Compound detail

SMILES: O=C(CCc1ccc(O)c(O)c1)O[C@H](Cc1ccc(O)cc1)C(=O)O

Formula: C18H18O7 | MW: 346.33500000000004

LogP: 1.9750999999999996 | TPSA: 124.29

HBA/HBD: 6/4 | RotB: 7

InChIKey: VSXPKYGRHVHEOA-MRXNPFEDSA-N

Recognized patterns

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

Highlighted: 1 pattern Phenol Clear highlight

Bio motif

Catechol H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Carboxylic acid Ester Phenol ×3 Ether

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.047890	-
DOCK_BASE_INTER_RANK	-0.892770	-
DOCK_BASE_INTER_RANK	-1.194470	-
DOCK_BASE_INTER_RANK	-1.120480	-
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	10.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT_ID	13	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	2.970712	-
DOCK_FINAL_RANK	4.206258	-
DOCK_FINAL_RANK	4.018081	-
DOCK_FINAL_RANK	3.980863	-
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:ALA15	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU166	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LEU382	1	-
DOCK_IFP::A:LYS169	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:PHE170	1	-
DOCK_IFP::A:PHE238	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:PRO338	1	-
DOCK_IFP::A:SER167	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR278	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::A:VAL168	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:MET78	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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_INTRA_OUTLIER_SIDE	high	-
DOCK_MAX_CLASH_OVERLAP	0.618183	-
DOCK_MAX_CLASH_OVERLAP	0.618201	-
DOCK_MAX_CLASH_OVERLAP	0.618246	-
DOCK_MAX_CLASH_OVERLAP	0.618186	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.170148	-
DOCK_PRE_RANK	3.976006	-
DOCK_PRE_RANK	3.940693	-
DOCK_PRE_RANK	2.923635	-
DOCK_PRIMARY_POSE_ID	7464	-
DOCK_PRIMARY_POSE_ID	8824	-
DOCK_PRIMARY_POSE_ID	6101	-
DOCK_PRIMARY_POSE_ID	8135	-
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_t12	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t13	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:SER282;A:THR241;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA67;A:ARG154;A:ARG277;A:GLU274;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LEU166;A:LYS169;A:LYS69;A:PHE170;A:PHE238;A:PRO275;A:SER167;A:SER200;A:TYR278;A:TYR389;A:VAL168	-
DOCK_SCAFFOLD	O=C(CCc1ccccc1)OCCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1ccccc1)OCCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1ccccc1)OCCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1ccccc1)OCCc1ccccc1	-
DOCK_SCORE	-19.514200	-
DOCK_SCORE	-21.388700	-
DOCK_SCORE	-8.741530	-
DOCK_SCORE	-27.290500	-
DOCK_SCORE_INTER	-26.197300	-
DOCK_SCORE_INTER	-28.011900	-
DOCK_SCORE_INTER	-22.319300	-
DOCK_SCORE_INTER	-29.861800	-
DOCK_SCORE_INTER_KCAL	-5.330876	-
DOCK_SCORE_INTER_KCAL	-7.132371	-
DOCK_SCORE_INTER_KCAL	-6.690530	-
DOCK_SCORE_INTER_KCAL	-6.257120	-
DOCK_SCORE_INTER_NORM	-1.194470	-
DOCK_SCORE_INTER_NORM	-1.120480	-
DOCK_SCORE_INTER_NORM	-1.047890	-
DOCK_SCORE_INTER_NORM	-0.892770	-
DOCK_SCORE_INTRA	4.808640	-
DOCK_SCORE_INTRA	1.406930	-
DOCK_SCORE_INTRA	2.805090	-
DOCK_SCORE_INTRA	19.270400	-
DOCK_SCORE_INTRA_KCAL	0.669985	-
DOCK_SCORE_INTRA_KCAL	1.148524	-
DOCK_SCORE_INTRA_KCAL	0.336040	-
DOCK_SCORE_INTRA_KCAL	4.602658	-
DOCK_SCORE_INTRA_NORM	0.192346	-
