FAIRMol

OHD_Leishmania_481

ID 339

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: NC(=S)N/N=C(\C=C\c1cccc(O)c1)c1cccc(NC(=O)Nc2ccc(Cl)cc2)c1

Formula: C23H20ClN5O2S | MW: 465.9660000000001

LogP: 4.940300000000002 | TPSA: 111.77000000000001

HBA/HBD: 4/5 | RotB: 6

InChIKey: AAXPVLGNCQDWBF-GOZLLMBCSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor N H-bond acceptor O H-bond donor ×5 Gatekeeper aromatic ×3 Ionizable base ×2 Metal chelator ×2

Functional group

Carbonyl Amide ×2 Primary amine Secondary amine ×2 Phenol Chlorine Urea Imine Thioamide ×2 Alkene

Ring system

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

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.840400-
DOCK_BASE_INTER_RANK-0.854228-
DOCK_BASE_INTER_RANK-0.731869-
DOCK_BASE_INTER_RANK-0.858902-
DOCK_BASE_INTER_RANK-0.781504-
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_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK5.913520-
DOCK_FINAL_RANK3.842821-
DOCK_FINAL_RANK7.181190-
DOCK_FINAL_RANK6.047603-
DOCK_FINAL_RANK7.447709-
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:ALA101-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP921-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL871-
DOCK_IFP::B:VAL881-
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_OVERLAP0.621132-
DOCK_MAX_CLASH_OVERLAP0.623539-
DOCK_MAX_CLASH_OVERLAP0.621004-
DOCK_MAX_CLASH_OVERLAP0.621082-
DOCK_MAX_CLASH_OVERLAP0.646170-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.328238-
DOCK_PRE_RANK2.960224-
DOCK_PRE_RANK6.082251-
DOCK_PRE_RANK5.419245-
DOCK_PRE_RANK5.156307-
DOCK_PRIMARY_POSE_ID125-
DOCK_PRIMARY_POSE_ID15340-
DOCK_PRIMARY_POSE_ID20707-
DOCK_PRIMARY_POSE_ID30904-
DOCK_PRIMARY_POSE_ID50016-
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_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR83;B:VAL156;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:SER218;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TRP92;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG140;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDN=C(C=Cc1ccccc1)c1cccc(NC(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDN=C(C=Cc1ccccc1)c1cccc(NC(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDN=C(C=Cc1ccccc1)c1cccc(NC(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDN=C(C=Cc1ccccc1)c1cccc(NC(=O)Nc2ccccc2)c1-
DOCK_SCAFFOLDN=C(C=Cc1ccccc1)c1cccc(NC(=O)Nc2ccccc2)c1-
DOCK_SCORE-24.694800-
DOCK_SCORE-26.270400-
DOCK_SCORE-17.683000-
DOCK_SCORE-22.205400-
DOCK_SCORE-15.257700-
DOCK_SCORE_INTER-26.892800-
DOCK_SCORE_INTER-27.335300-
DOCK_SCORE_INTER-23.419800-
DOCK_SCORE_INTER-27.484900-
DOCK_SCORE_INTER-25.008100-
DOCK_SCORE_INTER_KCAL-6.423238-
DOCK_SCORE_INTER_KCAL-6.528927-
DOCK_SCORE_INTER_KCAL-5.593726-
DOCK_SCORE_INTER_KCAL-6.564658-
DOCK_SCORE_INTER_KCAL-5.973085-
DOCK_SCORE_INTER_NORM-0.840400-
DOCK_SCORE_INTER_NORM-0.854228-
DOCK_SCORE_INTER_NORM-0.731869-
DOCK_SCORE_INTER_NORM-0.858902-
DOCK_SCORE_INTER_NORM-0.781504-
DOCK_SCORE_INTRA2.197980-
DOCK_SCORE_INTRA1.064900-
DOCK_SCORE_INTRA5.736850-
DOCK_SCORE_INTRA5.196660-
DOCK_SCORE_INTRA9.739840-
DOCK_SCORE_INTRA_KCAL0.524979-
DOCK_SCORE_INTRA_KCAL0.254347-
DOCK_SCORE_INTRA_KCAL1.370224-
DOCK_SCORE_INTRA_KCAL1.241201-
DOCK_SCORE_INTRA_KCAL2.326322-
DOCK_SCORE_INTRA_NORM0.068687-
DOCK_SCORE_INTRA_NORM0.033278-
DOCK_SCORE_INTRA_NORM0.179277-
DOCK_SCORE_INTRA_NORM0.162396-
DOCK_SCORE_INTRA_NORM0.304370-
DOCK_SCORE_KCAL-5.898254-
DOCK_SCORE_KCAL-6.274580-
DOCK_SCORE_KCAL-4.223514-
