Compound detail

SMILES: C[C@H](OC(=O)c1cc(O)c2ccccc2c1O)C(=O)Nc1ccc(C(N)=O)cc1

Formula: C21H18N2O6 | MW: 394.3830000000001

LogP: 2.533900000000001 | TPSA: 138.95

HBA/HBD: 6/4 | RotB: 5

InChIKey: KBLJJKCBSFLRHC-NSHDSACASA-N

Recognized patterns

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

Highlighted: 1 pattern Hinge binder (NH-C=O) Clear highlight

Bio motif

Hydroquinone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic ×3 Metal chelator ×3

Functional group

Carbonyl ×3 Amide ×2 Ester Primary amine Secondary amine Phenol ×2 Ether

Ring system

Benzene ×3 Naphthalene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.922523	-
DOCK_BASE_INTER_RANK	-0.836178	-
DOCK_BASE_INTER_RANK	-1.039110	-
DOCK_BASE_INTER_RANK	-1.071290	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	3.162700	-
DOCK_FINAL_RANK	1.071475	-
DOCK_FINAL_RANK	2.696258	-
DOCK_FINAL_RANK	3.122581	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA10	1	-
DOCK_IFP::A:ALA34	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN166	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLU202	1	-
DOCK_IFP::C:GLY56	1	-
DOCK_IFP::C:ILE199	1	-
DOCK_IFP::C:LEU334	1	-
DOCK_IFP::C:LYS60	1	-
DOCK_IFP::C:LYS61	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PHE182	1	-
DOCK_IFP::C:PHE203	1	-
DOCK_IFP::C:PHE367	1	-
DOCK_IFP::C:PRO336	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL55	1	-
DOCK_IFP::D:HIS267	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.614990	-
DOCK_MAX_CLASH_OVERLAP	0.614192	-
DOCK_MAX_CLASH_OVERLAP	0.615006	-
DOCK_MAX_CLASH_OVERLAP	0.614239	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.124730	-
DOCK_PRE_RANK	1.038047	-
DOCK_PRE_RANK	2.653000	-
DOCK_PRE_RANK	3.073861	-
DOCK_PRIMARY_POSE_ID	483	-
DOCK_PRIMARY_POSE_ID	3789	-
DOCK_PRIMARY_POSE_ID	4452	-
DOCK_PRIMARY_POSE_ID	12583	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	selection_import_t01	-
DOCK_REPORT_ID	selection_import_t06	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206;D:HIS267	-
DOCK_RESIDUE_CONTACTS	C:ARG287;C:ASP327;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:THR335;C:THR51;C:VAL55	-
DOCK_SCAFFOLD	O=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1	-
DOCK_SCORE	-20.404600	-
DOCK_SCORE	-14.624600	-
DOCK_SCORE	-20.788900	-
DOCK_SCORE	-19.543900	-
DOCK_SCORE_INTER	-26.753200	-
DOCK_SCORE_INTER	-24.249200	-
DOCK_SCORE_INTER	-30.134100	-
DOCK_SCORE_INTER	-31.067500	-
DOCK_SCORE_INTER_KCAL	-6.389895	-
DOCK_SCORE_INTER_KCAL	-5.791824	-
DOCK_SCORE_INTER_KCAL	-7.197409	-
DOCK_SCORE_INTER_KCAL	-7.420348	-
DOCK_SCORE_INTER_NORM	-0.922523	-
DOCK_SCORE_INTER_NORM	-0.836178	-
DOCK_SCORE_INTER_NORM	-1.039110	-
DOCK_SCORE_INTER_NORM	-1.071290	-
DOCK_SCORE_INTRA	6.348530	-
DOCK_SCORE_INTRA	8.411790	-
DOCK_SCORE_INTRA	9.345190	-
DOCK_SCORE_INTRA	11.523600	-
DOCK_SCORE_INTRA_KCAL	1.516321	-
DOCK_SCORE_INTRA_KCAL	2.009122	-
DOCK_SCORE_INTRA_KCAL	2.232061	-
DOCK_SCORE_INTRA_KCAL	2.752366	-
DOCK_SCORE_INTRA_NORM	0.218915	-
DOCK_SCORE_INTRA_NORM	0.290062	-
DOCK_SCORE_INTRA_NORM	0.322248	-
DOCK_SCORE_INTRA_NORM	0.397367	-
DOCK_SCORE_KCAL	-4.873557	-
DOCK_SCORE_KCAL	-3.493027	-
DOCK_SCORE_KCAL	-4.965346	-
DOCK_SCORE_KCAL	-4.667982	-
DOCK_SCORE_NORM	-0.703608	-
DOCK_SCORE_NORM	-0.504296	-
DOCK_SCORE_NORM	-0.716859	-
DOCK_SCORE_NORM	-0.673927	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	1.212780	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.041820	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SOURCE_FILE	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H18N2O6	-
DOCK_SOURCE_FORMULA	C21H18N2O6	-
DOCK_SOURCE_FORMULA	C21H18N2O6	-
DOCK_SOURCE_FORMULA	C21H18N2O6	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	2.533900	-
DOCK_SOURCE_LOGP	2.533900	-
DOCK_SOURCE_LOGP	2.533900	-
DOCK_SOURCE_LOGP	2.533900	-
DOCK_SOURCE_MW	394.383000	-
DOCK_SOURCE_MW	394.383000	-
DOCK_SOURCE_MW	394.383000	-
DOCK_SOURCE_MW	394.383000	-
DOCK_SOURCE_NAME	Z16027953	-
DOCK_SOURCE_NAME	Z16027953	-
DOCK_SOURCE_NAME	Z16027953	-
DOCK_SOURCE_NAME	Z16027953	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	138.950000	-
DOCK_SOURCE_TPSA	138.950000	-
DOCK_SOURCE_TPSA	138.950000	-
DOCK_SOURCE_TPSA	138.950000	-
DOCK_STRAIN_DELTA	28.437747	-
DOCK_STRAIN_DELTA	25.742109	-
DOCK_STRAIN_DELTA	31.342276	-
DOCK_STRAIN_DELTA	34.141763	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T01	-
DOCK_TARGET	T06	-
DOCK_TARGET	T07	-
DOCK_TARGET	T19	-
EXACT_MASS	394.11648629599995	Da
FORMULA	C21H18N2O6	-
HBA	6	-
HBD	4	-
LOGP	2.533900000000001	-
MOL_WEIGHT	394.3830000000001	g/mol
QED_SCORE	0.38734727616065656	-
ROTATABLE_BONDS	5	-
TPSA	138.95	A^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

