FAIRMol

OHD_Leishmania_466

ID 462

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (18)
2D structure

SMILES: c1cc(C[N@@H+]2CCC[C@@H](c3cn[nH]c3)C2)cc(-c2ccncc2)c1

Formula: C20H23N4+ | MW: 319.4320000000001

LogP: 2.4341999999999997 | TPSA: 46.010000000000005

HBA/HBD: 2/2 | RotB: 4

InChIKey: SNBUGIVIYIUGLU-LJQANCHMSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N ×3 H-bond donor ×2 Gatekeeper aromatic

Ring system

Benzene Pyridine Piperidine Pyrazole Pipecolinyl ring
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.014790-
DOCK_BASE_INTER_RANK-1.296540-
DOCK_BASE_INTER_RANK-0.887044-
DOCK_BASE_INTER_RANK-0.690515-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK2.317577-
DOCK_FINAL_RANK3.515896-
DOCK_FINAL_RANK3.030401-
DOCK_FINAL_RANK1.843511-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.658052-
DOCK_MAX_CLASH_OVERLAP0.658141-
DOCK_MAX_CLASH_OVERLAP0.658225-
DOCK_MAX_CLASH_OVERLAP0.658008-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK2.317577-
DOCK_PRE_RANK3.515896-
DOCK_PRE_RANK2.981114-
DOCK_PRE_RANK1.843511-
DOCK_PRIMARY_POSE_ID3502-
DOCK_PRIMARY_POSE_ID12994-
DOCK_PRIMARY_POSE_ID20696-
DOCK_PRIMARY_POSE_ID42213-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TYR174;A:VAL164;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:GLY13;A:GLY49;A:GLY50;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDc1cc(C[NH+]2CCCC(c3cn[nH]c3)C2)cc(-c2ccncc2)c1-
DOCK_SCAFFOLDc1cc(C[NH+]2CCCC(c3cn[nH]c3)C2)cc(-c2ccncc2)c1-
DOCK_SCAFFOLDc1cc(C[NH+]2CCCC(c3cn[nH]c3)C2)cc(-c2ccncc2)c1-
DOCK_SCAFFOLDc1cc(C[NH+]2CCCC(c3cn[nH]c3)C2)cc(-c2ccncc2)c1-
DOCK_SCORE-23.775700-
DOCK_SCORE-30.162300-
DOCK_SCORE-19.276800-
DOCK_SCORE-14.296300-
DOCK_SCORE_INTER-24.355100-
DOCK_SCORE_INTER-31.117100-
DOCK_SCORE_INTER-21.289100-
DOCK_SCORE_INTER-16.572300-
DOCK_SCORE_INTER_KCAL-5.817118-
DOCK_SCORE_INTER_KCAL-7.432195-
DOCK_SCORE_INTER_KCAL-5.084816-
DOCK_SCORE_INTER_KCAL-3.958228-
DOCK_SCORE_INTER_NORM-1.014790-
DOCK_SCORE_INTER_NORM-1.296540-
DOCK_SCORE_INTER_NORM-0.887044-
DOCK_SCORE_INTER_NORM-0.690515-
DOCK_SCORE_INTRA0.579351-
DOCK_SCORE_INTRA0.954775-
DOCK_SCORE_INTRA2.012230-
DOCK_SCORE_INTRA2.276090-
DOCK_SCORE_INTRA_KCAL0.138376-
DOCK_SCORE_INTRA_KCAL0.228044-
DOCK_SCORE_INTRA_KCAL0.480613-
DOCK_SCORE_INTRA_KCAL0.543635-
DOCK_SCORE_INTRA_NORM0.024140-
DOCK_SCORE_INTRA_NORM0.039782-
DOCK_SCORE_INTRA_NORM0.083843-
DOCK_SCORE_INTRA_NORM0.094837-
DOCK_SCORE_KCAL-5.678731-
DOCK_SCORE_KCAL-7.204145-
DOCK_SCORE_KCAL-4.604187-
DOCK_SCORE_KCAL-3.414614-
DOCK_SCORE_NORM-0.990655-
DOCK_SCORE_NORM-1.256760-
DOCK_SCORE_NORM-0.803201-
DOCK_SCORE_NORM-0.595677-
DOCK_SCORE_RESTR0.000000-
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_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FORMULAC20H23N4+-
DOCK_SOURCE_FORMULAC20H23N4+-
DOCK_SOURCE_FORMULAC20H23N4+-
DOCK_SOURCE_FORMULAC20H23N4+-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP2.434200-
DOCK_SOURCE_LOGP2.434200-
DOCK_SOURCE_LOGP2.434200-
DOCK_SOURCE_LOGP2.434200-
DOCK_SOURCE_MW319.432000-
DOCK_SOURCE_MW319.432000-
DOCK_SOURCE_MW319.432000-
DOCK_SOURCE_MW319.432000-
DOCK_SOURCE_NAMEOHD_Leishmania_466-
DOCK_SOURCE_NAMEOHD_Leishmania_466-
DOCK_SOURCE_NAMEOHD_Leishmania_466-
DOCK_SOURCE_NAMEOHD_Leishmania_466-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA46.010000-
DOCK_SOURCE_TPSA46.010000-
DOCK_SOURCE_TPSA46.010000-
DOCK_SOURCE_TPSA46.010000-
DOCK_STRAIN_DELTA8.408810-
DOCK_STRAIN_DELTA9.428511-
DOCK_STRAIN_DELTA12.821465-
DOCK_STRAIN_DELTA10.208885-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT11-
