FAIRMol

Z2786555116

ID 2938

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

SMILES: COc1ccc([C@@H](NC(=O)c2cccnc2)c2cc(Cl)c3cccnc3c2O)cc1

Formula: C23H18ClN3O3 | MW: 419.8680000000001

LogP: 4.5168000000000035 | TPSA: 84.34

HBA/HBD: 5/2 | RotB: 5

InChIKey: MOVXTSAXGOKBPZ-HXUWFJFHSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Phenol Chlorine Aryl ether Ether

Ring system

Benzene ×2 Pyridine ×2 Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.023960-
DOCK_BASE_INTER_RANK-0.772271-
DOCK_BASE_INTER_RANK-0.849058-
DOCK_BASE_INTER_RANK-1.136240-
DOCK_BASE_INTER_RANK-0.633588-
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_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT7.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.880788-
DOCK_FINAL_RANK4.968203-
DOCK_FINAL_RANK1.647774-
DOCK_FINAL_RANK1.696527-
DOCK_FINAL_RANK3.547991-
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:ARG141-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY1611-
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:SER141-
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_OVERLAP0.665707-
DOCK_MAX_CLASH_OVERLAP0.652592-
DOCK_MAX_CLASH_OVERLAP0.652508-
DOCK_MAX_CLASH_OVERLAP0.652854-
DOCK_MAX_CLASH_OVERLAP0.652618-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.851157-
DOCK_PRE_RANK4.938775-
DOCK_PRE_RANK1.593620-
DOCK_PRE_RANK1.649120-
DOCK_PRE_RANK3.508199-
DOCK_PRIMARY_POSE_ID4669-
DOCK_PRIMARY_POSE_ID9415-
DOCK_PRIMARY_POSE_ID10115-
DOCK_PRIMARY_POSE_ID12816-
DOCK_PRIMARY_POSE_ID13498-
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_t07-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLU217;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL164-
DOCK_RESIDUE_CONTACTSA:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:MET386;A:PHE383;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ASN208;B:GLY66;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY161;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ASN402;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:THR397-
DOCK_SCAFFOLDO=C(NC(c1ccccc1)c1ccc2cccnc2c1)c1cccnc1-
DOCK_SCAFFOLDO=C(NC(c1ccccc1)c1ccc2cccnc2c1)c1cccnc1-
DOCK_SCAFFOLDO=C(NC(c1ccccc1)c1ccc2cccnc2c1)c1cccnc1-
DOCK_SCAFFOLDO=C(NC(c1ccccc1)c1ccc2cccnc2c1)c1cccnc1-
DOCK_SCAFFOLDO=C(NC(c1ccccc1)c1ccc2cccnc2c1)c1cccnc1-
DOCK_SCORE-30.693400-
DOCK_SCORE-20.982000-
DOCK_SCORE-23.185300-
DOCK_SCORE-32.927400-
DOCK_SCORE-17.191000-
DOCK_SCORE_INTER-30.718700-
DOCK_SCORE_INTER-23.168100-
DOCK_SCORE_INTER-25.471700-
DOCK_SCORE_INTER-34.087200-
DOCK_SCORE_INTER-19.007600-
DOCK_SCORE_INTER_KCAL-7.337039-
DOCK_SCORE_INTER_KCAL-5.533608-
DOCK_SCORE_INTER_KCAL-6.083814-
DOCK_SCORE_INTER_KCAL-8.141591-
DOCK_SCORE_INTER_KCAL-4.539889-
DOCK_SCORE_INTER_NORM-1.023960-
DOCK_SCORE_INTER_NORM-0.772271-
DOCK_SCORE_INTER_NORM-0.849058-
DOCK_SCORE_INTER_NORM-1.136240-
DOCK_SCORE_INTER_NORM-0.633588-
DOCK_SCORE_INTRA0.025311-
DOCK_SCORE_INTRA2.186120-
DOCK_SCORE_INTRA2.268600-
DOCK_SCORE_INTRA0.922479-
DOCK_SCORE_INTRA1.816660-
DOCK_SCORE_INTRA_KCAL0.006046-
DOCK_SCORE_INTRA_KCAL0.522146-
DOCK_SCORE_INTRA_KCAL0.541846-
DOCK_SCORE_INTRA_KCAL0.220330-
DOCK_SCORE_INTRA_KCAL0.433902-
DOCK_SCORE_INTRA_NORM0.000844-
DOCK_SCORE_INTRA_NORM0.072871-
DOCK_SCORE_INTRA_NORM0.075620-
DOCK_SCORE_INTRA_NORM0.030749-
DOCK_SCORE_INTRA_NORM0.060555-
DOCK_SCORE_KCAL-7.330996-
DOCK_SCORE_KCAL-5.011467-
DOCK_SCORE_KCAL-5.537716-
DOCK_SCORE_KCAL-7.864578-