Target	Experiment	Report	Poses	Best rank	Best score	Native overlap	Native recall	RMSD
T06	T06	selection_import_t06	1 native pose available	1.071475001931634	-14.6246	14	0.67	-	Best pose
T07	T07	selection_import_t07	1 native pose available	2.6962579124119785	-20.7889	14	0.74	-	Best pose
T19	T19	selection_import_t19	1 native pose available	3.1225805765747747	-19.5439	8	0.30	-	Best pose
T01	T01	selection_import_t01	1 native pose available	3.162700273375776	-20.4046	17	0.81	-	Best 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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
403	1.071475001931634	-0.836178	-14.6246	4	16	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 2 protein contact clashes; moderate strain Δ 25.7	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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
389	2.6962579124119785	-1.03911	-20.7889	8	20	14	0.74	0.50	0.40	0.40	-	no	geometry warning; 11 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 31.3	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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
382	3.1225805765747747	-1.07129	-19.5439	6	19	8	0.30	0.08	0.20	0.25	-	no	geometry warning; 15 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 34.1	Open 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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
483	3.162700273375776	-0.922523	-20.4046	10	18	17	0.81	0.40	0.40	0.40	-	no	geometry warning; 15 clashes; 2 protein clashes; moderate strain Δ 28.4	Open pose

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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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Edit compound

Z16027953

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Docking across targets

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer