Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NCCCN1CCN(c2cccc([N+](=O)[O-])n2)CC1)C1CCCCC1
InChiKey
GMRRDDNJPXASIO-UHFFFAOYSA-N
Route Signature
493e173766cccd1111bb3d88fb479ad400e0c3399d91cf99632c2c26f4a41baf
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc00dh02qx19dd4x9gjcg2",
"signature": "493e173766cccd1111bb3d88fb479ad400e0c3399d91cf99632c2c26f4a41baf",
"length": 5,
"isConvergent": false
},
"target": {
"id": "cmisc00dg02qw19ddl91dsoft",
"benchmarkSetId": "cmisbzzmb000019dd3k8yeild",
"targetId": "n5-01689",
"moleculeId": "b9v2e334qy8o9q5vpyw1qo37",
"routeLength": 5,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "b9v2e334qy8o9q5vpyw1qo37",
"inchikey": "GMRRDDNJPXASIO-UHFFFAOYSA-N",
"smiles": "O=C(NCCCN1CCN(c2cccc([N+](=O)[O-])n2)CC1)C1CCCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00dh02qy19ddnb6c42j1",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "b9v2e334qy8o9q5vpyw1qo37",
"parentId": null,
"reactionStepId": "antze47f3ld2csqzc1hrz1pr",
"isLeaf": false,
"molecule": {
"id": "b9v2e334qy8o9q5vpyw1qo37",
"inchikey": "GMRRDDNJPXASIO-UHFFFAOYSA-N",
"smiles": "O=C(NCCCN1CCN(c2cccc([N+](=O)[O-])n2)CC1)C1CCCCC1"
},
"reactionStep": {
"id": "antze47f3ld2csqzc1hrz1pr",
"reactionHash": "9c5b01a9cf7f2f73189f80179264bca3a896a3ead6c30fe9819c7cfcc22741ef",
"template": null,
"metadata": "{\"ID\":\"US20130064770A1;0469;1343989\",\"rsmi\":\"Cl[c:11]1[n:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19]1.[O:1]=[C:2]([NH:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][NH:10][CH2:20][CH2:21]1)[CH:22]1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1>CC#N.CCN(C(C)C)C(C)C.CCOC(C)=O.CO>[O:1]=[C:2]([NH:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][N:10]([c:11]2[n:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19]2)[CH2:20][CH2:21]1)[CH:22]1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1\"}"
},
"children": [
{
"id": "cmisc00dh02qz19dd62vohhuw",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "ykroxxve1k9fove1srcs464c",
"parentId": "cmisc00dh02qy19ddnb6c42j1",
"reactionStepId": "c0yxrsvv2gg3ggw9v42cwsey",
"isLeaf": false,
"molecule": {
"id": "ykroxxve1k9fove1srcs464c",
"inchikey": "LGORDWCAJCNNCK-UHFFFAOYSA-N",
"smiles": "O=C(NCCCN1CCNCC1)C1CCCCC1"
},
"reactionStep": {
"id": "c0yxrsvv2gg3ggw9v42cwsey",
"reactionHash": "df9c69bd45c642448035e197376bab8c98526104e27ea39811b1e7f5f8356deb",
"template": null,
"metadata": "{\"ID\":\"US20130064770A1;0465;1343988\",\"rsmi\":\"c1ccc(C[N:10]2[CH2:9][CH2:8][N:7]([CH2:6][CH2:5][CH2:4][NH:3][C:2](=[O:1])[CH:13]3[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[CH2:12][CH2:11]2)cc1>CC(=O)O.Cl.O=C(O)O.[K+].[K+].[Pd]>[O:1]=[C:2]([NH:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1\"}"
},
"children": [
{
"id": "cmisc00di02r119dd64tovz1p",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "j5uy0hfejy6yb3155y2c2n8v",
"parentId": "cmisc00dh02qz19dd62vohhuw",
"reactionStepId": "hcesen2w2djkjzle5z6awqlu",
"isLeaf": false,
"molecule": {
"id": "j5uy0hfejy6yb3155y2c2n8v",
"inchikey": "UHFAZEJZGWRYOI-UHFFFAOYSA-N",
"smiles": "O=C(NCCCN1CCN(Cc2ccccc2)CC1)C1CCCCC1"
},
"reactionStep": {
"id": "hcesen2w2djkjzle5z6awqlu",
"reactionHash": "d4d18513e4631217698c0c08830f96564ce5b5167c3f3e0a1086598741760e2b",
"template": null,
"metadata": "{\"ID\":\"US20130064770A1;0461;1343987\",\"rsmi\":\"Cl[C:2](=[O:1])[CH:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1.[NH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19]1>CCN(CC)CC.CO.ClCCl.ClCCl.O=C1c2ccccc2C(=O)C1(O)O>[O:1]=[C:2]([NH:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19]1)[CH:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1\"}"
