Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CC1(c2nc(-c3ccccc3)cs2)CCOCC1)C(=O)c1cccc(-c2noc(C(F)(F)F)n2)c1
InChiKey
OXPXXIGNTIISGY-UHFFFAOYSA-N
Route Signature
c3c3bba26d9a516495deac6d1b533cf150188a81273b708115a255af56a72dee
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzx2401h3zfdd21z1v370",
"signature": "c3c3bba26d9a516495deac6d1b533cf150188a81273b708115a255af56a72dee",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisbzx2401h2zfddtlbidczl",
"benchmarkSetId": "cmisbzwn80000zfdd10l1xe0k",
"targetId": "n5-00116",
"moleculeId": "i4few54hw9ld7ypy2tlg21n0",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "i4few54hw9ld7ypy2tlg21n0",
"inchikey": "OXPXXIGNTIISGY-UHFFFAOYSA-N",
"smiles": "CN(CC1(c2nc(-c3ccccc3)cs2)CCOCC1)C(=O)c1cccc(-c2noc(C(F)(F)F)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisbzx2401h4zfddg54slg5t",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "i4few54hw9ld7ypy2tlg21n0",
"parentId": null,
"reactionStepId": "y5z62ks913q5b9mdua9cyxy6",
"isLeaf": false,
"molecule": {
"id": "i4few54hw9ld7ypy2tlg21n0",
"inchikey": "OXPXXIGNTIISGY-UHFFFAOYSA-N",
"smiles": "CN(CC1(c2nc(-c3ccccc3)cs2)CCOCC1)C(=O)c1cccc(-c2noc(C(F)(F)F)n2)c1"
},
"reactionStep": {
"id": "y5z62ks913q5b9mdua9cyxy6",
"reactionHash": "fe181feeca1cc6cd4a3007e185b0e228dea463c9cd98fcb8d2c6fc3d0c8e87c7",
"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0794;1341992\",\"rsmi\":\"O[C:21](=[O:22])[c:23]1[cH:24][c:25](-[c:26]2[n:27][o:28][c:29]([C:30]([F:31])([F:32])[F:33])[n:34]2)[cH:35][cH:36][cH:37]1.[CH3:1][NH:2][CH2:3][C:4]1([c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][s:15]2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1>>[CH3:1][N:2]([CH2:3][C:4]1([c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][s:15]2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1)[C:21](=[O:22])[c:23]1[cH:24][c:25](-[c:26]2[n:27][o:28][c:29]([C:30]([F:31])([F:32])[F:33])[n:34]2)[cH:35][cH:36][cH:37]1\"}"
},
"children": [
{
"id": "cmisbzx2401h5zfddjmyu1lzz",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "m761hllfnk30lpzzqc1ntpt0",
"parentId": "cmisbzx2401h4zfddg54slg5t",
"reactionStepId": "sr8somxbu2etawurcnrg15rk",
"isLeaf": false,
"molecule": {
"id": "m761hllfnk30lpzzqc1ntpt0",
"inchikey": "DPOBVHMWIVCRDU-UHFFFAOYSA-N",
"smiles": "CNCC1(c2nc(-c3ccccc3)cs2)CCOCC1"
},
"reactionStep": {
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"reactionHash": "bfbd02ab12a9ee4713875ba1d6c853202bc6d09fe98d0313425b828a2b7c52bf",
"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0792;1341991\",\"rsmi\":\"O=[CH2:1].[NH2:2][CH2:3][C:4]1([c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][s:15]2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][NH:2][CH2:3][C:4]1([c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][s:15]2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1\"}"
},
"children": [
{
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"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "evt7051runbx2br4l0ki9toc",
"parentId": "cmisbzx2401h5zfddjmyu1lzz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx2501h8zfddp05eur31",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "ek1gzy6xmbczwsuiapdvbfc5",
"parentId": "cmisbzx2401h5zfddjmyu1lzz",
"reactionStepId": "h3zgzx32wt7ndlads09xccoy",
"isLeaf": false,
"molecule": {
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"inchikey": "NCCMJENTBCOPQF-UHFFFAOYSA-N",
"smiles": "NCC1(c2nc(-c3ccccc3)cs2)CCOCC1"
},
"reactionStep": {
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"reactionHash": "2dc3f627db6505f80cd278450392935ae8029f8cf26b4ebbc1e354a3e305cb83",
"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0408;1341883\",\"rsmi\":\"[N:1]#[C:2][C:3]1([c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][cH:10][cH:11][cH:12]3)[cH:13][s:14]2)[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][CH2:2][C:3]1([c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][cH:10][cH:11][cH:12]3)[cH:13][s:14]2)[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1\"}"
},
"children": [
{
"id": "cmisbzx2501hbzfddjfwftjnz",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "sgp79nv524esw3s6u5o7opm1",
