Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1
InChiKey
FMQCDKUHURZNPN-AQDMSIBGSA-N
Route Signature
4b0c6fe95a2c6d47330faa89489e28983042c92508a9712b7bee5744fb5b48be
Synthesis route with 8 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2d640cda1f8f6f275fae8c04",
"signature": "4b0c6fe95a2c6d47330faa89489e28983042c92508a9712b7bee5744fb5b48be",
"contentHash": "72b57e46a146da64b0eae920ec01bed48bd1aac9ded1d85624d6fea1f9fdd86e",
"length": 8,
"isConvergent": true
},
"target": {
"id": "sa_4b1767b01c4c81c4af5325eb",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-095/190",
"moleculeId": "sa_f5437f19be7b0ab126cb31ac",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1",
"routeLength": 8,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_f5437f19be7b0ab126cb31ac",
"inchikey": "FMQCDKUHURZNPN-AQDMSIBGSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19210",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_f5437f19be7b0ab126cb31ac",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f5437f19be7b0ab126cb31ac",
"inchikey": "FMQCDKUHURZNPN-AQDMSIBGSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCNC[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1",
"reactionStepId": "sa_3c10a58962b7373c5f77e4bf",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_3c10a58962b7373c5f77e4bf",
"reactionHash": "db456f347753fba05483b71f49a3b932550ec9a8bd6e4f88d94c68d09301b1b3"
},
"children": [
{
"id": "19211",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_7e13aaea1d86e7f85787f836",
"parentId": "19210",
"isLeaf": false,
"molecule": {
"id": "sa_7e13aaea1d86e7f85787f836",
"inchikey": "BVSMLKDTACOGOF-ZNUBFMBGSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2c2noc(-c3ccccc3CCNC(C)=O)c2Br)cc1",
"reactionStepId": "sa_a04787a871d0d35488135bfa",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_a04787a871d0d35488135bfa",
"reactionHash": "a6ea6d59c68fb76ebbda2cf732c29c1ff8210be81bbe3f4d25d675008951db65"
},
"children": [
{
"id": "19212",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_94d8fb452bbdf3c9d29cf960",
"parentId": "19211",
"isLeaf": false,
"molecule": {
"id": "sa_94d8fb452bbdf3c9d29cf960",
"inchikey": "BVUAHHHOJAWLEA-NYDSKATKSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=NO)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=NO)cc1",
"reactionStepId": "sa_85a9ebca708abe10e8d8cea8",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_85a9ebca708abe10e8d8cea8",
"reactionHash": "7634531f7ee1b8988ae1a29d2bde62f98a3e98795960812d0eddaf5fc7ae283a"
},
"children": [
{
"id": "19213",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "19212",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19214",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_33ec270d364491b49f41b8ff",
"parentId": "19212",
"isLeaf": false,
"molecule": {
"id": "sa_33ec270d364491b49f41b8ff",
"inchikey": "HQBBBMRHELUYGD-WGGBDISSSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2C=O)cc1",
"reactionStepId": "sa_ef1aeba87d8142f8e96a7cb0",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ef1aeba87d8142f8e96a7cb0",
"reactionHash": "17d5b8f4d4d1c528e57d70b274571979114c97d9f4661be829dc2d501da61f03"
},
"children": [
{
"id": "19215",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_40f8735d4752063efdd558ef",
"parentId": "19214",
"isLeaf": false,
"molecule": {
"id": "sa_40f8735d4752063efdd558ef",
"inchikey": "MNEPHLAIDPADGX-WGGBDISSSA-N",
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2CO)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc([C@@]2(O)CCN(C(=O)OC(C)(C)C)C[C@@H]2CO)cc1",
"reactionStepId": "sa_b88189c08aa76f582cb69da0",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b88189c08aa76f582cb69da0",
"reactionHash": "6db38017da8c5983a78677e60f3c41df67ed4b0837a881960f6846b80ad9218b"
},
"children": [
{
"id": "19216",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "19215",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19217",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_500b5dd709ca02f8dc303aae",
"parentId": "19215",
"isLeaf": false,
"molecule": {
"id": "sa_500b5dd709ca02f8dc303aae",
"inchikey": "REAUUZQCYNXRHC-LXKSKSEUSA-N",
"smiles": "COC[C@H](C)COCc1ccc(C2(O)CCN(Cc3ccccc3)CC2CO)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc(C2(O)CCN(Cc3ccccc3)CC2CO)cc1",
