": "lkrxhd05p153v0zeuyzj4od0",
"reactionHash": "aaea3a86ab70e4f9ab8949582f3b044adf23e43985437e6f58f05407eced58e9",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0334;867132\",\"rsmi\":\"CCCC[O:16][C:14]([C@H:13]1[CH2:12][CH2:11][C@@H:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:18][CH2:17]1)=[O:15]>CO.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@@H:13]([C:14](=[O:15])[OH:16])[CH2:17][CH2:18]1\"}"
},
"children": [
{
"id": "cmisc04bh016h3odd6oj0cf4l",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "omz6c1svmfq54njsllzwrpxt",
"parentId": "cmisc04bh016f3oddgxoyfnro",
"reactionStepId": "z65aj1tff40srpyzoy70idh8",
"isLeaf": false,
"molecule": {
"id": "omz6c1svmfq54njsllzwrpxt",
"inchikey": "PHGLQNGVBRWWFY-OKILXGFUSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](CNC(=O)OC(C)(C)C)CC1"
},
"reactionStep": {
"id": "z65aj1tff40srpyzoy70idh8",
"reactionHash": "5668e4644742045cabbbf9940d784d51bb982a2c62b9cb7e05c3295d8d3a1830",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0331;867131\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20].[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][NH2:13])[CH2:21][CH2:22]1>ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]1\"}"
},
"children": [
{
"id": "cmisc04bh016i3oddhrk7z1mv",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "fqrb2g3v55yvlrjtvwohryhl",
"parentId": "cmisc04bh016h3odd6oj0cf4l",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "fqrb2g3v55yvlrjtvwohryhl",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc04bh016j3oddiff7x4b8",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "s47nictzln83jkrnwir51v14",
"parentId": "cmisc04bh016h3odd6oj0cf4l",
"reactionStepId": "fay839b0afkqvkezdcayljiz",
"isLeaf": false,
"molecule": {
"id": "s47nictzln83jkrnwir51v14",
"inchikey": "QBPKCFCNMBCPKK-PHIMTYICSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](CN)CC1"
},
"reactionStep": {
"id": "fay839b0afkqvkezdcayljiz",
"reactionHash": "ab71c4d422185568dcfd783a6425e085710093bcfb0bb981bddabd18a516713c",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0329;867130\",\"rsmi\":\"[N-]=[N+]=[N:13][CH2:12][C@H:11]1[CH2:10][CH2:9][C@@H:8]([C:6]([O:5][CH2:4][CH2:3][CH2:2][CH3:1])=[O:7])[CH2:15][CH2:14]1>CCO.Cl.O.[H][H].[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][NH2:13])[CH2:14][CH2:15]1\"}"
},
"children": [
{
"id": "cmisc04bh016k3oddar9uzpmk",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "amovaesx1qjf1uy15piersms",
"parentId": "cmisc04bh016j3oddiff7x4b8",
"reactionStepId": "yw6sqm24yky1xx4ubkgi0uq3",
"isLeaf": false,
"molecule": {
"id": "amovaesx1qjf1uy15piersms",
"inchikey": "GQQOLPKVPXUWFO-PHIMTYICSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](CN=[N+]=[N-])CC1"
},
"reactionStep": {
"id": "yw6sqm24yky1xx4ubkgi0uq3",
"reactionHash": "790dd246751e5ca1e2cc0add99fb895f3b95dd947d871c6e988fba34509f1f62",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0326;867129\",\"rsmi\":\"CS(=O)(=O)O[CH2:12][C@H:11]1[CH2:10][CH2:9][C@@H:8]([C:6]([O:5][CH2:4][CH2:3][CH2:2][CH3:1])=[O:7])[CH2:17][CH2:16]1.[N-:13]=[N+:14]=[N-:15]>CN(C)C=O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][N:13]=[N+:14]=[N-:15])[CH2:16][CH2:17]1\"}"
},
"children": [
{
"id": "cmisc04bh016l3oddl38kjakn",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "khpvbw6xs5a9yi8v4dghkihd",
"parentId": "cmisc04bh016k3oddar9uzpmk",
"reactionStepId": "e636ylxkch9ydyhsf6zaai1u",
"isLeaf": false,
"molecule": {
"id": "khpvbw6xs5a9yi8v4dghkihd",
"inchikey": "HCTNMLVOROYGHN-TXEJJXNPSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](COS(C)(=O)=O)CC1"
},
"reactionStep": {
"id": "e636ylxkch9ydyhsf6zaai1u",
"reactionHash": "bf09cd12386d693767f19ab2436cb15094663c6b508ba8305dae881d62d56826",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0324;867128\",\"rsmi\":\"Cl[S:14]([CH3:15])(=[O:16])=[O:17].[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][OH:13])[CH2:18][CH2:19]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][O:13][S:14]([CH3:15])(=[O:16])=[O:17])[CH2:18][CH2:19]1\"}"
},
"children": [
{
"id": "cmisc04bi016n3odds6swu8zn",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "w5drtdfpa6ca389b3wsn6a2s",
"parentId": "cmisc04bh016l3oddl38kjakn",
"reactionStepId": "m1jwc7o91akwvtlma86w5a6k",
"isLeaf": false,
"molecule": {
"id": "w5drtdfpa6ca389b3wsn6a2s",
"inchikey": "DDZJSPUFLMBOLX-PHIMTYICSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](CO)CC1"
},
"reactionStep": {
"id": "m1jwc7o91akwvtlma86w5a6k",
"reactionHash": "7cb40376d4c6ea76b6f08442b54edf7170132bb6b70c7d0ab7e0182c3a2d0d37",
"template": null,
"metadata": "{\"ID\":\"US07452893B2;0322;867127\",\"rsmi\":\"O[C:12]([C@H:11]1[CH2:10][CH2:9][C@@H:8]([C:6]([O:5][CH2:4][CH2:3][CH2:2][CH3:1])=[O:7])[CH2:15][CH2:14]1)=[O:13]>B.C1CCOC1>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[C@H:8]1[CH2:9][CH2:10][C@@H:11]([CH2:12][OH:13])[CH2:14][CH2:15]1\"}"
},
"children": [
{
"id": "cmisc04bi016p3oddn6dgi0io",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "g6m9eqaecisj4wp8ro9rw755",
"parentId": "cmisc04bi016n3odds6swu8zn",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "g6m9eqaecisj4wp8ro9rw755",
"inchikey": "WBOSBXUVXRYGKG-AOOOYVTPSA-N",
"smiles": "CCCCOC(=O)[C@H]1CC[C@@H](C(=O)O)CC1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc04bi016o3oddzfwjsckz",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "c4pcpmqw6bjh3g6q0hshj5f3",
"parentId": "cmisc04bh016l3oddl38kjakn",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "c4pcpmqw6bjh3g6q0hshj5f3",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc04bi016m3oddylk2glt8",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "jzkrejctql8ug4a37xh36bie",
"parentId": "cmisc04bh016k3oddar9uzpmk",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "jzkrejctql8ug4a37xh36bie",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "cmisc04bh016g3oddw4fu3sq3",
"routeId": "cmisc04bf01693oddoc5f1cdz",
"moleculeId": "dk2sl6ibnebitzqnh68xhjp8",
"parentId": "cmisc04bg016e3odd2h0ka2v1",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "dk2sl6ibnebitzqnh68xhjp8",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}