FAIRMol

Z29582968

ID 2199

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(N[C@H](Cc1ccccc1)c1nc2ccccc2[nH]1)[C@@H]1CC(=O)N(c2ccc3c(c2)OCCO3)C1

Formula: C28H26N4O4 | MW: 482.5400000000002

LogP: 3.787200000000002 | TPSA: 96.55000000000001

HBA/HBD: 5/2 | RotB: 6

InChIKey: DRKIPNUDTIIJLM-AUSIDOKSSA-N

Recognized patterns

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

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Secondary amine Tertiary amine Lactam Aryl ether ×2 Ether ×2

Ring system

Benzene ×3 Benzimidazole Imidazole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.850101-
DOCK_BASE_INTER_RANK-0.733856-
DOCK_BASE_INTER_RANK-0.594465-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.711825-
DOCK_FINAL_RANK3.196668-
DOCK_FINAL_RANK3.658774-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG391-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER761-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.655481-
DOCK_MAX_CLASH_OVERLAP0.655367-
DOCK_MAX_CLASH_OVERLAP0.655438-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.673395-
DOCK_PRE_RANK3.168723-
DOCK_PRE_RANK3.620621-
DOCK_PRIMARY_POSE_ID3297-
DOCK_PRIMARY_POSE_ID10108-
DOCK_PRIMARY_POSE_ID13481-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ARG39;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA77;B:ALA90;B:ARG74;B:GLU82;B:GLY66;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER470;A:THR397-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)c1nc2ccccc2[nH]1)C1CC(=O)N(c2ccc3c(c2)OCCO3)C1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)c1nc2ccccc2[nH]1)C1CC(=O)N(c2ccc3c(c2)OCCO3)C1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)c1nc2ccccc2[nH]1)C1CC(=O)N(c2ccc3c(c2)OCCO3)C1-
DOCK_SCORE-31.709000-
DOCK_SCORE-21.826300-
DOCK_SCORE-20.369400-
DOCK_SCORE_INTER-30.603600-
DOCK_SCORE_INTER-26.418800-
DOCK_SCORE_INTER-21.400800-
DOCK_SCORE_INTER_KCAL-7.309547-
DOCK_SCORE_INTER_KCAL-6.310025-
DOCK_SCORE_INTER_KCAL-5.111495-
DOCK_SCORE_INTER_NORM-0.850101-
DOCK_SCORE_INTER_NORM-0.733856-
DOCK_SCORE_INTER_NORM-0.594465-
DOCK_SCORE_INTRA-1.105340-
DOCK_SCORE_INTRA4.592550-
DOCK_SCORE_INTRA1.031340-
DOCK_SCORE_INTRA_KCAL-0.264006-
DOCK_SCORE_INTRA_KCAL1.096912-
DOCK_SCORE_INTRA_KCAL0.246331-
DOCK_SCORE_INTRA_NORM-0.030704-
DOCK_SCORE_INTRA_NORM0.127571-
DOCK_SCORE_INTRA_NORM0.028648-
DOCK_SCORE_KCAL-7.573568-
DOCK_SCORE_KCAL-5.213124-
DOCK_SCORE_KCAL-4.865150-
DOCK_SCORE_NORM-0.880805-
DOCK_SCORE_NORM-0.606285-
DOCK_SCORE_NORM-0.565817-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC28H26N4O4-
DOCK_SOURCE_FORMULAC28H26N4O4-
DOCK_SOURCE_FORMULAC28H26N4O4-
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_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP3.787200-
DOCK_SOURCE_LOGP3.787200-
DOCK_SOURCE_LOGP3.787200-
DOCK_SOURCE_MW482.540000-
DOCK_SOURCE_MW482.540000-
DOCK_SOURCE_MW482.540000-
DOCK_SOURCE_NAMEZ29582968-
DOCK_SOURCE_NAMEZ29582968-
DOCK_SOURCE_NAMEZ29582968-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA96.550000-
DOCK_SOURCE_TPSA96.550000-
DOCK_SOURCE_TPSA96.550000-
DOCK_STRAIN_DELTA28.699242-
DOCK_STRAIN_DELTA22.152517-
DOCK_STRAIN_DELTA28.541977-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT15-
DOCK_TARGETT20-
EXACT_MASS482.19540531200005Da
FORMULAC28H26N4O4-
HBA5-
HBD2-
LOGP3.787200000000002-
MOL_WEIGHT482.5400000000002g/mol
QED_SCORE0.43600807924409585-
ROTATABLE_BONDS6-
TPSA96.55000000000001A^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
T05 T05 selection_import_t05 1
native pose available
 2.7118252926811177 -31.709 10 0.59 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.1966677246792456 -21.8263 10 0.77 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.658774291326658 -20.3694 8 1.00 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
587 2.7118252926811177 -0.850101 -31.709 6 13 10 0.59 0.43 0.50 0.60 - no geometry warning; 15 clashes; 1 protein clash; 4 cofactor-context clashes; moderate strain Δ 28.7 Open 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
622 3.1966677246792456 -0.733856 -21.8263 2 20 10 0.77 - - - - no geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 22.2 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
602 3.658774291326658 -0.594465 -20.3694 5 12 8 1.00 1.00 1.00 1.00 - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 28.5 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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