"parentId": "cmisbzx2501h8zfddp05eur31",
"reactionStepId": "jpu3lyya51f2ck31hn2vlmc3",
"isLeaf": false,
"molecule": {
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"inchikey": "VDMWBRZBOUDKLU-UHFFFAOYSA-N",
"smiles": "N#CC1(c2nc(-c3ccccc3)cs2)CCOCC1"
},
"reactionStep": {
"id": "jpu3lyya51f2ck31hn2vlmc3",
"reactionHash": "ca2837b6637dd00011c0a25c88f0d2a7574ae3b0fb33c9c920d54d11f81c9793",
"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0406;1341882\",\"rsmi\":\"Br[CH2:15][CH2:16][O:17][CH2:18][CH2:19]Br.[N:1]#[C:2][CH2:3][c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13][s:14]1>C1CCOC1.[HH].[Na+]>[N:1]#[C:2][C:3]1([c:4]2[n:5][c:6](-[c:7]3[cH:8][cH:9][cH:10][cH:11][cH:12]3)[cH:13][s:14]2)[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1\"}"
},
"children": [
{
"id": "cmisbzx2601hezfddcplm3gx6",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "xz0prtfxk2aa65dhf3risipn",
"parentId": "cmisbzx2501hbzfddjfwftjnz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "FOZVXADQAHVUSV-UHFFFAOYSA-N",
"smiles": "BrCCOCCBr"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx2601hfzfddi1z2ruz6",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "tkys4h3cqbudquer2a0e22md",
"parentId": "cmisbzx2501hbzfddjfwftjnz",
"reactionStepId": "j41reh8wagx66ajtsnhui6g6",
"isLeaf": false,
"molecule": {
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"inchikey": "SOFCSIBVJROWGI-UHFFFAOYSA-N",
"smiles": "N#CCc1nc(-c2ccccc2)cs1"
},
"reactionStep": {
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"reactionHash": "f6c66b1885611742b3683b02bfa617d1cbb17f0444ff5e7a8b53dd63cabbf587",
"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0404;1341881\",\"rsmi\":\"O=[C:6]([c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)[CH2:13]Br.[N:1]#[C:2][CH2:3][C:4]([NH2:5])=[S:14]>CCO.N>[N:1]#[C:2][CH2:3][c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13][s:14]1\"}"
},
"children": [
{
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"moleculeId": "jd89lsjsckm56vn4ofin189p",
"parentId": "cmisbzx2601hfzfddi1z2ruz6",
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"isLeaf": true,
"molecule": {
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"inchikey": "BHPYMZQTCPRLNR-UHFFFAOYSA-N",
"smiles": "N#CCC(=N)S"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx2601hhzfddsfjj7lvu",
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"molecule": {
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"inchikey": "LIGACIXOYTUXAW-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccccc1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "cmisbzx2501h6zfdd4b3pbfci",
"routeId": "cmisbzx2401h3zfdd21z1v370",
"moleculeId": "ttsi77esnpmc7gnett0buoxk",
"parentId": "cmisbzx2401h4zfddg54slg5t",
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"isLeaf": false,
"molecule": {
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"inchikey": "ZTOAUVQUTVRHBJ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(-c2noc(C(F)(F)F)n2)c1"
},
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"template": null,
"metadata": "{\"ID\":\"US20130059883A1;0412;1341885\",\"rsmi\":\"O=C(O[C:10](=O)[C:11]([F:12])([F:13])[F:14])C(F)(F)F.[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([C:7](=[N:8][OH:9])[NH2:15])[cH:16][cH:17][cH:18]1>Cl.c1ccncc1>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6](-[c:7]2[n:8][o:9][c:10]([C:11]([F:12])([F:13])[F:14])[n:15]2)[cH:16][cH:17][cH:18]1\"}"
},
"children": [
{
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"metadata": "{\"ID\":\"US20130059883A1;0410;1341884\",\"rsmi\":\"[N:1]#[C:2][c:5]1[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[OH:12])[cH:13]1.[NH2:3][OH:4]>CCO.Cl.O.O=C(O)O.Oc1cccc2cccnc12.[Na+].[Na+]>[NH2:1][C:2](=[N:3][OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([C:10](=[O:11])[OH:12])[cH:13]1\"}"
},
"children": [
{
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"molecule": {
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},
{
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{
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}
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]
}
}