Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCN(CCCn1c2ccc(C(C)=O)cc2c2c3c(ccc21)C(=O)CC3)S(=O)(=O)c1ccccc1[N+](=O)[O-]
InChiKey
JLLVJSZXPQXCQI-UHFFFAOYSA-N
Route Content Hash
6ab5db97087043a9890ff1e9c23f5563e95804e6e45b97da4135372fd0108163
Route Signature
816083c107ade2b733ba4cd512eeafda247fcf127f1653c7235628867b6f5c03
Synthesis route with 5 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzx2a01hzzfdd74pmmd3o",
"signature": "816083c107ade2b733ba4cd512eeafda247fcf127f1653c7235628867b6f5c03",
"contentHash": "6ab5db97087043a9890ff1e9c23f5563e95804e6e45b97da4135372fd0108163",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc0g2z023jboddclw7oj34",
"benchmarkSetId": "cmisc0flu0000boddjstwifeo",
"targetId": "n5-00230",
"moleculeId": "aet47akriitp7a35xh2imzhf",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "aet47akriitp7a35xh2imzhf",
"inchikey": "JLLVJSZXPQXCQI-UHFFFAOYSA-N",
"smiles": "CCCN(CCCn1c2ccc(C(C)=O)cc2c2c3c(ccc21)C(=O)CC3)S(=O)(=O)c1ccccc1[N+](=O)[O-]"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "cmisbzx2b01i0zfddva7l4tsl",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "aet47akriitp7a35xh2imzhf",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150342927A1;0288;1792978\",\"rsmi\":\"Cl[C:13]([CH3:14])=[O:15].[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][CH2:7][n:8]1[c:9]2[c:10]([cH:11][cH:12][cH:16][cH:17]2)[c:18]2[c:19]1[cH:20][cH:21][c:22]1[c:23]2[CH2:24][CH2:25][C:26]1=[O:27])[S:28](=[O:29])(=[O:30])[c:31]1[c:32]([N+:33](=[O:34])[O-:35])[cH:36][cH:37][cH:38][cH:39]1>O.O=[N+]([O-])c1ccccc1.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][CH2:7][n:8]1[c:9]2[c:10]([cH:11][c:12]([C:13]([CH3:14])=[O:15])[cH:16][cH:17]2)[c:18]2[c:19]1[cH:20][cH:21][c:22]1[c:23]2[CH2:24][CH2:25][C:26]1=[O:27])[S:28](=[O:29])(=[O:30])[c:31]1[c:32]([N+:33](=[O:34])[O-:35])[cH:36][cH:37][cH:38][cH:39]1\"}",
"molecule": {
"id": "aet47akriitp7a35xh2imzhf",
"inchikey": "JLLVJSZXPQXCQI-UHFFFAOYSA-N",
"smiles": "CCCN(CCCn1c2ccc(C(C)=O)cc2c2c3c(ccc21)C(=O)CC3)S(=O)(=O)c1ccccc1[N+](=O)[O-]"
},
"children": [
{
"id": "cmisbzx2b01i1zfddfh80fdqp",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "eusmw5nvkgj6xw4iukfwwzxn",
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"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"children": []
},
{
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"moleculeId": "zt807pq50h0xp2c1ocsyqbtg",
"parentId": "cmisbzx2b01i0zfddva7l4tsl",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150342927A1;0287;1792977\",\"rsmi\":\"Br[CH2:7][CH2:6][CH2:5][N:4]([CH2:3][CH2:2][CH3:1])[S:25](=[O:26])(=[O:27])[c:28]1[c:29]([N+:30](=[O:31])[O-:32])[cH:33][cH:34][cH:35][cH:36]1.[nH:8]1[c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[c:15]2[c:16]1[cH:17][cH:18][c:19]1[c:20]2[CH2:21][CH2:22][C:23]1=[O:24]>CCCCCC.CCOC(C)=O.ClCCl.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][CH2:7][n:8]1[c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[c:15]2[c:16]1[cH:17][cH:18][c:19]1[c:20]2[CH2:21][CH2:22][C:23]1=[O:24])[S:25](=[O:26])(=[O:27])[c:28]1[c:29]([N+:30](=[O:31])[O-:32])[cH:33][cH:34][cH:35][cH:36]1\"}",
"molecule": {
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"inchikey": "HLQJAGOUFYTDGC-UHFFFAOYSA-N",
"smiles": "CCCN(CCCn1c2ccccc2c2c3c(ccc21)C(=O)CC3)S(=O)(=O)c1ccccc1[N+](=O)[O-]"
},
"children": [
{
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"parentId": "cmisbzx2c01i2zfddpv57utw5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150342927A1;0286;1792976\",\"rsmi\":\"Br[CH2:5][CH2:6][CH2:7][Br:8].[CH3:1][CH2:2][CH2:3][NH:4][S:9](=[O:10])(=[O:11])[c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1>CN(C)C=O.ClCCl.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][CH2:7][Br:8])[S:9](=[O:10])(=[O:11])[c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1\"}",