},
"children": [
{
"id": "cmisc00di02r219ddhd0huon3",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "cy3bn5ytps5u3gbgnjxfdqev",
"parentId": "cmisc00di02r119dd64tovz1p",
"reactionStepId": "rf5jp4t88bsf0lum694u8tv0",
"isLeaf": false,
"molecule": {
"id": "cy3bn5ytps5u3gbgnjxfdqev",
"inchikey": "DQZBCJSBHYEUAY-UHFFFAOYSA-N",
"smiles": "NCCCN1CCN(Cc2ccccc2)CC1"
},
"reactionStep": {
"id": "rf5jp4t88bsf0lum694u8tv0",
"reactionHash": "c4be830866a602d297ac216d944eb4042d9be0e5665f1701780bf25ed6763bbc",
"template": null,
"metadata": "{\"ID\":\"US20130064770A1;0457;1343986\",\"rsmi\":\"O=C1c2ccccc2C(=O)[N:1]1[CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][N:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1>CCO.NN.O>[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][N:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1\"}"
},
"children": [
{
"id": "cmisc00di02r419dd02t9js3l",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "t2gr8oxz5gh32nna71nk74l2",
"parentId": "cmisc00di02r219ddhd0huon3",
"reactionStepId": "qyqjfto0vs966wtyhc4z85pc",
"isLeaf": false,
"molecule": {
"id": "t2gr8oxz5gh32nna71nk74l2",
"inchikey": "PYNDAXKJBVMGSA-UHFFFAOYSA-N",
"smiles": "O=C1c2ccccc2C(=O)N1CCCN1CCN(Cc2ccccc2)CC1"
},
"reactionStep": {
"id": "qyqjfto0vs966wtyhc4z85pc",
"reactionHash": "32d3cfbfd407773b78f25947f278182ffcd76bcd24374b99948841ce3672ad0a",
"template": null,
"metadata": "{\"ID\":\"US20130064770A1;0453;1343985\",\"rsmi\":\"Br[CH2:14][CH2:13][CH2:12][N:11]1[C:2](=[O:1])[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9]1=[O:10].[NH:15]1[CH2:16][CH2:17][N:18]([CH2:19][c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[CH2:26][CH2:27]1>CC#N.CCN(C(C)C)C(C)C>[O:1]=[C:2]1[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9](=[O:10])[N:11]1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:16][CH2:17][N:18]([CH2:19][c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[CH2:26][CH2:27]1\"}"
},
"children": [
{
"id": "cmisc00di02r519ddd4ey12h4",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "nocu72fjj2f4bcht90jfsjpy",
"parentId": "cmisc00di02r419dd02t9js3l",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "nocu72fjj2f4bcht90jfsjpy",
"inchikey": "VKJCJJYNVIYVQR-UHFFFAOYSA-N",
"smiles": "O=C1c2ccccc2C(=O)N1CCCBr"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00di02r619ddkfi8ap5d",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "ummbgm4j3ttthfml4qmox18i",
"parentId": "cmisc00di02r419dd02t9js3l",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "ummbgm4j3ttthfml4qmox18i",
"inchikey": "IQXXEPZFOOTTBA-UHFFFAOYSA-N",
"smiles": "c1ccc(CN2CCNCC2)cc1"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisc00di02r319ddsjtf52k3",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "lve27ctgd60oyaerr5m3mzd0",
"parentId": "cmisc00di02r119dd64tovz1p",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "lve27ctgd60oyaerr5m3mzd0",
"inchikey": "RVOJTCZRIKWHDX-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C1CCCCC1"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisc00di02r019ddp88ucj3v",
"routeId": "cmisc00dh02qx19dd4x9gjcg2",
"moleculeId": "qh295svbq5f9mi52brhb5sl2",
"parentId": "cmisc00dh02qy19ddnb6c42j1",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "qh295svbq5f9mi52brhb5sl2",
"inchikey": "YRSNXUYQRUULNJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(Cl)n1"
},
"reactionStep": null,
"children": []
}
]
}
}