FAIRMol

OHD_Leishmania_376

ID 516

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (13)
2D structure

SMILES: C[C@H](c1ccc2c(c1)CCCC2)N(C)c1ncc2c(N)nc(N)nc2n1

Formula: C19H23N7 | MW: 349.4420000000002

LogP: 2.660400000000001 | TPSA: 106.83999999999999

HBA/HBD: 7/2 | RotB: 3

InChIKey: KXSXIFFPCDJUPY-LLVKDONJSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond donor ×2 Gatekeeper aromatic Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine

Ring system

Benzene Pyrimidine ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.996357-
DOCK_BASE_INTER_RANK-1.216740-
DOCK_BASE_INTER_RANK-0.973570-
DOCK_BASE_INTER_RANK-0.760687-
DOCK_BASE_INTER_RANK-0.719336-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK3.699892-
DOCK_FINAL_RANK3.360779-
DOCK_FINAL_RANK4.537151-
DOCK_FINAL_RANK4.323371-
DOCK_FINAL_RANK4.768767-
DOCK_GEOMETRY_ALERTwarning-
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_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
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:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:GLU431-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.683712-
DOCK_MAX_CLASH_OVERLAP0.683754-
DOCK_MAX_CLASH_OVERLAP0.683666-
DOCK_MAX_CLASH_OVERLAP0.683710-
DOCK_MAX_CLASH_OVERLAP0.683733-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK3.558318-
DOCK_PRE_RANK2.999977-
DOCK_PRE_RANK4.296664-
DOCK_PRE_RANK3.378256-
DOCK_PRE_RANK4.573993-
DOCK_PRIMARY_POSE_ID3411-
DOCK_PRIMARY_POSE_ID10549-
DOCK_PRIMARY_POSE_ID15312-
DOCK_PRIMARY_POSE_ID42166-
DOCK_PRIMARY_POSE_ID47033-
DOCK_RANKING_MODEinter_strain_penalized-
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_T07-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:GLY157;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR180;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:GLU43;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:GLU18;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCAFFOLDc1ncc2cnc(NCc3ccc4c(c3)CCCC4)nc2n1-
DOCK_SCORE-27.540800-
DOCK_SCORE-32.028000-
DOCK_SCORE-25.402000-
DOCK_SCORE-17.745100-
DOCK_SCORE-20.766100-
DOCK_SCORE_INTER-25.905300-
DOCK_SCORE_INTER-31.635300-
DOCK_SCORE_INTER-25.312800-
DOCK_SCORE_INTER-19.777900-
DOCK_SCORE_INTER-18.702700-
DOCK_SCORE_INTER_KCAL-6.187377-
DOCK_SCORE_INTER_KCAL-7.555965-
DOCK_SCORE_INTER_KCAL-6.045861-
DOCK_SCORE_INTER_KCAL-4.723872-
DOCK_SCORE_INTER_KCAL-4.467065-
DOCK_SCORE_INTER_NORM-0.996357-
DOCK_SCORE_INTER_NORM-1.216740-
DOCK_SCORE_INTER_NORM-0.973570-
DOCK_SCORE_INTER_NORM-0.760687-
DOCK_SCORE_INTER_NORM-0.719336-
DOCK_SCORE_INTRA-1.635540-
DOCK_SCORE_INTRA-0.392685-
DOCK_SCORE_INTRA-0.089197-
DOCK_SCORE_INTRA2.032720-
DOCK_SCORE_INTRA-2.063330-
DOCK_SCORE_INTRA_KCAL-0.390642-
DOCK_SCORE_INTRA_KCAL-0.093791-
DOCK_SCORE_INTRA_KCAL-0.021304-
DOCK_SCORE_INTRA_KCAL0.485507-
DOCK_SCORE_INTRA_KCAL-0.492818-
DOCK_SCORE_INTRA_NORM-0.062905-
DOCK_SCORE_INTRA_NORM-0.015103-
DOCK_SCORE_INTRA_NORM-0.003431-
DOCK_SCORE_INTRA_NORM0.078181-
DOCK_SCORE_INTRA_NORM-0.079359-
DOCK_SCORE_KCAL-6.578010-
DOCK_SCORE_KCAL-7.649760-
DOCK_SCORE_KCAL-6.067166-
DOCK_SCORE_KCAL-4.238346-
DOCK_SCORE_KCAL-4.959900-
DOCK_SCORE_NORM-1.059260-
DOCK_SCORE_NORM-1.231850-
DOCK_SCORE_NORM-0.977001-
DOCK_SCORE_NORM-0.682505-
DOCK_SCORE_NORM-0.798695-
DOCK_SCORE_RESTR0.000000-
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_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T07_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_FORMULAC19H23N7-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_LOGP2.660400-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_MW349.442000-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_NAMEOHD_Leishmania_376-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA106.840000-
