Compound detail

SMILES: O=C(c1ccccc1)C(/C=N/c1cc2c(=O)oc3ccccc3c2oc1=O)C(=O)c1ccccc1

Formula: C28H17NO6 | MW: 463.44500000000016

LogP: 4.983700000000004 | TPSA: 106.91999999999999

HBA/HBD: 7/- | RotB: 6

InChIKey: WOIBRJLUEXYWHS-MUFRIFMGSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N H-bond acceptor O ×6 Gatekeeper aromatic ×3

Functional group

Carbonyl ×2 Ketone ×2 Imine

Ring system

Benzene ×3 Coumarin

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.823205	-
DOCK_BASE_INTER_RANK	-0.879151	-
DOCK_BASE_INTER_RANK	-1.000700	-
DOCK_BASE_INTER_RANK	-0.878582	-
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	21.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	23.000000	-
DOCK_CLASH_COUNT	22.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	24.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.693388	-
DOCK_FINAL_RANK	3.395984	-
DOCK_FINAL_RANK	5.399868	-
DOCK_FINAL_RANK	4.979799	-
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:ALA24	1	-
DOCK_IFP::A:ALA32	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:THR180	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::C:ALA363	1	-
DOCK_IFP::C:ALA365	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS52	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: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:PRO435	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL337	1	-
DOCK_IFP::C:VAL55	1	-
DOCK_IFP::D:ARG287	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	0.636322	-
DOCK_MAX_CLASH_OVERLAP	0.613016	-
DOCK_MAX_CLASH_OVERLAP	0.648108	-
DOCK_MAX_CLASH_OVERLAP	0.650728	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.665404	-
DOCK_PRE_RANK	3.354549	-
DOCK_PRE_RANK	5.372587	-
DOCK_PRE_RANK	4.942746	-
DOCK_PRIMARY_POSE_ID	1603	-
DOCK_PRIMARY_POSE_ID	2898	-
DOCK_PRIMARY_POSE_ID	12434	-
DOCK_PRIMARY_POSE_ID	14421	-
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_t03	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR180;A:THR54;A:TRP47;A:VAL30;A:VAL31;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	C:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL337;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA40;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU39;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=C(c1ccccc1)C(C=Nc1cc2c(=O)oc3ccccc3c2oc1=O)C(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)C(C=Nc1cc2c(=O)oc3ccccc3c2oc1=O)C(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)C(C=Nc1cc2c(=O)oc3ccccc3c2oc1=O)C(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)C(C=Nc1cc2c(=O)oc3ccccc3c2oc1=O)C(=O)c1ccccc1	-
DOCK_SCORE	-29.252800	-
DOCK_SCORE	-30.560300	-
DOCK_SCORE	-35.308000	-
DOCK_SCORE	-29.100700	-
DOCK_SCORE_INTER	-28.812200	-
DOCK_SCORE_INTER	-30.770300	-
DOCK_SCORE_INTER	-35.024400	-
DOCK_SCORE_INTER	-30.750400	-
DOCK_SCORE_INTER_KCAL	-6.881679	-
DOCK_SCORE_INTER_KCAL	-7.349363	-
DOCK_SCORE_INTER_KCAL	-8.365438	-
DOCK_SCORE_INTER_KCAL	-7.344610	-
DOCK_SCORE_INTER_NORM	-0.823205	-
DOCK_SCORE_INTER_NORM	-0.879151	-
DOCK_SCORE_INTER_NORM	-1.000700	-
DOCK_SCORE_INTER_NORM	-0.878582	-
DOCK_SCORE_INTRA	-0.440608	-
DOCK_SCORE_INTRA	0.209961	-
DOCK_SCORE_INTRA	-0.283631	-
DOCK_SCORE_INTRA	1.648810	-
DOCK_SCORE_INTRA_KCAL	-0.105237	-
DOCK_SCORE_INTRA_KCAL	0.050148	-
