FAIRMol

KB_chagas_205

ID 30

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

SMILES: O=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccc(Cl)cc1

Formula: C17H13ClN4OS | MW: 356.8380000000001

LogP: 3.9228000000000023 | TPSA: 67.77000000000001

HBA/HBD: 5/1 | RotB: 5

InChIKey: DEJJWZOCNXYPOF-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Chlorine Sulfide

Ring system

Benzene Pyridine Pyridazine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.072820-
DOCK_BASE_INTER_RANK-0.979272-
DOCK_BASE_INTER_RANK-1.103600-
DOCK_BASE_INTER_RANK-0.945582-
DOCK_BASE_INTER_RANK-1.321260-
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_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK0.540270-
DOCK_FINAL_RANK0.751752-
DOCK_FINAL_RANK4.365947-
DOCK_FINAL_RANK2.705102-
DOCK_FINAL_RANK2.418700-
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:ALA341-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL91-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
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:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
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_OVERLAP0.671807-
DOCK_MAX_CLASH_OVERLAP0.671717-
DOCK_MAX_CLASH_OVERLAP0.671795-
DOCK_MAX_CLASH_OVERLAP0.671769-
DOCK_MAX_CLASH_OVERLAP0.671754-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.519212-
DOCK_PRE_RANK0.732344-
DOCK_PRE_RANK4.337028-
DOCK_PRE_RANK2.681216-
DOCK_PRE_RANK2.383864-
DOCK_PRIMARY_POSE_ID187-
DOCK_PRIMARY_POSE_ID3549-
DOCK_PRIMARY_POSE_ID6923-
DOCK_PRIMARY_POSE_ID10300-
DOCK_PRIMARY_POSE_ID12334-
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_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:LYS93;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER162;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CSc1ccc(-c2ccccn2)nn1)Nc1ccccc1-
DOCK_SCORE-24.548000-
DOCK_SCORE-23.837100-
DOCK_SCORE-25.430800-
DOCK_SCORE-21.777600-
DOCK_SCORE-29.722600-
DOCK_SCORE_INTER-25.747800-
DOCK_SCORE_INTER-23.502500-
DOCK_SCORE_INTER-26.486400-
DOCK_SCORE_INTER-22.694000-
DOCK_SCORE_INTER-31.710300-
DOCK_SCORE_INTER_KCAL-6.149759-
DOCK_SCORE_INTER_KCAL-5.613478-
DOCK_SCORE_INTER_KCAL-6.326171-
DOCK_SCORE_INTER_KCAL-5.420371-
DOCK_SCORE_INTER_KCAL-7.573878-
DOCK_SCORE_INTER_NORM-1.072820-
DOCK_SCORE_INTER_NORM-0.979272-
DOCK_SCORE_INTER_NORM-1.103600-
DOCK_SCORE_INTER_NORM-0.945582-
DOCK_SCORE_INTER_NORM-1.321260-
DOCK_SCORE_INTRA1.199830-
DOCK_SCORE_INTRA-0.334564-
DOCK_SCORE_INTRA1.055630-
DOCK_SCORE_INTRA0.916357-
DOCK_SCORE_INTRA1.987690-
DOCK_SCORE_INTRA_KCAL0.286575-
DOCK_SCORE_INTRA_KCAL-0.079909-
DOCK_SCORE_INTRA_KCAL0.252133-
DOCK_SCORE_INTRA_KCAL0.218868-
DOCK_SCORE_INTRA_KCAL0.474752-
DOCK_SCORE_INTRA_NORM0.049993-
DOCK_SCORE_INTRA_NORM-0.013940-
DOCK_SCORE_INTRA_NORM0.043985-
DOCK_SCORE_INTRA_NORM0.038182-
DOCK_SCORE_INTRA_NORM0.082820-
DOCK_SCORE_KCAL-5.863192-
DOCK_SCORE_KCAL-5.693396-
DOCK_SCORE_KCAL-6.074045-
DOCK_SCORE_KCAL-5.201493-
DOCK_SCORE_KCAL-7.099124-
DOCK_SCORE_NORM-1.022830-
DOCK_SCORE_NORM-0.993212-
DOCK_SCORE_NORM-1.059610-
DOCK_SCORE_NORM-0.907401-
DOCK_SCORE_NORM-1.238440-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H13ClN4OS-
DOCK_SOURCE_FORMULAC17H13ClN4OS-
DOCK_SOURCE_FORMULAC17H13ClN4OS-
DOCK_SOURCE_FORMULAC17H13ClN4OS-
DOCK_SOURCE_FORMULAC17H13ClN4OS-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP3.922800-
DOCK_SOURCE_LOGP3.922800-
DOCK_SOURCE_LOGP3.922800-
DOCK_SOURCE_LOGP3.922800-
DOCK_SOURCE_LOGP3.922800-
DOCK_SOURCE_MW356.838000-
DOCK_SOURCE_MW356.838000-
DOCK_SOURCE_MW356.838000-
DOCK_SOURCE_MW356.838000-
DOCK_SOURCE_MW356.838000-
DOCK_SOURCE_NAMEKB_chagas_205-
DOCK_SOURCE_NAMEKB_chagas_205-
DOCK_SOURCE_NAMEKB_chagas_205-
DOCK_SOURCE_NAMEKB_chagas_205-
DOCK_SOURCE_NAMEKB_chagas_205-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA67.770000-
DOCK_SOURCE_TPSA67.770000-
DOCK_SOURCE_TPSA67.770000-
DOCK_SOURCE_TPSA67.770000-
DOCK_SOURCE_TPSA67.770000-
DOCK_STRAIN_DELTA16.864237-
DOCK_STRAIN_DELTA15.408152-
DOCK_STRAIN_DELTA22.823610-
DOCK_STRAIN_DELTA19.168976-
DOCK_STRAIN_DELTA26.601106-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT06-
DOCK_TARGETT11-
DOCK_TARGETT16-
DOCK_TARGETT19-
EXACT_MASS356.049859716Da
FORMULAC17H13ClN4OS-
HBA5-
HBD1-
LOGP3.9228000000000023-
MOL_WEIGHT356.8380000000001g/mol
QED_SCORE0.7015368462939529-
ROTATABLE_BONDS5-
TPSA67.77000000000001A^2