"molecule": {
"id": "ivmra29qqr3w5xfw61qenwvw",
"inchikey": "XUJGRQNBLBKYOD-UHFFFAOYSA-N",
"smiles": "CCCN(CCCBr)S(=O)(=O)c1ccccc1[N+](=O)[O-]"
},
"children": [
{
"id": "cmisbzx2c01i5zfddjf08k49d",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "b65wmc7pks9epalhpcb9xwn2",
"parentId": "cmisbzx2c01i3zfddhxlc349n",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "b65wmc7pks9epalhpcb9xwn2",
"inchikey": "VEFLKXRACNJHOV-UHFFFAOYSA-N",
"smiles": "BrCCCBr"
},
"children": []
},
{
"id": "cmisbzx2c01i6zfddeqzpjd17",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "irtwrj8jldlyxd8t7lqx6adv",
"parentId": "cmisbzx2c01i3zfddhxlc349n",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "irtwrj8jldlyxd8t7lqx6adv",
"inchikey": "ACOSRAUGLQAPTG-UHFFFAOYSA-N",
"smiles": "CCCNS(=O)(=O)c1ccccc1[N+](=O)[O-]"
},
"children": []
}
]
},
{
"id": "cmisbzx2c01i4zfddaf6uryz7",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "k3rx6qpjkqmbvm1ny08wepjk",
"parentId": "cmisbzx2c01i2zfddpv57utw5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150342927A1;0324;1792997\",\"rsmi\":\"O=[N+:17]([O-])[c:12]1[c:11](-[c:10]2[c:5]3[c:6]([cH:7][cH:8][cH:9]2)[C:2](=[O:1])[CH2:3][CH2:4]3)[cH:16][cH:15][cH:14][cH:13]1>CCOP(OCC)OCC>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]1[cH:7][cH:8][c:9]1[c:10]2[c:11]2[c:12]([cH:13][cH:14][cH:15][cH:16]2)[nH:17]1\"}",
"molecule": {
"id": "k3rx6qpjkqmbvm1ny08wepjk",
"inchikey": "ZTXUVVLEYYDPSR-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c1ccc1[nH]c3ccccc3c21"
},
"children": [
{
"id": "cmisbzx2c01i7zfddjj4qhw4u",
"routeId": "cmisbzx2a01hzzfdd74pmmd3o",
"moleculeId": "j8pq9yc1mn2q75cwct22gsmx",
"parentId": "cmisbzx2c01i4zfddaf6uryz7",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150342927A1;0323;1792996\",\"rsmi\":\"CC1(C)OB([c:6]2[c:5]3[c:19]([cH:18][cH:17][cH:16]2)[C:2](=[O:1])[CH2:3][CH2:4]3)OC1(C)C.Cl[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]1>CCOC(C)=O.Cc1ccccc1.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6](-[c:7]3[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][cH:18][c:19]21\"}",
"molecule": {
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"inchikey": "BKEBFIFUFBLHSV-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c1cccc2-c1ccccc1[N+](=O)[O-]"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150342927A1;0267;1792967\",\"rsmi\":\"Br[c:6]1[c:7]2[c:12]([cH:13][cH:14][cH:15]1)[C:10](=[O:11])[CH2:9][CH2:8]2.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:17]([CH3:18])([CH3:19])[O:16]2)OC1(C)C>C1COCCO1.CC(=O)O.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[c:7]3[c:12]([cH:13][cH:14][cH:15]2)[C:10](=[O:11])[CH2:9][CH2:8]3)[O:16][C:17]1([CH3:18])[CH3:19]\"}",
"molecule": {
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"smiles": "CC1(C)OB(c2cccc3c2CCC3=O)OC1(C)C"
},
"children": [
{
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"molecule": {
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{
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"molecule": {
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"smiles": "O=C1CCc2c(Br)cccc21"
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}
]
},
{
"id": "cmisbzx2d01i9zfdd633vvoka",
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"molecule": {
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"smiles": "O=[N+]([O-])c1ccccc1Cl"
},
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}
]
}
]
}
]
}
]
}
}