DOCK_SCORE_INTRA_KCAL	-0.067744	-
DOCK_SCORE_INTRA_KCAL	0.393812	-
DOCK_SCORE_INTRA_NORM	-0.012589	-
DOCK_SCORE_INTRA_NORM	0.005999	-
DOCK_SCORE_INTRA_NORM	-0.008104	-
DOCK_SCORE_INTRA_NORM	0.047109	-
DOCK_SCORE_KCAL	-6.986914	-
DOCK_SCORE_KCAL	-7.299205	-
DOCK_SCORE_KCAL	-8.433175	-
DOCK_SCORE_KCAL	-6.950586	-
DOCK_SCORE_NORM	-0.835794	-
DOCK_SCORE_NORM	-0.873152	-
DOCK_SCORE_NORM	-1.008800	-
DOCK_SCORE_NORM	-0.831449	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000824	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000024	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C28H17NO6	-
DOCK_SOURCE_FORMULA	C28H17NO6	-
DOCK_SOURCE_FORMULA	C28H17NO6	-
DOCK_SOURCE_FORMULA	C28H17NO6	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_LOGP	4.983700	-
DOCK_SOURCE_LOGP	4.983700	-
DOCK_SOURCE_LOGP	4.983700	-
DOCK_SOURCE_LOGP	4.983700	-
DOCK_SOURCE_MW	463.445000	-
DOCK_SOURCE_MW	463.445000	-
DOCK_SOURCE_MW	463.445000	-
DOCK_SOURCE_MW	463.445000	-
DOCK_SOURCE_NAME	ulfkktlib_2489	-
DOCK_SOURCE_NAME	ulfkktlib_2489	-
DOCK_SOURCE_NAME	ulfkktlib_2489	-
DOCK_SOURCE_NAME	ulfkktlib_2489	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	106.920000	-
DOCK_SOURCE_TPSA	106.920000	-
DOCK_SOURCE_TPSA	106.920000	-
DOCK_SOURCE_TPSA	106.920000	-
DOCK_STRAIN_DELTA	22.179928	-
DOCK_STRAIN_DELTA	30.365366	-
DOCK_STRAIN_DELTA	21.686344	-
DOCK_STRAIN_DELTA	27.910065	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T05	-
DOCK_TARGET	T19	-
DOCK_TARGET	T22	-
EXACT_MASS	463.10558726399995	Da
FORMULA	C28H17NO6	-
HBA	7	-
HBD	0	-
LOGP	4.983700000000004	-
MOL_WEIGHT	463.44500000000016	g/mol
QED_SCORE	0.11552314874132735	-
ROTATABLE_BONDS	6	-
TPSA	106.91999999999999	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
T03	T03	selection_import_t03	1 native pose available	1.69338793475606	-29.2528	14	0.70	-	Best pose
T05	T05	selection_import_t05	1 native pose available	3.395984473509757	-30.5603	11	0.65	-	Best pose
T22	T22	selection_import_t22	1 native pose available	4.97979899170821	-29.1007	12	0.57	-	Best pose
T19	T19	selection_import_t19	1 native pose available	5.399867504176738	-35.308	9	0.33	-	Best pose

T03 — T03 1 poses · report selection_import_t03

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
248	1.69338793475606	-0.823205	-29.2528	1	18	14	0.70	0.00	0.00	0.00	-	no	geometry warning; 21 clashes; 2 protein contact clashes; moderate strain Δ 22.2	Open 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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
188	3.395984473509757	-0.879151	-30.5603	7	12	11	0.65	0.29	0.33	0.40	-	no	geometry warning; 19 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 30.4	Open pose

T22 — T22 1 poses · report selection_import_t22

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
183	4.97979899170821	-0.878582	-29.1007	12	18	12	0.57	0.47	0.45	0.45	-	no	geometry warning; 22 clashes; 2 protein clashes; moderate strain Δ 27.9	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
233	5.399867504176738	-1.0007	-35.308	7	24	9	0.33	0.08	0.20	0.25	-	no	geometry warning; 23 clashes; 3 protein clashes; 2 cofactor-context clashes; moderate strain Δ 21.7	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

ulfkktlib_2489

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