DOCK_SCORE_INTRA_NORM	0.770817	-
DOCK_SCORE_INTRA_NORM	0.056277	-
DOCK_SCORE_INTRA_NORM	0.112204	-
DOCK_SCORE_KCAL	-4.660889	-
DOCK_SCORE_KCAL	-2.087879	-
DOCK_SCORE_KCAL	-6.518227	-
DOCK_SCORE_KCAL	-5.108605	-
DOCK_SCORE_NORM	-1.091620	-
DOCK_SCORE_NORM	-0.855546	-
DOCK_SCORE_NORM	-0.349661	-
DOCK_SCORE_NORM	-0.780567	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	1.164330	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.046573	-
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	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T13_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H18O7	-
DOCK_SOURCE_FORMULA	C18H18O7	-
DOCK_SOURCE_FORMULA	C18H18O7	-
DOCK_SOURCE_FORMULA	C18H18O7	-
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	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_LOGP	1.975100	-
DOCK_SOURCE_LOGP	1.975100	-
DOCK_SOURCE_LOGP	1.975100	-
DOCK_SOURCE_LOGP	1.975100	-
DOCK_SOURCE_MW	346.335000	-
DOCK_SOURCE_MW	346.335000	-
DOCK_SOURCE_MW	346.335000	-
DOCK_SOURCE_MW	346.335000	-
DOCK_SOURCE_NAME	OHD_Leishmania_192	-
DOCK_SOURCE_NAME	OHD_Leishmania_192	-
DOCK_SOURCE_NAME	OHD_Leishmania_192	-
DOCK_SOURCE_NAME	OHD_Leishmania_192	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	124.290000	-
DOCK_SOURCE_TPSA	124.290000	-
DOCK_SOURCE_TPSA	124.290000	-
DOCK_SOURCE_TPSA	124.290000	-
DOCK_STRAIN_DELTA	30.710460	-
DOCK_STRAIN_DELTA	29.672443	-
DOCK_STRAIN_DELTA	33.318114	-
DOCK_STRAIN_DELTA	27.358908	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T14	-
DOCK_TARGET	T13	-
DOCK_TARGET	T12	-
DOCK_TARGET	T10	-
EXACT_MASS	346.105252916	Da
FORMULA	C18H18O7	-
HBA	6	-
HBD	4	-
LOGP	1.9750999999999996	-
MOL_WEIGHT	346.33500000000004	g/mol
QED_SCORE	0.446134082566975	-
ROTATABLE_BONDS	7	-
TPSA	124.29	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
T10	T10	selection_import_t10	1 native pose available	2.9707118171779383	-21.3887	16	0.94	-	Best pose
T14	T14	selection_import_t14	1 native pose available	3.980862618453539	-19.5142	9	0.60	-	Best pose
T12	T12	selection_import_t12	1 native pose available	4.018080667128368	-8.74153	16	1.00	-	Best pose
T13	T13	selection_import_t13	1 native pose available	4.2062577632285025	-27.2905	14	0.74	-	Best pose

T10 — T10 1 poses · report selection_import_t10

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
5	2.9707118171779383	-1.04789	-21.3887	16	16	16	0.94	0.69	0.64	0.82	-	no	geometry warning; 7 clashes; 1 protein clash; high strain Δ 33.3	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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
16	3.980862618453539	-0.89277	-19.5142	8	13	9	0.60	0.00	0.40	0.40	-	no	geometry warning; 7 clashes; 3 protein clashes; moderate strain Δ 29.7	Open pose

T12 — T12 1 poses · report selection_import_t12

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
12	4.018080667128368	-1.12048	-8.74153	13	20	16	1.00	0.42	0.40	0.50	-	no	geometry warning; 10 clashes; 2 protein clashes; high normalized intra; high strain Δ 30.7	Open pose

T13 — T13 1 poses · report selection_import_t13

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
5	4.2062577632285025	-1.19447	-27.2905	10	19	14	0.74	0.44	0.29	0.43	-	no	geometry warning; 8 clashes; 3 protein clashes; moderate strain Δ 27.4	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

OHD_Leishmania_192

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