Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)c1noc(N2CCC(n3ccc4cc(-c5ccc(S(C)(=O)=O)cc5)c(F)cc43)CC2)n1
InChiKey
QEONGICFSMXRKF-UHFFFAOYSA-N
Route Signature
5229813f0e9768704a26a426f2c8ec98c91d1d527bebea76fb85ad38b7a23f21
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzwys013ezfdd7rzyzu80",
"signature": "5229813f0e9768704a26a426f2c8ec98c91d1d527bebea76fb85ad38b7a23f21",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisbzwys013dzfddqcb2wibi",
"benchmarkSetId": "cmisbzwn80000zfdd10l1xe0k",
"targetId": "n5-00162",
"moleculeId": "bvl3zwrkprte0ehhovqftlnb",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "bvl3zwrkprte0ehhovqftlnb",
"inchikey": "QEONGICFSMXRKF-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(n3ccc4cc(-c5ccc(S(C)(=O)=O)cc5)c(F)cc43)CC2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisbzwyt013fzfdd1u6vf0jo",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "bvl3zwrkprte0ehhovqftlnb",
"parentId": null,
"reactionStepId": "altaywg31d3oh3b85x87dawt",
"isLeaf": false,
"molecule": {
"id": "bvl3zwrkprte0ehhovqftlnb",
"inchikey": "QEONGICFSMXRKF-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(n3ccc4cc(-c5ccc(S(C)(=O)=O)cc5)c(F)cc43)CC2)n1"
},
"reactionStep": {
"id": "altaywg31d3oh3b85x87dawt",
"reactionHash": "e760c7c4f778a5319aa626ffb702aa8850315f81aff28af7fbb3850bd2fe04c9",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0329;1473572\",\"rsmi\":\"Br[c:17]1[cH:16][c:15]2[cH:14][cH:13][n:12]([CH:11]3[CH2:10][CH2:9][N:8]([c:7]4[o:6][n:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:34]4)[CH2:33][CH2:32]3)[c:31]2[cH:30][c:28]1[F:29].CC1(C)OB([c:18]2[cH:19][cH:20][c:21]([S:22]([CH3:23])(=[O:24])=[O:25])[cH:26][cH:27]2)OC1(C)C>>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([n:12]3[cH:13][cH:14][c:15]4[cH:16][c:17](-[c:18]5[cH:19][cH:20][c:21]([S:22]([CH3:23])(=[O:24])=[O:25])[cH:26][cH:27]5)[c:28]([F:29])[cH:30][c:31]34)[CH2:32][CH2:33]2)[n:34]1\"}"
},
"children": [
{
"id": "cmisbzwyt013gzfddzp41oqhz",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "z5hhcoyz59iqwwqjqb2u2mul",
"parentId": "cmisbzwyt013fzfdd1u6vf0jo",
"reactionStepId": "jj4xp7ur91zbcop3qii7d2ky",
"isLeaf": false,
"molecule": {
"id": "z5hhcoyz59iqwwqjqb2u2mul",
"inchikey": "RYKOXATWQJJXQB-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(n3ccc4cc(Br)c(F)cc43)CC2)n1"
},
"reactionStep": {
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"reactionHash": "90c12cf97a87444539142e116f4efd12761d8409a4393b364ba047e40b4d5fc6",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0326;1473571\",\"rsmi\":\"CS(=O)(=O)O[CH:11]1[CH2:10][CH2:9][N:8]([c:7]2[o:6][n:5][c:4]([CH:2]([CH3:1])[CH3:3])[n:25]2)[CH2:24][CH2:23]1.[nH:12]1[cH:13][cH:14][c:15]2[cH:16][c:17]([Br:18])[c:19]([F:20])[cH:21][c:22]12>>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([n:12]3[cH:13][cH:14][c:15]4[cH:16][c:17]([Br:18])[c:19]([F:20])[cH:21][c:22]34)[CH2:23][CH2:24]2)[n:25]1\"}"
},
"children": [
{
"id": "cmisbzwyt013izfddjxtprwa1",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "sdiif8ybbz9cakfm6kx8tp9a",
"parentId": "cmisbzwyt013gzfddzp41oqhz",
"reactionStepId": "wd6m5uudunxdzsbyyf3xkgec",
"isLeaf": false,
"molecule": {
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"inchikey": "MRBPJALGOQRBLS-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(OS(C)(=O)=O)CC2)n1"
},
"reactionStep": {
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"reactionHash": "bcd5a6bac8cefcc970027baabf1e564bd79006e7659471ce0e4c451cad08987a",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0323;1473570\",\"rsmi\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:17][CH2:18]2)[n:19]1>CCN(CC)CC.ClCCl.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[CH2:17][CH2:18]2)[n:19]1\"}"
},
"children": [
{
"id": "cmisbzwyu013kzfddqrkpzsyh",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "ndd3vzjajqbc6zz8qk89gkib",
"parentId": "cmisbzwyt013izfddjxtprwa1",
"reactionStepId": "q7s6xenyrvaifori44eso85k",
"isLeaf": false,
"molecule": {
"id": "ndd3vzjajqbc6zz8qk89gkib",
"inchikey": "SNAOGTUJDXPNEK-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(O)CC2)n1"
},
"reactionStep": {
"id": "q7s6xenyrvaifori44eso85k",
