Compound detail

SMILES: COc1cc(/C=C/C(=O)/C=C(O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Formula: C21H20O6 | MW: 368.38500000000016

LogP: 3.8526000000000025 | TPSA: 96.22000000000001

HBA/HBD: 6/3 | RotB: 7

InChIKey: ZIUSSTSXXLLKKK-KOBPDPAPSA-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

Catechol ×2 Michael acceptor ×2 Chalcone H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Michael acceptor (extended) ×2

Functional group

Carbonyl Ketone Phenol ×2 Aryl ether ×2 Enone ×2 Ether ×2 Alkene ×3 Enol ether Dienophile

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.947352	-
DOCK_BASE_INTER_RANK	-0.940821	-
DOCK_BASE_INTER_RANK	-0.962715	-
DOCK_BASE_INTER_RANK	-0.916950	-
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	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	3.051720	-
DOCK_FINAL_RANK	2.861286	-
DOCK_FINAL_RANK	3.673347	-
DOCK_FINAL_RANK	4.450650	-
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:ALA10	1	-
DOCK_IFP::A:ALA10	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:ILE115	1	-
DOCK_IFP::A:ILE115	1	-
DOCK_IFP::A:ILE115	1	-
DOCK_IFP::A:ILE139	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	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	0.619787	-
DOCK_MAX_CLASH_OVERLAP	0.619813	-
DOCK_MAX_CLASH_OVERLAP	0.619503	-
DOCK_MAX_CLASH_OVERLAP	0.619482	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.012485	-
DOCK_PRE_RANK	2.822552	-
DOCK_PRE_RANK	3.641894	-
DOCK_PRE_RANK	4.431266	-
DOCK_PRIMARY_POSE_ID	487	-
DOCK_PRIMARY_POSE_ID	761	-
DOCK_PRIMARY_POSE_ID	13602	-
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_t02	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE115;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE115;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE115;A:ILE139;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(C=CC=Cc1ccccc1)C=Cc1ccccc1	-
DOCK_SCAFFOLD	O=C(C=CC=Cc1ccccc1)C=Cc1ccccc1	-
DOCK_SCAFFOLD	O=C(C=CC=Cc1ccccc1)C=Cc1ccccc1	-
DOCK_SCAFFOLD	O=C(C=CC=Cc1ccccc1)C=Cc1ccccc1	-
DOCK_SCORE	-24.155000	-
DOCK_SCORE	-23.628200	-
DOCK_SCORE	-19.977200	-
DOCK_SCORE	-15.444600	-
DOCK_SCORE_INTER	-25.578500	-
DOCK_SCORE_INTER	-25.402200	-
DOCK_SCORE_INTER	-25.993300	-
DOCK_SCORE_INTER	-24.757600	-
DOCK_SCORE_INTER_KCAL	-6.109322	-
DOCK_SCORE_INTER_KCAL	-6.067214	-
DOCK_SCORE_INTER_KCAL	-6.208396	-
DOCK_SCORE_INTER_KCAL	-5.913254	-
DOCK_SCORE_INTER_NORM	-0.947352	-
DOCK_SCORE_INTER_NORM	-0.940821	-
DOCK_SCORE_INTER_NORM	-0.962715	-
DOCK_SCORE_INTER_NORM	-0.916950	-
DOCK_SCORE_INTRA	1.423500	-
DOCK_SCORE_INTRA	1.773350	-
DOCK_SCORE_INTRA	6.016140	-
DOCK_SCORE_INTRA	9.313060	-
DOCK_SCORE_INTRA_KCAL	0.339997	-
DOCK_SCORE_INTRA_KCAL	0.423558	-
DOCK_SCORE_INTRA_KCAL	1.436931	-
DOCK_SCORE_INTRA_KCAL	2.224387	-
DOCK_SCORE_INTRA_NORM	0.052722	-
DOCK_SCORE_INTRA_NORM	0.065680	-
DOCK_SCORE_INTRA_NORM	0.222820	-
DOCK_SCORE_INTRA_NORM	0.344928	-
DOCK_SCORE_KCAL	-5.769325	-
DOCK_SCORE_KCAL	-5.643501	-
DOCK_SCORE_KCAL	-4.771474	-
DOCK_SCORE_KCAL	-3.688881	-
DOCK_SCORE_NORM	-0.894630	-
DOCK_SCORE_NORM	-0.875117	-
DOCK_SCORE_NORM	-0.739895	-
DOCK_SCORE_NORM	-0.572021	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000648	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000024	-
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	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H20O6	-
DOCK_SOURCE_FORMULA	C21H20O6	-
DOCK_SOURCE_FORMULA	C21H20O6	-
DOCK_SOURCE_FORMULA	C21H20O6	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_LOGP	3.852600	-
DOCK_SOURCE_LOGP	3.852600	-
DOCK_SOURCE_LOGP	3.852600	-
DOCK_SOURCE_LOGP	3.852600	-
DOCK_SOURCE_MW	368.385000	-
DOCK_SOURCE_MW	368.385000	-
DOCK_SOURCE_MW	368.385000	-
DOCK_SOURCE_MW	368.385000	-
DOCK_SOURCE_NAME	Z104500108	-
DOCK_SOURCE_NAME	Z104500108	-
DOCK_SOURCE_NAME	OHD_TbNat_17	-
DOCK_SOURCE_NAME	OHD_TbNat_17	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	96.220000	-
DOCK_SOURCE_TPSA	96.220000	-
DOCK_SOURCE_TPSA	96.220000	-
DOCK_SOURCE_TPSA	96.220000	-
DOCK_STRAIN_DELTA	29.152905	-
DOCK_STRAIN_DELTA	28.871259	-
DOCK_STRAIN_DELTA	24.498154	-
DOCK_STRAIN_DELTA	15.386774	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T02	-
DOCK_TARGET	T02	-
DOCK_TARGET	T21	-
EXACT_MASS	368.12598835999995	Da
FORMULA	C21H20O6	-
HBA	6	-
HBD	3	-
LOGP	3.8526000000000025	-
MOL_WEIGHT	368.38500000000016	g/mol
QED_SCORE	0.3902000628145299	-
ROTATABLE_BONDS	7	-
TPSA	96.22000000000001	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
T02	T02	selection_import_t02	2 native pose available	2.861286354199215	-23.6282	12	0.57	-	Best pose
T01	T01	selection_import_t01	1 native pose available	3.0517203553181087	-24.155	12	0.57	-	Best pose
T21	T21	selection_import_t21	1 native pose available	4.45065024543268	-15.4446	14	1.00	-	Best pose

T02 — T02 2 poses · report selection_import_t02

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
478	2.861286354199215	-0.940821	-23.6282	6	17	12	0.57	0.40	0.60	0.60	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 28.9	Open pose
83	3.6733472529743927	-0.962715	-19.9772	7	19	13	0.62	0.60	0.80	0.80	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 24.5	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
487	3.0517203553181087	-0.947352	-24.155	6	17	12	0.57	0.40	0.60	0.60	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 29.2	Open pose

T21 — T21 1 poses · report selection_import_t21

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
44	4.45065024543268	-0.91695	-15.4446	9	18	14	1.00	0.50	0.44	0.50	-	no	geometry warning; 9 clashes; 3 protein clashes	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

Z104500108

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