DOCK_SOURCE_TPSA106.840000-
DOCK_SOURCE_TPSA106.840000-
DOCK_SOURCE_TPSA106.840000-
DOCK_SOURCE_TPSA106.840000-
DOCK_STRAIN_DELTA14.359564-
DOCK_STRAIN_DELTA18.013374-
DOCK_STRAIN_DELTA16.008115-
DOCK_STRAIN_DELTA27.751912-
DOCK_STRAIN_DELTA15.246225-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT07-
DOCK_TARGETT09-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS349.20149373600003Da
FORMULAC19H23N7-
HBA7-
HBD2-
LOGP2.660400000000001-
MOL_WEIGHT349.4420000000002g/mol
QED_SCORE0.7482530045467028-
ROTATABLE_BONDS3-
TPSA106.83999999999999A^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
T07 T07 dockmulti_91311c650f2e_T07 3
native pose available
 3.360779007337855 -32.028 14 0.74 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 3
native pose available
 3.699891532165524 -27.5408 15 0.75 - Best pose
T18 T18 dockmulti_91311c650f2e_T18 3
native pose available
 4.323370650410053 -17.7451 8 0.62 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 2
native pose available
 4.537151348789815 -25.402 14 0.67 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 2
native pose available
 4.76876667974091 -20.7661 7 0.88 - Best pose
T07 — T07 3 poses · report dockmulti_91311c650f2e_T07
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
111 3.360779007337855 -1.21674 -32.028 7 15 14 0.74 0.50 0.40 0.60 - no geometry warning; 13 clashes; 5 protein contact clashes; moderate strain Δ 18.0 Open pose
110 3.442122624019677 -1.21522 -31.9059 7 16 14 0.74 0.50 0.40 0.60 - no geometry warning; 14 clashes; 5 protein contact clashes; moderate strain Δ 16.2 Open pose
112 3.8145373961952544 -1.09529 -28.7447 9 16 14 0.74 0.50 0.40 0.60 - no geometry warning; 13 clashes; 5 protein contact clashes; moderate strain Δ 19.3 Open pose
T03 — T03 3 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
93 3.699891532165524 -0.996357 -27.5408 5 16 15 0.75 0.57 0.80 0.80 - no geometry warning; 13 clashes; 6 protein contact clashes; moderate strain Δ 14.4 Open pose
92 3.894791390276917 -1.09051 -30.1724 6 17 13 0.65 0.71 0.80 0.80 - no geometry warning; 15 clashes; 4 protein contact clashes; moderate strain Δ 18.9 Open pose
94 4.117158662979138 -1.06014 -24.3512 5 18 16 0.80 0.57 0.80 0.80 - no geometry warning; 14 clashes; 4 protein contact clashes; high strain Δ 29.3 Open pose
T18 — T18 3 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
79 4.323370650410053 -0.760687 -17.7451 4 10 8 0.62 - - - - no geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 27.8 Open pose
80 5.020995352586303 -0.804207 -18.2131 6 11 8 0.62 - - - - no geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 31.2 Open pose
78 5.844625676418907 -0.834551 -20.0158 4 11 8 0.62 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 21.6 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
115 4.537151348789815 -0.97357 -25.402 4 16 14 0.67 0.00 0.00 0.00 - no geometry warning; 15 clashes; 7 protein contact clashes; moderate strain Δ 16.0 Open pose
116 6.943216971288747 -1.08568 -25.0988 6 16 12 0.57 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 31.8 Open pose
T20 — T20 2 poses · report dockmulti_91311c650f2e_T20
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
68 4.76876667974091 -0.719336 -20.7661 4 12 7 0.88 0.50 1.00 1.00 - no geometry warning; 14 clashes; 7 protein contact clashes; moderate strain Δ 15.2 Open pose
69 7.1954168182638885 -0.812568 -20.336 5 10 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 20.9 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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