FAIRMol

OHD_Leishmania_93

ID 2272

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (48)
2D structure

SMILES: O[C@@H]1[C@@H]2c3cc4c(cc3CN3CCC(=C[C@H]1O)[C@H]23)OCO4

Formula: C16H17NO4 | MW: 287.31500000000005

LogP: 0.7485999999999997 | TPSA: 62.16000000000001

HBA/HBD: 5/2 | RotB: -

InChIKey: XGVJWXAYKUHDOO-MPESAESLSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic Polyol P-gp efflux flag

Functional group

Alcohol ×2 Tertiary amine Aryl ether ×2 Ether ×2 Alkene Acetal

Ring system

Benzene Benzodioxole
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.087790-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK2.495694-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:TYR971-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.630987-
DOCK_POSE_COUNT48-
DOCK_PRE_RANK2.291393-
DOCK_PRIMARY_POSE_ID23037-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ASP13;B:CYS72;B:GLY73;B:ILE15;B:SER74;B:TYR49-
DOCK_SCAFFOLDC1=C2CCN3Cc4cc5c(cc4C(CC1)C23)OCO5-
DOCK_SCORE-22.862700-
DOCK_SCORE_INTER-22.843700-
DOCK_SCORE_INTER_KCAL-5.456126-
DOCK_SCORE_INTER_NORM-1.087790-
DOCK_SCORE_INTRA-0.018995-
DOCK_SCORE_INTRA_KCAL-0.004537-
DOCK_SCORE_INTRA_NORM-0.000905-
DOCK_SCORE_KCAL-5.460664-
DOCK_SCORE_NORM-1.088700-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FORMULAC16H17NO4-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP0.748600-
DOCK_SOURCE_MW287.315000-
DOCK_SOURCE_NAMEOHD_Leishmania_93-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA62.160000-
DOCK_STRAIN_DELTA15.405018-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
EXACT_MASS287.115758024Da
FORMULAC16H17NO4-
HBA5-
HBD2-
LOGP0.7485999999999997-
MOL_WEIGHT287.31500000000005g/mol
QED_SCORE0.6895099729200832-
ROTATABLE_BONDS0-
TPSA62.16000000000001A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T12 T12 dockmulti_91311c650f2e_T12 48
native pose available
 2.495693734666909 -22.8627 10 0.62 - Best pose
T12 — T12 48 poses · report dockmulti_91311c650f2e_T12
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
94 2.495693734666909 -1.08779 -22.8627 4 13 10 0.62 0.00 0.10 0.10 - no geometry warning; 9 clashes; 4 protein contact clashes; moderate strain Δ 15.4 Open pose
73 4.076282653452487 -0.978394 -20.1738 4 17 14 0.88 0.17 0.20 0.30 - no geometry warning; 7 clashes; 9 protein contact clashes; high strain Δ 21.6 Open pose
90 4.879236484808541 -0.780768 -16.9499 4 12 9 0.56 0.17 0.20 0.20 - no geometry warning; 9 clashes; 11 protein contact clashes; moderate strain Δ 17.4 Open pose
74 4.0275556744616985 -1.0142 -21.5826 4 13 10 0.62 0.17 0.20 0.20 - yes excluded; geometry warning; 7 clashes; 1 protein clash; moderate strain Δ 18.0 Open pose
48 4.177034901643368 -1.07305 -22.2278 6 14 11 0.69 0.50 0.60 0.60 - yes excluded; geometry warning; 8 clashes; 1 protein clash; moderate strain Δ 13.8 Open pose
82 4.632437865375648 -0.952663 -20.2409 5 13 10 0.62 0.08 0.10 0.10 - yes excluded; geometry warning; 8 clashes; 1 protein clash; moderate strain Δ 16.5 Open pose
65 54.110606181615644 -1.01575 -20.7112 5 16 13 0.81 0.17 0.20 0.30 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
72 54.174373081672655 -1.1327 -23.4006 5 17 14 0.88 0.42 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
69 54.21428004418817 -0.932752 -19.3232 7 17 14 0.88 0.33 0.40 0.50 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
56 54.33257806318453 -1.11182 -22.5497 5 17 14 0.88 0.42 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
95 54.38776335562764 -1.1439 -23.9592 5 15 11 0.69 0.17 0.20 0.30 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
87 54.388789150629556 -1.00676 -21.3391 3 17 14 0.88 0.08 0.10 0.20 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
76 54.428628848290366 -1.02995 -21.6987 5 15 12 0.75 0.17 0.20 0.20 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
86 54.56239407145075 -1.02932 -21.337 5 17 14 0.88 0.17 0.20 0.20 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
77 55.20663612377014 -0.896743 -18.6442 6 16 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
80 55.23448830003642 -0.982802 -20.9413 4 18 15 0.94 0.17 0.20 0.20 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
