Compound detail

SMILES: O=C(/C(=N\N=C/c1ccc(O)c(O)c1O)c1ccccc1)c1ccccc1

Formula: C21H16N2O4 | MW: 360.369

LogP: 3.5095000000000023 | TPSA: 102.48

HBA/HBD: 6/3 | RotB: 5

InChIKey: NXJQCFINFCCCIW-ZTRHBWBISA-N

Recognized patterns

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

Bio motif

Catechol ×2 Resorcinol H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic ×3

Functional group

Carbonyl Ketone Phenol ×3 Imine ×2

Ring system

Benzene ×3

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.129090	-
DOCK_BASE_INTER_RANK	-1.144490	-
DOCK_BASE_INTER_RANK	-0.835650	-
DOCK_BASE_INTER_RANK	-1.014790	-
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	16.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	3	-
DOCK_FINAL_RANK	3.264583	-
DOCK_FINAL_RANK	3.879461	-
DOCK_FINAL_RANK	5.956829	-
DOCK_FINAL_RANK	3.047012	-
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:ALA365	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG92	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:VAL366	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR46	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_MAX_CLASH_OVERLAP	0.611424	-
DOCK_MAX_CLASH_OVERLAP	0.611479	-
DOCK_MAX_CLASH_OVERLAP	0.611480	-
DOCK_MAX_CLASH_OVERLAP	0.611625	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.960773	-
DOCK_PRE_RANK	5.892951	-
DOCK_PRE_RANK	3.180980	-
DOCK_PRE_RANK	3.843875	-
DOCK_PRIMARY_POSE_ID	7880	-
DOCK_PRIMARY_POSE_ID	1826	-
DOCK_PRIMARY_POSE_ID	11331	-
DOCK_PRIMARY_POSE_ID	14013	-
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_t21	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:ALA365;A:ARG287;A:ARG331;A:ASP330;A:GLY197;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL366	-
DOCK_RESIDUE_CONTACTS	A:ARG92;A:ARG97;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO93	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(C(=NN=Cc1ccccc1)c1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(C(=NN=Cc1ccccc1)c1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(C(=NN=Cc1ccccc1)c1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(C(=NN=Cc1ccccc1)c1ccccc1)c1ccccc1	-
DOCK_SCORE	-25.845600	-
DOCK_SCORE	-30.241100	-
DOCK_SCORE	-28.950300	-
DOCK_SCORE	-30.300000	-
DOCK_SCORE_INTER	-22.562500	-
DOCK_SCORE_INTER	-30.485300	-
DOCK_SCORE_INTER	-30.901300	-
DOCK_SCORE_INTER	-27.399300	-
DOCK_SCORE_INTER_KCAL	-5.388963	-
DOCK_SCORE_INTER_KCAL	-6.544213	-
DOCK_SCORE_INTER_KCAL	-7.380652	-
DOCK_SCORE_INTER_KCAL	-7.281292	-
DOCK_SCORE_INTER_NORM	-1.129090	-
DOCK_SCORE_INTER_NORM	-0.835650	-
DOCK_SCORE_INTER_NORM	-1.144490	-
DOCK_SCORE_INTER_NORM	-1.014790	-
DOCK_SCORE_INTRA	0.601320	-
DOCK_SCORE_INTRA	-3.283060	-
DOCK_SCORE_INTRA	0.244242	-
DOCK_SCORE_INTRA	-1.551000	-
DOCK_SCORE_INTRA_KCAL	-0.370450	-
DOCK_SCORE_INTRA_KCAL	0.143623	-
DOCK_SCORE_INTRA_KCAL	-0.784146	-
DOCK_SCORE_INTRA_KCAL	0.058336	-
DOCK_SCORE_INTRA_NORM	0.022271	-
DOCK_SCORE_INTRA_NORM	-0.057445	-
DOCK_SCORE_INTRA_NORM	0.009046	-
DOCK_SCORE_INTRA_NORM	-0.121595	-
DOCK_SCORE_KCAL	-6.914663	-
DOCK_SCORE_KCAL	-7.222966	-
DOCK_SCORE_KCAL	-7.237034	-
DOCK_SCORE_KCAL	-6.173118	-
DOCK_SCORE_NORM	-1.122220	-
DOCK_SCORE_NORM	-0.957245	-
DOCK_SCORE_NORM	-1.120040	-
DOCK_SCORE_NORM	-1.072230	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
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	0.000000	-
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	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H16N2O4	-
DOCK_SOURCE_FORMULA	C21H16N2O4	-
DOCK_SOURCE_FORMULA	C21H16N2O4	-
DOCK_SOURCE_FORMULA	C21H16N2O4	-
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	3.509500	-
DOCK_SOURCE_LOGP	3.509500	-
DOCK_SOURCE_LOGP	3.509500	-
DOCK_SOURCE_LOGP	3.509500	-
DOCK_SOURCE_MW	360.369000	-
DOCK_SOURCE_MW	360.369000	-
DOCK_SOURCE_MW	360.369000	-
DOCK_SOURCE_MW	360.369000	-
DOCK_SOURCE_NAME	Z49620451	-
DOCK_SOURCE_NAME	Z49620451	-
DOCK_SOURCE_NAME	Z49620451	-
DOCK_SOURCE_NAME	Z49620451	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	102.480000	-
DOCK_SOURCE_TPSA	102.480000	-
DOCK_SOURCE_TPSA	102.480000	-
DOCK_SOURCE_TPSA	102.480000	-
DOCK_STRAIN_DELTA	50.460793	-
DOCK_STRAIN_DELTA	41.189044	-
DOCK_STRAIN_DELTA	27.049377	-
DOCK_STRAIN_DELTA	49.412864	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T17	-
DOCK_TARGET	T03	-
DOCK_TARGET	T21	-
EXACT_MASS	360.111006992	Da
FORMULA	C21H16N2O4	-
HBA	6	-
HBD	3	-
LOGP	3.5095000000000023	-
MOL_WEIGHT	360.369	g/mol
QED_SCORE	0.2803276528554495	-
ROTATABLE_BONDS	5	-
TPSA	102.48	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
T12	T12	selection_import_t12	1 native pose available	3.0470121335638853	-30.2411	16	1.00	-	Best pose
T03	T03	selection_import_t03	1 native pose available	3.264583038807944	-30.3	6	0.30	-	Best pose
T17	T17	selection_import_t17	1 native pose available	3.8794607391546156	-25.8456	10	0.83	-	Best pose
T21	T21	selection_import_t21	1 native pose available	5.956828827546403	-28.9503	13	0.93	-	Best 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
428	3.0470121335638853	-1.12909	-30.2411	12	17	16	1.00	0.58	0.60	0.60	-	no	geometry warning; 14 clashes; 1 protein clash; high strain Δ 50.5	Open 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
471	3.264583038807944	-1.14449	-30.3	11	10	6	0.30	0.29	0.20	0.20	-	no	geometry warning; 15 clashes; 1 protein clash; high strain Δ 49.4	Open pose

T17 — T17 1 poses · report selection_import_t17

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
488	3.8794607391546156	-0.83565	-25.8456	6	14	10	0.83	1.00	1.00	1.00	-	no	geometry warning; 15 clashes; 2 protein clashes; moderate strain Δ 27.0	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
455	5.956828827546403	-1.01479	-28.9503	15	14	13	0.93	0.67	0.78	0.88	-	no	geometry warning; 16 clashes; 3 protein clashes; high strain Δ 41.2	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

Z49620451

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