FAIRMol

OHD_Leishmania_129

ID 993

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: CCOC(=O)C1CCN(C(=O)c2ccc(N(C)Cc3cnc4[nH+]c(N)nc(N)c4n3)cc2)CC1

Formula: C23H29N8O3+ | MW: 465.53800000000035

LogP: 1.0550000000000002 | TPSA: 154.7

HBA/HBD: 9/2 | RotB: 6

InChIKey: UHGIVIFLYVOBQX-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×6 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×2 P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide Ester Primary amine ×2 Tertiary amine ×2 Lactam Ether

Ring system

Benzene Pyrimidine Pyrazine Pipecolinyl ring
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.883124-
DOCK_BASE_INTER_RANK-1.075420-
DOCK_BASE_INTER_RANK-0.888501-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK5.507049-
DOCK_FINAL_RANK5.497894-
DOCK_FINAL_RANK6.170447-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:GLY1901-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1891-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR541-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.688329-
DOCK_MAX_CLASH_OVERLAP0.688273-
DOCK_MAX_CLASH_OVERLAP0.677144-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK5.099751-
DOCK_PRE_RANK4.936151-
DOCK_PRE_RANK4.218311-
DOCK_PRIMARY_POSE_ID6603-
DOCK_PRIMARY_POSE_ID12930-
DOCK_PRIMARY_POSE_ID15277-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T04-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY190;A:HIS241;A:LEU188;A:LEU189;A:LEU226;A:LEU229;A:LYS198;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:LEU208;A:LEU209;A:LYS178;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:LEU94;B:LYS57;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:PRO50;B:THR180;B:THR54;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3ncncc3[nH+]2)cc1)N1CCCCC1-
DOCK_SCORE-28.978800-
DOCK_SCORE-35.462000-
DOCK_SCORE-26.722600-
DOCK_SCORE_INTER-30.026200-
DOCK_SCORE_INTER-36.564300-
DOCK_SCORE_INTER-30.209000-
DOCK_SCORE_INTER_KCAL-7.171638-
DOCK_SCORE_INTER_KCAL-8.733237-
DOCK_SCORE_INTER_KCAL-7.215299-
DOCK_SCORE_INTER_NORM-0.883124-
DOCK_SCORE_INTER_NORM-1.075420-
DOCK_SCORE_INTER_NORM-0.888501-
DOCK_SCORE_INTRA1.047420-
DOCK_SCORE_INTRA1.102290-
DOCK_SCORE_INTRA3.486430-
DOCK_SCORE_INTRA_KCAL0.250172-
DOCK_SCORE_INTRA_KCAL0.263278-
DOCK_SCORE_INTRA_KCAL0.832720-
DOCK_SCORE_INTRA_NORM0.030806-
DOCK_SCORE_INTRA_NORM0.032420-
DOCK_SCORE_INTRA_NORM0.102542-
DOCK_SCORE_KCAL-6.921470-
DOCK_SCORE_KCAL-8.469957-
DOCK_SCORE_KCAL-6.382586-
DOCK_SCORE_NORM-0.852317-
DOCK_SCORE_NORM-1.043000-
DOCK_SCORE_NORM-0.785959-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T04_top1000.sdf-
DOCK_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FORMULAC23H29N8O3+-
DOCK_SOURCE_FORMULAC23H29N8O3+-
DOCK_SOURCE_FORMULAC23H29N8O3+-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP1.055000-
DOCK_SOURCE_LOGP1.055000-
DOCK_SOURCE_LOGP1.055000-
DOCK_SOURCE_MW465.538000-
DOCK_SOURCE_MW465.538000-
DOCK_SOURCE_MW465.538000-
DOCK_SOURCE_NAMEOHD_Leishmania_129-
DOCK_SOURCE_NAMEOHD_Leishmania_129-
DOCK_SOURCE_NAMEOHD_Leishmania_129-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA154.700000-
DOCK_SOURCE_TPSA154.700000-
DOCK_SOURCE_TPSA154.700000-
DOCK_STRAIN_DELTA18.788309-
DOCK_STRAIN_DELTA21.362373-
DOCK_STRAIN_DELTA44.535611-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT08-
DOCK_TARGETT09-
EXACT_MASS465.23571320809Da
FORMULAC23H29N8O3+-
HBA9-
HBD2-
LOGP1.0550000000000002-
MOL_WEIGHT465.53800000000035g/mol
QED_SCORE0.5082491736727179-
ROTATABLE_BONDS6-
TPSA154.7A^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 3
native pose available
 5.497893660577265 -35.462 16 0.84 - Best pose
T04 T04 dockmulti_91311c650f2e_T04 3
native pose available
 5.507049233836736 -28.9788 14 0.74 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 2
native pose available
 6.170447394229309 -26.7226 16 0.76 - Best pose
T08 — T08 3 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
77 5.497893660577265 -1.07542 -35.462 10 16 16 0.84 0.83 0.80 0.80 - no geometry warning; 17 clashes; 8 protein contact clashes; high strain Δ 21.4 Open pose
76 6.6365893953289605 -1.01865 -32.9196 8 18 16 0.84 0.83 0.80 0.80 - yes excluded; geometry warning; 18 clashes; 1 protein clash; moderate strain Δ 19.9 Open pose
78 6.812252767364694 -1.03725 -30.7735 8 19 16 0.84 0.83 0.80 0.80 - yes excluded; geometry warning; 18 clashes; 1 protein clash; high strain Δ 28.9 Open pose
T04 — T04 3 poses · report dockmulti_91311c650f2e_T04
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
16 5.507049233836736 -0.883124 -28.9788 9 16 14 0.74 1.00 1.00 1.00 - no geometry warning; 18 clashes; 7 protein contact clashes; moderate strain Δ 18.8 Open pose
15 6.1576544954245245 -1.04369 -36.6137 7 15 14 0.74 1.00 1.00 1.00 - yes excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 15.7 Open pose
17 8.747999594432303 -0.764781 -23.2494 4 15 15 0.79 0.50 0.60 0.60 - yes excluded; geometry warning; 18 clashes; 1 protein clash; high strain Δ 37.3 Open pose
T09 — T09 2 poses · report dockmulti_91311c650f2e_T09
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
80 6.170447394229309 -0.888501 -26.7226 12 18 16 0.76 0.71 0.83 0.83 - no geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 44.5 Open pose
79 6.675765004733855 -0.748393 -24.6119 11 20 18 0.86 0.71 0.83 0.83 - yes excluded; geometry warning; 18 clashes; 1 protein clash; high strain Δ 23.2 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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