DOCK_TARGETT18-
EXACT_MASS319.19172315609Da
FORMULAC20H23N4+-
HBA2-
HBD2-
LOGP2.4341999999999997-
MOL_WEIGHT319.4320000000001g/mol
QED_SCORE0.7757252752857648-
ROTATABLE_BONDS4-
TPSA46.010000000000005A^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
T18 T18 dockmulti_91311c650f2e_T18 4
native pose available
 1.8435112218976308 -14.2963 9 0.69 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 6
native pose available
 2.317576996818913 -23.7757 16 0.80 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 4
native pose available
 3.030401403393202 -19.2768 13 0.72 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 4
native pose available
 3.51589567129302 -30.1623 12 0.63 - Best pose
T18 — T18 4 poses · report dockmulti_91311c650f2e_T18
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
126 1.8435112218976308 -0.690515 -14.2963 4 14 9 0.69 - - - - no geometry warning; 7 clashes; 3 protein contact clashes Open pose
125 2.9008582012742403 -0.723463 -17.1359 3 13 7 0.54 - - - - no geometry warning; 9 clashes; 5 protein contact clashes Open pose
127 5.619031412901554 -0.995798 -20.4897 6 14 8 0.62 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
124 55.950361766477734 -0.878313 -19.9266 4 13 9 0.69 - - - - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
T03 — T03 6 poses · report dockmulti_91311c650f2e_T03
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
184 2.317576996818913 -1.01479 -23.7757 4 17 16 0.80 0.29 0.20 0.20 - no geometry warning; 9 clashes; 4 protein contact clashes Open pose
185 3.2981704070445255 -1.02469 -22.2575 5 13 10 0.50 0.43 0.40 0.40 - no geometry warning; 9 clashes; 7 protein contact clashes Open pose
186 3.851229187743746 -0.936971 -21.1673 4 16 16 0.80 0.43 0.60 0.60 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
183 4.801963500332432 -1.03119 -21.904 4 10 7 0.35 0.29 0.20 0.20 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
187 6.921103547064138 -1.08084 -26.0882 4 16 16 0.80 0.14 0.20 0.20 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
182 55.1737873814679 -1.04352 -21.1082 6 15 15 0.75 0.43 0.60 0.60 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
T11 — T11 4 poses · report dockmulti_91311c650f2e_T11
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
180 3.030401403393202 -0.887044 -19.2768 2 13 13 0.72 0.20 0.20 0.25 - no geometry warning; 8 clashes; 6 protein contact clashes; moderate strain Δ 12.8 Open pose
178 6.6742764884020795 -0.986924 -21.9731 7 16 13 0.72 0.60 0.60 0.75 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
179 7.274016823255133 -0.903788 -18.9904 3 12 12 0.67 0.20 0.40 0.25 - yes excluded; geometry warning; 7 clashes; 3 protein clashes Open pose
177 58.9496774163436 -0.831588 -18.8583 4 19 12 0.67 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 3 protein clashes Open pose
T08 — T08 4 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
141 3.51589567129302 -1.29654 -30.1623 4 17 12 0.63 0.17 0.20 0.20 - no geometry warning; 11 clashes; 8 protein contact clashes Open pose
138 4.402206773601835 -1.36817 -32.1481 4 18 14 0.74 0.17 0.40 0.40 - no geometry warning; 10 clashes; 12 protein contact clashes Open pose
140 3.504500720696464 -1.19584 -28.5885 4 9 8 0.42 0.17 0.40 0.40 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
139 54.913698566729934 -1.09349 -26.5244 4 15 14 0.74 0.17 0.40 0.60 - yes excluded; geometry warning; 8 clashes; 1 protein clash 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.