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
T01 T01 selection_import_t01 1
native pose available
 0.5402704844099414 -24.548 15 0.71 - Best pose
T06 T06 selection_import_t06 1
native pose available
 0.7517516491154356 -23.8371 17 0.81 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.4187001130590255 -29.7226 7 0.26 - Best pose
T16 T16 selection_import_t16 1
native pose available
 2.7051016796894647 -21.7776 4 0.33 - Best pose
T11 T11 selection_import_t11 1
native pose available
 4.365947311421602 -25.4308 14 0.78 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
187 0.5402704844099414 -1.07282 -24.548 5 16 15 0.71 0.20 0.20 0.20 - no geometry warning; 11 clashes; 2 protein contact clashes; 1 cofactor-context clash Open pose
T06 — T06 1 poses · report selection_import_t06
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
163 0.7517516491154356 -0.979272 -23.8371 0 19 17 0.81 0.00 0.00 0.00 - no geometry warning; 13 clashes; 2 protein contact clashes Open pose
T19 — T19 1 poses · report selection_import_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
133 2.4187001130590255 -1.32126 -29.7226 9 18 7 0.26 0.00 0.20 0.25 - no geometry warning; 9 clashes; 1 protein clash; 3 cofactor-context clashes; moderate strain Δ 26.6 Open pose
T16 — T16 1 poses · report selection_import_t16
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
135 2.7051016796894647 -0.945582 -21.7776 4 12 4 0.33 - - - - no geometry warning; 12 clashes; 1 protein clash Open pose
T11 — T11 1 poses · report selection_import_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
149 4.365947311421602 -1.1036 -25.4308 5 15 14 0.78 0.40 0.40 0.75 - no geometry warning; 13 clashes; 3 protein clashes; moderate strain Δ 22.8 Open pose
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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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