"reactionHash": "87c0d1967f45aa6b181c87997ff147e5b7cc5567ecc92784da90e6f90c5fc819",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0320;1473569\",\"rsmi\":\"N#[C:7][N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]1.[CH3:1][CH:2]([CH3:3])[C:4]([NH:5][OH:6])=[NH:15]>CCOC(C)=O.Cl.Cl.[Zn+2]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([OH:12])[CH2:13][CH2:14]2)[n:15]1\"}"
},
"children": [
{
"id": "cmisbzwyu013nzfddnwato7w9",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "vr6076gihm6hra9qo4r9cl8d",
"parentId": "cmisbzwyu013kzfddqrkpzsyh",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "vr6076gihm6hra9qo4r9cl8d",
"inchikey": "JHRDEHLFNLLCQS-UHFFFAOYSA-N",
"smiles": "CC(C)C(N)=NO"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzwyu013ozfddxrf52cgc",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "yjz3jobvie23hpa1i2c8fh8y",
"parentId": "cmisbzwyu013kzfddqrkpzsyh",
"reactionStepId": "oqjseu7328n5mgui17t5bx89",
"isLeaf": false,
"molecule": {
"id": "yjz3jobvie23hpa1i2c8fh8y",
"inchikey": "OPBQHNZSOOLCPP-UHFFFAOYSA-N",
"smiles": "N#CN1CCC(O)CC1"
},
"reactionStep": {
"id": "oqjseu7328n5mgui17t5bx89",
"reactionHash": "fa584181955f25771b5d148648fa5dad426c9e8a2aaf0cd85af5bb1034017c8b",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0317;1473568\",\"rsmi\":\"Br[C:2]#[N:1].[NH:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1>ClCCl.O.O=C(O)O.[Na+]>[N:1]#[C:2][N:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH2:8][CH2:9]1\"}"
},
"children": [
{
"id": "cmisbzwyv013rzfddkz5ltknt",
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"moleculeId": "rb2kjm0kt6u31ay0wb8k3psk",
"parentId": "cmisbzwyu013ozfddxrf52cgc",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "ATDGTVJJHBUTRL-UHFFFAOYSA-N",
"smiles": "N#CBr"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzwyv013szfddpspjirba",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "rc120vbteow200ovlb81lixc",
"parentId": "cmisbzwyu013ozfddxrf52cgc",
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"isLeaf": true,
"molecule": {
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"inchikey": "HDOWRFHMPULYOA-UHFFFAOYSA-N",
"smiles": "OC1CCNCC1"
},
"reactionStep": null,
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}
]
}
]
},
{
"id": "cmisbzwyu013lzfddjq110f4d",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "c4pcpmqw6bjh3g6q0hshj5f3",
"parentId": "cmisbzwyt013izfddjxtprwa1",
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"isLeaf": true,
"molecule": {
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"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisbzwyu013jzfddvytaojez",
"routeId": "cmisbzwys013ezfdd7rzyzu80",
"moleculeId": "fvnkglgq8cqgh2gke3eig465",
"parentId": "cmisbzwyt013gzfddzp41oqhz",
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"isLeaf": false,
"molecule": {
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"inchikey": "HAKIMTKXOCVWRH-UHFFFAOYSA-N",
"smiles": "Fc1cc2[nH]ccc2cc1Br"
},
"reactionStep": {
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"reactionHash": "8a7a775465a532154511fd98b33f6ae0f8cb19a5d41bf89d641f01272e1899d6",
"template": null,
"metadata": "{\"ID\":\"US20140018380A1;0206;1473538\",\"rsmi\":\"C[Si](C)(C)[C:8]#[C:7][c:6]1[cH:5][c:3]([Br:4])[c:2]([F:1])[cH:11][c:10]1[NH2:9]>CC(C)(C)O.CCOC(C)=O.CN(C)C=O.[K+]>[F:1][c:2]1[c:3]([Br:4])[cH:5][c:6]2[cH:7][cH:8][nH:9][c:10]2[cH:11]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "C[Si](C)(C)C#Cc1cc(Br)c(F)cc1N"
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"metadata": "{\"ID\":\"US20140018380A1;0203;1473537\",\"rsmi\":\"I[c:7]1[c:8]([NH2:9])[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[c:8]([NH2:9])[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15]1\"}"
},
"children": [
{
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"molecule": {
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},
{
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"metadata": "{\"ID\":\"US20140018380A1;0201;1473536\",\"rsmi\":\"O=C1CCC(=O)N1[I:4].[NH2:1][c:2]1[cH:3][cH:5][c:6]([Br:7])[c:8]([F:9])[cH:10]1>CC(=O)O.CCOC(C)=O.[Na+].O>[NH2:1][c:2]1[c:3]([I:4])[cH:5][c:6]([Br:7])[c:8]([F:9])[cH:10]1\"}"
},
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{
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{
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}
}