FAIRMol

OHD_Leishmania_93

ID 1547

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(cc3C[N@H+]3CCC(=C[C@H]1O)[C@H]23)OCO4

Formula: C16H18NO4+ | MW: 288.32300000000004

LogP: -0.6684999999999994 | TPSA: 63.360000000000014

HBA/HBD: 4/3 | RotB: -

InChIKey: XGVJWXAYKUHDOO-RAEVTNRLSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Alcohol Clear highlight

Bio motif

Catechol H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Polyol

Functional group

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

Ring system

Benzene Pyrrolidine Benzodioxole
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.118750-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK1.662313-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620225-
DOCK_POSE_COUNT48-
DOCK_PRE_RANK1.186965-
DOCK_PRIMARY_POSE_ID12877-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206-
DOCK_SCAFFOLDC1=C2CC[NH+]3Cc4cc5c(cc4C(CC1)C23)OCO5-
DOCK_SCORE-23.963700-
DOCK_SCORE_INTER-23.493700-
DOCK_SCORE_INTER_KCAL-5.611376-
DOCK_SCORE_INTER_NORM-1.118750-
DOCK_SCORE_INTRA-0.470042-
DOCK_SCORE_INTRA_KCAL-0.112268-
DOCK_SCORE_INTRA_NORM-0.022383-
DOCK_SCORE_KCAL-5.723634-
DOCK_SCORE_NORM-1.141130-
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_T08_top1000.sdf-
DOCK_SOURCE_FORMULAC16H18NO4+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP-0.668500-
DOCK_SOURCE_MW288.323000-
DOCK_SOURCE_NAMEOHD_Leishmania_93-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA63.360000-
DOCK_STRAIN_DELTA19.922462-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
EXACT_MASS288.12303447608997Da
FORMULAC16H18NO4+-
HBA4-
HBD3-
LOGP-0.6684999999999994-
MOL_WEIGHT288.32300000000004g/mol
QED_SCORE0.5542688566958595-
ROTATABLE_BONDS0-
TPSA63.360000000000014A^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
T08 T08 dockmulti_91311c650f2e_T08 48
native pose available
 1.662312667078168 -23.9637 12 0.63 - Best pose
T08 — T08 48 poses · report dockmulti_91311c650f2e_T08
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
24 1.662312667078168 -1.11875 -23.9637 2 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 7 clashes; 2 protein contact clashes; moderate strain Δ 19.9 Open pose
22 1.7233050905436884 -1.25431 -26.5951 5 14 12 0.63 0.00 0.20 0.40 - no geometry warning; 7 clashes; 3 protein contact clashes; moderate strain Δ 17.3 Open pose
48 1.866414483308465 -1.23511 -26.0846 5 14 12 0.63 0.00 0.20 0.40 - no geometry warning; 7 clashes; 3 protein contact clashes; moderate strain Δ 18.6 Open pose
57 1.874320548740702 -1.02289 -20.1842 1 15 14 0.74 0.00 0.00 0.00 - no geometry warning; 9 clashes; 2 protein contact clashes; moderate strain Δ 16.7 Open pose
40 1.9208733552596937 -1.10354 -23.3674 2 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 7 clashes; 3 protein contact clashes; moderate strain Δ 18.2 Open pose
52 2.051962080173818 -1.23641 -25.7429 2 15 13 0.68 0.17 0.20 0.20 - no geometry warning; 8 clashes; 4 protein contact clashes; moderate strain Δ 17.5 Open pose
25 51.6276199905179 -1.26532 -25.4374 3 13 12 0.63 0.17 0.20 0.40 - no geometry warning; 7 clashes; 4 protein contact clashes Open pose
39 51.671671478313236 -1.1965 -25.1441 2 13 12 0.63 0.00 0.00 0.00 - no geometry warning; 8 clashes; 3 protein contact clashes Open pose
44 51.88196694817234 -1.24288 -26.344 4 13 11 0.58 0.00 0.00 0.40 - no geometry warning; 8 clashes; 4 protein contact clashes Open pose
28 51.96137106207113 -1.42769 -28.3757 5 14 12 0.63 0.17 0.40 0.40 - no geometry warning; 7 clashes; 6 protein contact clashes Open pose
32 51.978180482209424 -1.10491 -23.521 4 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 7 clashes; 5 protein contact clashes Open pose
23 52.28649569674507 -0.98994 -21.0496 2 14 13 0.68 0.17 0.20 0.40 - no geometry warning; 8 clashes; 5 protein contact clashes Open pose
33 52.316183645348474 -1.18039 -25.4541 2 15 13 0.68 0.00 0.00 0.00 - no geometry warning; 7 clashes; 6 protein contact clashes Open pose
11 52.33756189826127 -1.50174 -30.8162 6 13 13 0.68 0.33 0.60 0.60 - no geometry warning; 8 clashes; 6 protein contact clashes Open pose
