Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1
InChiKey
XWOVHMVPPRYGKF-UHFFFAOYSA-N
Route Signature
cd50a470e3c5d9ebfae7ab888e2e539310f7202e2092cc0201348591fc43068b
Synthesis route with 7 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_cdd041f1b7aadd321ccb30df",
"signature": "cd50a470e3c5d9ebfae7ab888e2e539310f7202e2092cc0201348591fc43068b",
"contentHash": "2eb5be6a90afb8e002a8b4b458a978df0fefaff43816806c60022595c9a60a33",
"length": 7,
"isConvergent": true
},
"target": {
"id": "sa_8e77961e4ed53f4b620f4e09",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-042/190",
"moleculeId": "sa_861fde646a9100c6e66867ea",
"smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1",
"routeLength": 7,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_861fde646a9100c6e66867ea",
"inchikey": "XWOVHMVPPRYGKF-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "18567",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_861fde646a9100c6e66867ea",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_861fde646a9100c6e66867ea",
"inchikey": "XWOVHMVPPRYGKF-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1"
},
"smiles": "CN1CCN(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(-c4ccc(O)c(Cl)c4)nc23)CC1",
"reactionStepId": "sa_586cb5628845ba2be2f4489d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_586cb5628845ba2be2f4489d",
"reactionHash": "80fce7f30e2667a8a3edf6a5f42315d8d92bdbd12aa2ed156c34cb8137d6a3ed"
},
"children": [
{
"id": "18568",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_24b150736c12aa36da7499ca",
"parentId": "18567",
"isLeaf": false,
"molecule": {
"id": "sa_24b150736c12aa36da7499ca",
"inchikey": "CXJWBXBLIUQWFP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(N3CCN(C)CC3)ccc12"
},
"smiles": "COC(=O)c1cc(-c2ccc(O)c(Cl)c2)nc2c1[nH]c1cc(N3CCN(C)CC3)ccc12",
"reactionStepId": "sa_97a8a8f59fb42d7e2c7904d7",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_97a8a8f59fb42d7e2c7904d7",
"reactionHash": "b7e2641bbba0a13eef5933938ecc3bdae7bf72166ebc079337a73a82eb365b2f"
},
"children": [
{
"id": "18569",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_214eb27021a3f310c9ad5c93",
"parentId": "18568",
"isLeaf": false,
"molecule": {
"id": "sa_214eb27021a3f310c9ad5c93",
"inchikey": "FHGCEOQUDJYGEQ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCN(C)CC3)ccc12"
},
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCN(C)CC3)ccc12",
"reactionStepId": "sa_f88bfed8a822e7e8103c7709",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f88bfed8a822e7e8103c7709",
"reactionHash": "a2fa13a2c908af8f7e96d223cefc20fe1a58fb1aa7dd41e6c1dbba4e9d1f4bea"
},
"children": [
{
"id": "18570",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_ac569f3e9059b1fc11b0d7e9",
"parentId": "18569",
"isLeaf": false,
"molecule": {
"id": "sa_ac569f3e9059b1fc11b0d7e9",
"inchikey": "DJCOBAQFAOORDL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N)ccc12"
},
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N)ccc12",
"reactionStepId": "sa_76f0828bdc56617aea3e94b0",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_76f0828bdc56617aea3e94b0",
"reactionHash": "efefd06f99eea91537d1cd2d7033e3b24cee7d57d673246911b952be8c3b3858"
},
"children": [
{
"id": "18571",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_f0739d42fc7604cfd9216699",
"parentId": "18570",
"isLeaf": false,
"molecule": {
"id": "sa_f0739d42fc7604cfd9216699",
"inchikey": "LZRBPEUUDUJNQW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc([N+](=O)[O-])ccc12"
},
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc([N+](=O)[O-])ccc12",
"reactionStepId": "sa_b763e30477a521eaf9e9c2dc",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b763e30477a521eaf9e9c2dc",
"reactionHash": "8b5d35f00710f8d718259365f2233c79b7947f512e51742e71a29b617a9e5288"
},
"children": [
{
"id": "18572",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_2a653d716694f45df2779173",
"parentId": "18571",
"isLeaf": false,
"molecule": {
"id": "sa_2a653d716694f45df2779173",
"inchikey": "TUONNKTWGPEABR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc([N+](=O)[O-])cc2)c1N=[N+]=[N-]"
},
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc([N+](=O)[O-])cc2)c1N=[N+]=[N-]",
"reactionStepId": "sa_267b9633e32dc6044d1e14ca",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_267b9633e32dc6044d1e14ca",
"reactionHash": "5f57edac54cde84d62f3834d75d9442c3ba69a2edf748ac83002e6e899908e6e"
},
"children": [
{
"id": "18573",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "18572",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18574",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_9ae62fa4a62240ab881a783a",
"parentId": "18572",
"isLeaf": false,
"molecule": {
"id": "sa_9ae62fa4a62240ab881a783a",
"inchikey": "JBFIHKPVGFXBKC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc([N+](=O)[O-])cc2)c1N"
},
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc([N+](=O)[O-])cc2)c1N",
"reactionStepId": "sa_2eda6a740eb46fc33adce79b",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_2eda6a740eb46fc33adce79b",
"reactionHash": "a67d9469d4895f3dfd5c9b699981055576e0a8236ac4ab12d36e8ba130dc5556"
},
"children": [
{
"id": "18575",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_7ce3cd14e6aea9f391b0bd9a",
"parentId": "18574",
"isLeaf": true,
"molecule": {
"id": "sa_7ce3cd14e6aea9f391b0bd9a",
"inchikey": "NSFJAFZHYOAMHL-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(B(O)O)cc1"
},
"smiles": "O=[N+]([O-])c1ccc(B(O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18576",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_49e1cd83cb12af19aae41ea4",
"parentId": "18574",
"isLeaf": true,
"molecule": {
"id": "sa_49e1cd83cb12af19aae41ea4",
"inchikey": "XQIQDOXVQKDDSS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(Br)c1N"
},
"smiles": "COC(=O)c1cc(Br)nc(Br)c1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "18577",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_31d658aa4fd6d3d1db2d5c85",
"parentId": "18569",
"isLeaf": false,
"molecule": {
"id": "sa_31d658aa4fd6d3d1db2d5c85",
"inchikey": "HAWPXGHAZFHHAD-UHFFFAOYSA-N",
"smiles": "CN(CCCl)CCCl"
},
"smiles": "CN(CCCl)CCCl",
"reactionStepId": "sa_34dd061fc456ca46844526ea",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_34dd061fc456ca46844526ea",
"reactionHash": "62c4cb4b188621f238087c676c186c13363313165f5efc732dd21abc66018333"
},
"children": [
{
"id": "18578",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "18577",
"isLeaf": true,
"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18579",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_0ebfe7e2bd313e19743683d0",
"parentId": "18577",
"isLeaf": true,
"molecule": {
"id": "sa_0ebfe7e2bd313e19743683d0",
"inchikey": "TXFLGZOGNOOEFZ-UHFFFAOYSA-N",
"smiles": "ClCCNCCCl"
},
"smiles": "ClCCNCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "18580",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_048396a573d56c2555002b6e",
"parentId": "18568",
"isLeaf": true,
"molecule": {
"id": "sa_048396a573d56c2555002b6e",
"inchikey": "WWQIKFZZILXJHG-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(O)c(Cl)c1"
},
"smiles": "OB(O)c1ccc(O)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "18581",
"routeId": "sa_cdd041f1b7aadd321ccb30df",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "18567",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}