"reactionStepId": "sa_ca42f938e67efaeee1667a0b",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ca42f938e67efaeee1667a0b",
"reactionHash": "b3d43ffb171170424fe04d1a9d81a746f4853bd337d1ebb4e502016a4ce580c4"
},
"children": [
{
"id": "19218",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_51a7be1634afdd19ac46ebd6",
"parentId": "19217",
"isLeaf": false,
"molecule": {
"id": "sa_51a7be1634afdd19ac46ebd6",
"inchikey": "DABOQOSGXCTPOX-USWJFHICSA-N",
"smiles": "COC[C@H](C)COCc1ccc(C2(O)CCN(Cc3ccccc3)CC2COC(c2ccccc2)(c2ccccc2)c2ccccc2)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc(C2(O)CCN(Cc3ccccc3)CC2COC(c2ccccc2)(c2ccccc2)c2ccccc2)cc1",
"reactionStepId": "sa_c8000100064482700e8e794d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_c8000100064482700e8e794d",
"reactionHash": "4f9e6ea2589f60c676e78db841f113843bde8ab666839a8b712ebc7eed4633fb"
},
"children": [
{
"id": "19219",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_afcfaed19711fafd3cf54199",
"parentId": "19218",
"isLeaf": false,
"molecule": {
"id": "sa_afcfaed19711fafd3cf54199",
"inchikey": "RWPUBXVEDLEIPS-JTQLQIEISA-N",
"smiles": "COC[C@H](C)COCc1ccc(Br)cc1"
},
"smiles": "COC[C@H](C)COCc1ccc(Br)cc1",
"reactionStepId": "sa_0369f44954c6b5b627106686",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_0369f44954c6b5b627106686",
"reactionHash": "83976c3eee0b3fe6b3148581b4fa01ec65d02b585902437b0f229e82798d712f"
},
"children": [
{
"id": "19220",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_1e6fa59fa57981b846160e4d",
"parentId": "19219",
"isLeaf": true,
"molecule": {
"id": "sa_1e6fa59fa57981b846160e4d",
"inchikey": "BSIIGUGKOPPTPZ-UHFFFAOYSA-N",
"smiles": "ClCc1ccc(Br)cc1"
},
"smiles": "ClCc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19221",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_ade912ff01eb0d3f570a4563",
"parentId": "19219",
"isLeaf": true,
"molecule": {
"id": "sa_ade912ff01eb0d3f570a4563",
"inchikey": "VBZDXGATDYLXEZ-RXMQYKEDSA-N",
"smiles": "COC[C@H](C)CO"
},
"smiles": "COC[C@H](C)CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19222",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_23deecbc1333b0231c09feba",
"parentId": "19218",
"isLeaf": true,
"molecule": {
"id": "sa_23deecbc1333b0231c09feba",
"inchikey": "XKHKBVKPGDXSPY-UHFFFAOYSA-N",
"smiles": "O=C1CCN(Cc2ccccc2)CC1COC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "O=C1CCN(Cc2ccccc2)CC1COC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
},
{
"id": "19223",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_46b7362586832a314565e964",
"parentId": "19211",
"isLeaf": false,
"molecule": {
"id": "sa_46b7362586832a314565e964",
"inchikey": "KSOAPNGZGYPSFD-UHFFFAOYSA-N",
"smiles": "CC(=O)NCCc1ccccc1C#CBr"
},
"smiles": "CC(=O)NCCc1ccccc1C#CBr",
"reactionStepId": "sa_ec222d8f7a9139347098e4f1",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ec222d8f7a9139347098e4f1",
"reactionHash": "9b88d5641d168b8cc17c350357743e93ba2721b21430636a348392e2298ae2c1"
},
"children": [
{
"id": "19224",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "19223",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19225",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_ec56d4b51ffccd8992b548b3",
"parentId": "19223",
"isLeaf": false,
"molecule": {
"id": "sa_ec56d4b51ffccd8992b548b3",
"inchikey": "SAENWNDUSMOTOJ-UHFFFAOYSA-N",
"smiles": "CC(=O)NCCc1ccccc1C#C[Si](C)(C)C"
},
"smiles": "CC(=O)NCCc1ccccc1C#C[Si](C)(C)C",
"reactionStepId": "sa_98f3c6d123c82c05dfa12cc2",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_98f3c6d123c82c05dfa12cc2",
"reactionHash": "46dce69d17bb9f6e69a964e318db322da47cb49b040d70d40686b0c727e3ad67"
},
"children": [
{
"id": "19226",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "19225",
"isLeaf": true,
"molecule": {
"id": "sa_95a9277ba0d873f43bb42b7f",
"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19227",
"routeId": "sa_2d640cda1f8f6f275fae8c04",
"moleculeId": "sa_5f6fada8bf9dbdba24263ff9",
"parentId": "19225",
"isLeaf": true,
"molecule": {
"id": "sa_5f6fada8bf9dbdba24263ff9",
"inchikey": "VVSUNRPCFIIDQL-UHFFFAOYSA-N",
"smiles": "CC(=O)NCCc1ccccc1Br"
},
"smiles": "CC(=O)NCCc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}