29 52.57140542473638 -1.2123 -25.8053 2 14 13 0.68 0.17 0.20 0.20 - no geometry warning; 7 clashes; 7 protein contact clashes Open pose
41 52.84172032042223 -1.32457 -27.9437 6 13 13 0.68 0.50 0.80 0.80 - no geometry warning; 7 clashes; 8 protein contact clashes Open pose
26 52.89119334802034 -1.25898 -26.4911 4 13 9 0.47 0.00 0.00 0.20 - no geometry warning; 8 clashes; 7 protein contact clashes Open pose
30 52.91464472426016 -1.2216 -25.452 2 16 14 0.74 0.17 0.20 0.20 - no geometry warning; 8 clashes; 8 protein contact clashes Open pose
16 53.12321513999725 -1.06779 -22.7208 3 12 12 0.63 0.33 0.60 0.60 - no geometry warning; 7 clashes; 8 protein contact clashes Open pose
18 53.291383298518014 -1.19356 -25.0437 4 14 13 0.68 0.00 0.20 0.20 - no geometry warning; 7 clashes; 9 protein contact clashes Open pose
35 56.67226378574871 -1.13086 -23.4311 9 10 8 0.42 0.33 0.60 0.60 - no geometry warning; 7 clashes; 21 protein contact clashes Open pose
55 56.85019849179166 -1.18688 -24.3044 8 10 8 0.42 0.33 0.60 0.60 - no geometry warning; 8 clashes; 21 protein contact clashes Open pose
36 53.01571260029264 -1.29786 -27.5005 4 13 13 0.68 0.17 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
46 53.596763449687025 -1.20544 -25.4255 7 13 12 0.63 0.17 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
12 53.64299692290468 -1.55452 -32.7305 7 13 12 0.63 0.50 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
43 53.67017243217007 -1.53207 -32.2299 6 12 11 0.58 0.50 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
42 53.84339344891555 -1.46465 -30.7446 5 13 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
54 53.92540685962988 -1.47784 -30.5183 5 15 13 0.68 0.33 0.60 0.60 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
15 53.968295411625036 -1.04374 -22.3688 1 14 12 0.63 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
34 53.98551636967701 -1.44464 -29.8703 5 13 12 0.63 0.33 0.60 0.60 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
50 54.07148931752043 -1.20339 -25.4392 7 12 11 0.58 0.17 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
38 54.370352169277254 -1.26276 -26.8338 10 14 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
37 54.45594865809728 -1.29766 -27.8656 10 13 11 0.58 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
13 54.46419188347337 -1.23894 -25.5577 3 13 11 0.58 0.17 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
19 54.5162563111974 -1.35994 -28.8809 9 13 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
58 54.742087145431725 -1.55072 -32.5676 5 14 13 0.68 0.33 0.40 0.40 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
20 54.81036627725986 -1.50189 -31.4962 9 13 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
47 55.26506311624412 -1.49047 -30.9951 8 13 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
53 55.32317152273487 -1.0076 -20.3708 2 13 13 0.68 0.00 0.00 0.20 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
56 55.45807563679888 -1.30038 -27.6413 8 14 12 0.63 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
31 55.479921792595015 -1.12874 -23.8267 3 13 13 0.68 0.00 0.20 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
51 55.505935658257165 -1.36485 -28.4855 8 10 9 0.47 0.33 0.60 0.60 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
17 55.584957425645634 -1.231 -25.996 4 16 14 0.74 0.00 0.20 0.40 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
49 56.104202193582154 -1.04877 -22.0849 6 12 11 0.58 0.33 0.40 0.40 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
21 56.238213984312274 -1.1227 -23.522 2 12 10 0.53 0.00 0.00 0.20 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
27 56.89876702178748 -1.34654 -25.9541 8 10 9 0.47 0.33 0.60 0.60 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
45 59.17291208703662 -1.04464 -22.055 2 10 8 0.42 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
14 61.41724755659753 -1.3385 -24.8031 9 9 9 0.47 0.33 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 4 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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