DOCK_SCORE_KCAL-5.303671-
DOCK_SCORE_KCAL-3.644241-
DOCK_SCORE_NORM-0.771713-
DOCK_SCORE_NORM-0.820950-
DOCK_SCORE_NORM-0.552593-
DOCK_SCORE_NORM-0.693918-
DOCK_SCORE_NORM-0.476805-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.082817-
DOCK_SCORE_RESTR0.010535-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.002588-
DOCK_SCORE_RESTR_NORM0.000329-
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_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC23H20ClN5O2S-
DOCK_SOURCE_FORMULAC23H20ClN5O2S-
DOCK_SOURCE_FORMULAC23H20ClN5O2S-
DOCK_SOURCE_FORMULAC23H20ClN5O2S-
DOCK_SOURCE_FORMULAC23H20ClN5O2S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP4.940300-
DOCK_SOURCE_LOGP4.940300-
DOCK_SOURCE_LOGP4.940300-
DOCK_SOURCE_LOGP4.940300-
DOCK_SOURCE_LOGP4.940300-
DOCK_SOURCE_MW465.966000-
DOCK_SOURCE_MW465.966000-
DOCK_SOURCE_MW465.966000-
DOCK_SOURCE_MW465.966000-
DOCK_SOURCE_MW465.966000-
DOCK_SOURCE_NAMEOHD_Leishmania_481-
DOCK_SOURCE_NAMEOHD_Leishmania_481-
DOCK_SOURCE_NAMEOHD_Leishmania_481-
DOCK_SOURCE_NAMEOHD_Leishmania_481-
DOCK_SOURCE_NAMEOHD_Leishmania_481-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_STRAIN_DELTA21.754696-
DOCK_STRAIN_DELTA26.709946-
DOCK_STRAIN_DELTA30.315642-
DOCK_STRAIN_DELTA22.472633-
DOCK_STRAIN_DELTA50.190047-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT09-
DOCK_TARGETT11-
DOCK_TARGETT15-
DOCK_TARGETT21-
EXACT_MASS465.10262356Da
FORMULAC23H20ClN5O2S-
HBA4-
HBD5-
LOGP4.940300000000002-
MOL_WEIGHT465.9660000000001g/mol
QED_SCORE0.2009503392524758-
ROTATABLE_BONDS6-
TPSA111.77000000000001A^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
T09 T09 dockmulti_91311c650f2e_T09 1
native pose available
 3.8428206597083046 -26.2704 13 0.62 - Best pose
T02 T02 dockmulti_91311c650f2e_T02 1
native pose available
 5.913519502121883 -24.6948 15 0.71 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 1
native pose available
 6.04760286623646 -22.2054 11 0.85 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 1
native pose available
 7.181189613634875 -17.683 12 0.67 - Best pose
T21 T21 dockmulti_91311c650f2e_T21 1
native pose available
 7.447709476827701 -15.2577 12 0.86 - Best pose
T09 — T09 1 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
143 3.8428206597083046 -0.854228 -26.2704 5 15 13 0.62 0.00 0.00 0.00 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 26.7 Open pose
T02 — T02 1 poses · report dockmulti_91311c650f2e_T02
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
125 5.913519502121883 -0.8404 -24.6948 5 19 15 0.71 0.40 0.40 0.40 - no geometry warning; 15 clashes; 10 protein contact clashes; high strain Δ 21.8 Open pose
T15 — T15 1 poses · report dockmulti_91311c650f2e_T15
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
62 6.04760286623646 -0.858902 -22.2054 6 17 11 0.85 - - - - no geometry warning; 14 clashes; 11 protein contact clashes; high strain Δ 22.5 Open pose
T11 — T11 1 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
191 7.181189613634875 -0.731869 -17.683 3 18 12 0.67 0.00 0.00 0.00 - no geometry warning; 17 clashes; 11 protein contact clashes; high strain Δ 30.3 Open pose
T21 — T21 1 poses · report dockmulti_91311c650f2e_T21
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
160 7.447709476827701 -0.781504 -15.2577 9 17 12 0.86 0.17 0.22 0.38 - no geometry warning; 13 clashes; 11 protein contact clashes; high strain Δ 50.2 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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