DOCK_SCORE_KCAL-4.106002-
DOCK_SCORE_NORM-1.023110-
DOCK_SCORE_NORM-0.699400-
DOCK_SCORE_NORM-0.772842-
DOCK_SCORE_NORM-1.097580-
DOCK_SCORE_NORM-0.573033-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.017879-
DOCK_SCORE_RESTR0.237341-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000596-
DOCK_SCORE_RESTR_NORM0.007911-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H18ClN3O3-
DOCK_SOURCE_FORMULAC23H18ClN3O3-
DOCK_SOURCE_FORMULAC23H18ClN3O3-
DOCK_SOURCE_FORMULAC23H18ClN3O3-
DOCK_SOURCE_FORMULAC23H18ClN3O3-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.516800-
DOCK_SOURCE_LOGP4.516800-
DOCK_SOURCE_LOGP4.516800-
DOCK_SOURCE_LOGP4.516800-
DOCK_SOURCE_LOGP4.516800-
DOCK_SOURCE_MW419.868000-
DOCK_SOURCE_MW419.868000-
DOCK_SOURCE_MW419.868000-
DOCK_SOURCE_MW419.868000-
DOCK_SOURCE_MW419.868000-
DOCK_SOURCE_NAMEZ2786555116-
DOCK_SOURCE_NAMEZ2786555116-
DOCK_SOURCE_NAMEZ2786555116-
DOCK_SOURCE_NAMEZ2786555116-
DOCK_SOURCE_NAMEZ2786555116-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA84.340000-
DOCK_SOURCE_TPSA84.340000-
DOCK_SOURCE_TPSA84.340000-
DOCK_SOURCE_TPSA84.340000-
DOCK_SOURCE_TPSA84.340000-
DOCK_STRAIN_DELTA23.303557-
DOCK_STRAIN_DELTA23.166897-
DOCK_STRAIN_DELTA36.771600-
DOCK_STRAIN_DELTA33.484629-
DOCK_STRAIN_DELTA29.463037-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT14-
DOCK_TARGETT15-
DOCK_TARGETT19-
DOCK_TARGETT20-
EXACT_MASS419.10366911600005Da
FORMULAC23H18ClN3O3-
HBA5-
HBD2-
LOGP4.5168000000000035-
MOL_WEIGHT419.8680000000001g/mol
QED_SCORE0.49661490741705394-
ROTATABLE_BONDS5-
TPSA84.34A^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
T15 T15 selection_import_t15 1
native pose available
 1.6477735879285778 -23.1853 8 0.62 - Best pose
T19 T19 selection_import_t19 1
native pose available
 1.6965270479987242 -32.9274 7 0.26 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.5479907451772705 -17.191 5 0.62 - Best pose
T07 T07 selection_import_t07 1
native pose available
 3.880788456472533 -30.6934 12 0.63 - Best pose
T14 T14 selection_import_t14 1
native pose available
 4.968202677909962 -20.982 5 0.33 - Best pose
T15 — T15 1 poses · report selection_import_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
629 1.6477735879285778 -0.849058 -23.1853 6 15 8 0.62 - - - - no geometry warning; 14 clashes; 5 protein contact clashes; high strain Δ 36.8 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
615 1.6965270479987242 -1.13624 -32.9274 4 20 7 0.26 0.00 0.00 0.00 - no geometry warning; 17 clashes; 6 protein contact clashes; high strain Δ 33.5 Open pose
T20 — T20 1 poses · report selection_import_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
619 3.5479907451772705 -0.633588 -17.191 6 7 5 0.62 0.00 0.00 0.00 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 29.5 Open pose
T07 — T07 1 poses · report selection_import_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
606 3.880788456472533 -1.02396 -30.6934 6 18 12 0.63 0.33 0.40 0.40 - no geometry warning; 17 clashes; 1 protein clash; 4 cofactor-context clashes; moderate strain Δ 23.3 Open pose
T14 — T14 1 poses · report selection_import_t14
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
607 4.968202677909962 -0.772271 -20.982 5 9 5 0.33 0.17 0.20 0.20 - no geometry warning; 17 clashes; 2 protein clashes; moderate strain Δ 23.2 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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