FAIRMol

OHD_Leishmania_93

ID 3216

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-DANNLKNASA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor O Clear highlight

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
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.271410-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK1.237511-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.622984-
DOCK_POSE_COUNT48-
DOCK_PRE_RANK0.982671-
DOCK_PRIMARY_POSE_ID44783-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T19-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE367;C:PRO336;C:SER162;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDC1=C2CCN3Cc4cc5c(cc4C(CC1)C23)OCO5-
DOCK_SCORE-26.722500-
DOCK_SCORE_INTER-26.699600-
DOCK_SCORE_INTER_KCAL-6.377093-
DOCK_SCORE_INTER_NORM-1.271410-
DOCK_SCORE_INTRA-0.022952-
DOCK_SCORE_INTRA_KCAL-0.005482-
DOCK_SCORE_INTRA_NORM-0.001093-
DOCK_SCORE_KCAL-6.382562-
DOCK_SCORE_NORM-1.272500-
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_T19_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_DELTA16.247333-
DOCK_STRAIN_OK0-
DOCK_TARGETT19-
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
T19 T19 dockmulti_91311c650f2e_T19 48
native pose available
 1.2375107196982713 -26.7225 7 0.26 - Best pose
T19 — T19 48 poses · report dockmulti_91311c650f2e_T19
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
50 1.2375107196982713 -1.27141 -26.7225 4 16 7 0.26 0.00 0.20 0.25 - no geometry warning; 8 clashes; 1 protein contact clash; moderate strain Δ 16.2 Open pose
54 1.5695674272801954 -1.35414 -28.4827 4 16 7 0.26 0.00 0.00 0.00 - no geometry warning; 8 clashes; 2 protein contact clashes; moderate strain Δ 17.3 Open pose
20 2.3415305941514113 -1.26641 -26.9835 5 15 7 0.26 0.08 0.40 0.50 - no geometry warning; 7 clashes; 4 protein contact clashes; high strain Δ 23.5 Open pose
29 2.580887906416176 -1.34323 -26.6231 3 16 7 0.26 0.08 0.20 0.25 - no geometry warning; 7 clashes; 6 protein contact clashes; moderate strain Δ 15.8 Open pose
44 3.190550165456146 -1.36633 -28.3662 3 15 7 0.26 0.00 0.00 0.00 - no geometry warning; 7 clashes; 4 protein contact clashes; high strain Δ 36.8 Open pose
30 53.05447133702613 -1.32218 -27.6704 4 15 6 0.22 0.00 0.00 0.00 - no geometry warning; 8 clashes; 8 protein contact clashes Open pose
26 53.53622633197982 -0.935726 -20.0435 4 7 5 0.19 0.00 0.20 0.25 - no geometry warning; 7 clashes; 9 protein contact clashes Open pose
49 3.287195304379525 -1.2344 -26.0597 1 14 5 0.19 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 1 protein clash; moderate strain Δ 18.3 Open pose
28 52.764805145120896 -1.31137 -27.6538 5 15 7 0.26 0.08 0.40 0.50 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
36 53.116246578672545 -1.22477 -25.6747 3 16 7 0.26 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
45 53.161603531225175 -1.28556 -27.0569 4 14 7 0.26 0.17 0.40 0.50 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
37 53.27500563575935 -1.27693 -27.0377 5 15 7 0.26 0.17 0.40 0.50 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
61 53.50277831422904 -1.1784 -24.864 4 15 7 0.26 0.00 0.20 0.25 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
25 53.56466489329608 -1.48786 -30.8869 7 13 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
27 54.41823407602958 -1.16122 -24.753 4 15 7 0.26 0.17 0.40 0.50 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
17 54.458784735192125 -1.38181 -28.5538 7 12 6 0.22 0.08 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
59 54.51326867344391 -1.31135 -27.5084 3 14 7 0.26 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
39 54.53340212441485 -1.25758 -26.0095 8 8 8 0.30 0.17 0.60 0.50 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
31 54.88251288452123 -1.29539 -26.8725 8 7 6 0.22 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
52 54.961238687104085 -0.80393 -16.7351 4 11 9 0.33 0.08 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
53 55.156564317118374 -1.12315 -23.9675 3 16 6 0.22 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
55 55.20315383187207 -1.25799 -26.4518 4 16 7 0.26 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
48 55.36709650876499 -1.00358 -20.7429 5 9 7 0.26 0.00 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
34 55.37794160580253 -1.27647 -26.5737 9 15 5 0.19 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
58 55.42708253425545 -1.49136 -31.5628 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
24 55.51392911172003 -1.43374 -30.5493 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
38 55.6076754312408 -1.47018 -31.1089 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
51 55.68001076678546 -1.46796 -30.9935 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
18 55.6898437967538 -1.12456 -23.2182 6 9 7 0.26 0.00 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
40 55.807434929059745 -1.27343 -26.8847 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
32 55.83681375190774 -1.39609 -29.4893 6 17 7 0.26 0.08 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
62 55.83865799999192 -1.47581 -30.9044 6 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
46 55.956585927621695 -1.45404 -30.4646 5 14 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
22 56.028651562522406 -1.24943 -25.785 5 17 6 0.22 0.00 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 1 protein clash Open pose
33 56.48182175277276 -1.44698 -30.9598 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
21 56.49389833322779 -1.20188 -24.8669 3 16 6 0.22 0.00 0.20 0.25 - yes excluded; geometry warning; 7 clashes; 2 protein clashes Open pose
35 56.743199949137626 -1.14282 -24.2946 5 15 7 0.26 0.08 0.20 0.25 - yes excluded; geometry warning; 8 clashes; 1 protein clash Open pose
23 56.754264835571064 -1.46424 -30.745 5 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
47 57.11178399488124 -1.42081 -29.802 4 16 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 3 protein clashes Open pose
60 57.1311780201466 -1.41153 -29.3489 5 16 7 0.26 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
56 57.32542371490294 -1.33676 -28.2922 4 16 7 0.26 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes Open pose
15 57.34133349081083 -1.41744 -29.3927 3 16 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
16 57.465682001967664 -1.3917 -29.3901 4 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 3 protein clashes Open pose
41 57.60354528145303 -1.56633 -32.8706 5 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 3 protein clashes Open pose
43 58.03187662181314 -1.153 -24.3825 4 14 6 0.22 0.17 0.40 0.50 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
19 58.040998253249114 -1.10573 -23.6816 7 18 7 0.26 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose
57 58.53854815688794 -1.14136 -24.5308 5 14 7 0.26 0.08 0.20 0.25 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
42 59.4567992536017 -1.25942 -26.4987 5 15 6 0.22 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 3 protein clashes Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

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

Loading…

ADMET Profile

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

Loading…

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.
Loading…

⚗ AI Structural Analysis

Expert medicinal chemistry analysis powered by Claude.

Click Run Analysis to generate an AI-powered structural decomposition.
Requires ANTHROPIC_API_KEY environment variable.