53 55.30941610971491 -0.999662 -20.9072 5 13 10 0.62 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
58 55.4174456261284 -0.864921 -18.4804 4 15 12 0.75 0.25 0.30 0.30 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
49 55.579914275298194 -1.00525 -21.4386 4 18 15 0.94 0.17 0.20 0.20 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
83 55.79182295279951 -0.903953 -19.121 4 15 12 0.75 0.25 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
71 56.00723542861465 -1.04791 -22.484 7 15 12 0.75 0.33 0.40 0.50 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
70 56.01808190201031 -0.953369 -20.2157 6 15 12 0.75 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
63 56.053888610860625 -1.02416 -21.7425 4 17 13 0.81 0.33 0.30 0.30 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
79 56.08505362187688 -1.20976 -25.6435 5 18 14 0.88 0.42 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
55 56.12677641027044 -1.00004 -21.0846 6 14 11 0.69 0.25 0.30 0.50 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
61 56.30868353735449 -0.954444 -20.678 5 17 14 0.88 0.17 0.20 0.20 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
60 56.32142774340407 -0.925753 -19.3852 6 17 14 0.88 0.17 0.20 0.20 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
92 56.36738207557822 -1.22739 -22.8979 7 18 15 0.94 0.50 0.50 0.60 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
62 56.407828637928255 -1.0123 -21.4295 5 17 14 0.88 0.42 0.50 0.50 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
78 56.62390056909392 -1.13421 -24.1026 4 18 14 0.88 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 3 protein clashes Open pose
50 56.65290043411182 -0.858399 -18.2735 8 17 14 0.88 0.33 0.40 0.50 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
68 56.69323005273256 -0.821081 -18.0187 4 14 11 0.69 0.17 0.20 0.20 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
64 56.715229701766354 -1.15994 -24.2493 6 15 12 0.75 0.50 0.50 0.50 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
88 56.74335723751116 -1.10759 -22.7207 4 15 12 0.75 0.17 0.20 0.20 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
91 57.214326666523526 -0.946481 -20.3152 5 15 12 0.75 0.42 0.40 0.40 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
66 57.54062732235378 -1.06195 -22.8544 7 16 13 0.81 0.58 0.60 0.60 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
54 57.892149019387034 -0.959899 -20.242 6 15 12 0.75 0.50 0.50 0.50 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
52 58.028872485503854 -0.905332 -19.0014 5 15 12 0.75 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
85 58.3040853393094 -1.32259 -27.9418 10 16 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
59 58.85206066724243 -1.3599 -28.884 10 15 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
67 61.671076221091624 -1.1541 -21.409 8 18 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 4 protein clashes Open pose
84 62.21291785907694 -1.07262 -22.349 8 18 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 7 clashes; 5 protein clashes Open pose
89 62.26682548322765 -1.12134 -20.497 9 17 12 0.75 0.33 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 4 protein clashes Open pose
57 62.447138060541434 -1.10463 -23.2622 8 18 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 7 clashes; 5 protein clashes Open pose
75 63.079854029845315 -1.11283 -23.7402 9 19 13 0.81 0.25 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 5 protein clashes Open pose
93 63.88103891672933 -1.12128 -23.6579 9 18 12 0.75 0.25 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 5 protein clashes Open pose
51 66.74126550903418 -1.20353 -23.9299 13 14 12 0.75 0.17 0.20 0.30 - yes excluded; geometry warning; 7 clashes; 5 protein clashes Open pose
81 68.25018117372568 -1.20493 -24.4291 12 14 12 0.75 0.25 0.30 0.40 - yes excluded; geometry warning; 8 clashes; 7 protein clashes Open pose

Heterocycles & Functional Groups

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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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⚗ AI Structural Analysis

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