Compound detail

SMILES: C=CCc1cc(Cn2cc(-c3nc4ccccc4c(=O)o3)nn2)c(O)c(OC)c1

Formula: C21H18N4O4 | MW: 390.39900000000017

LogP: 2.937500000000001 | TPSA: 103.27

HBA/HBD: 7/1 | RotB: 6

InChIKey: ZIEYGOFIBGMHFT-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

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

Functional group

Phenol Aryl ether Ether Alkene Vinyl

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.853023	-
DOCK_BASE_INTER_RANK	-1.143000	-
DOCK_BASE_INTER_RANK	-0.950625	-
DOCK_BASE_INTER_RANK	-1.102470	-
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	11.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	23.000000	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	1.508863	-
DOCK_FINAL_RANK	3.191493	-
DOCK_FINAL_RANK	2.424463	-
DOCK_FINAL_RANK	2.961962	-
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:ALA212	1	-
DOCK_IFP::A:ALA34	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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:SER162	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL55	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	0.607708	-
DOCK_MAX_CLASH_OVERLAP	0.620082	-
DOCK_MAX_CLASH_OVERLAP	0.607639	-
DOCK_MAX_CLASH_OVERLAP	0.607787	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.464943	-
DOCK_PRE_RANK	3.161967	-
DOCK_PRE_RANK	2.399513	-
DOCK_PRE_RANK	2.910621	-
DOCK_PRIMARY_POSE_ID	4062	-
DOCK_PRIMARY_POSE_ID	5417	-
DOCK_PRIMARY_POSE_ID	8129	-
DOCK_PRIMARY_POSE_ID	12878	-
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_t06	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ALA212;A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:LYS178;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
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:SER162;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55	-
DOCK_SCAFFOLD	O=c1oc(-c2cn(Cc3ccccc3)nn2)nc2ccccc12	-
DOCK_SCAFFOLD	O=c1oc(-c2cn(Cc3ccccc3)nn2)nc2ccccc12	-
DOCK_SCAFFOLD	O=c1oc(-c2cn(Cc3ccccc3)nn2)nc2ccccc12	-
DOCK_SCAFFOLD	O=c1oc(-c2cn(Cc3ccccc3)nn2)nc2ccccc12	-
DOCK_SCORE	-16.228200	-
DOCK_SCORE	-30.793200	-
DOCK_SCORE	-25.701500	-
DOCK_SCORE	-24.882200	-
DOCK_SCORE_INTER	-24.737700	-
DOCK_SCORE_INTER	-33.147100	-
DOCK_SCORE_INTER	-27.568100	-
DOCK_SCORE_INTER	-31.971700	-
DOCK_SCORE_INTER_KCAL	-5.908501	-
DOCK_SCORE_INTER_KCAL	-7.917052	-
DOCK_SCORE_INTER_KCAL	-6.584530	-
DOCK_SCORE_INTER_KCAL	-7.636313	-
DOCK_SCORE_INTER_NORM	-0.853023	-
DOCK_SCORE_INTER_NORM	-1.143000	-
DOCK_SCORE_INTER_NORM	-0.950625	-
DOCK_SCORE_INTER_NORM	-1.102470	-
DOCK_SCORE_INTRA	8.334020	-
DOCK_SCORE_INTRA	2.353970	-
DOCK_SCORE_INTRA	1.866680	-
DOCK_SCORE_INTRA	7.089560	-
DOCK_SCORE_INTRA_KCAL	1.990547	-
DOCK_SCORE_INTRA_KCAL	0.562236	-
DOCK_SCORE_INTRA_KCAL	0.445849	-
DOCK_SCORE_INTRA_KCAL	1.693313	-
DOCK_SCORE_INTRA_NORM	0.287380	-
DOCK_SCORE_INTRA_NORM	0.081171	-
DOCK_SCORE_INTRA_NORM	0.064368	-
DOCK_SCORE_INTRA_NORM	0.244467	-
DOCK_SCORE_KCAL	-3.876041	-
DOCK_SCORE_KCAL	-7.354833	-
DOCK_SCORE_KCAL	-6.138700	-
DOCK_SCORE_KCAL	-5.943014	-
DOCK_SCORE_NORM	-0.559594	-
DOCK_SCORE_NORM	-1.061830	-
DOCK_SCORE_NORM	-0.886257	-
DOCK_SCORE_NORM	-0.858007	-
DOCK_SCORE_RESTR	0.175418	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.006049	-
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	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H18N4O4	-
DOCK_SOURCE_FORMULA	C21H18N4O4	-
DOCK_SOURCE_FORMULA	C21H18N4O4	-
DOCK_SOURCE_FORMULA	C21H18N4O4	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
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	2.937500	-
DOCK_SOURCE_LOGP	2.937500	-
DOCK_SOURCE_LOGP	2.937500	-
DOCK_SOURCE_LOGP	2.937500	-
DOCK_SOURCE_MW	390.399000	-
DOCK_SOURCE_MW	390.399000	-
DOCK_SOURCE_MW	390.399000	-
DOCK_SOURCE_MW	390.399000	-
DOCK_SOURCE_NAME	OHD_ACDS_77	-
DOCK_SOURCE_NAME	OHD_ACDS_77	-
DOCK_SOURCE_NAME	OHD_ACDS_77	-
DOCK_SOURCE_NAME	OHD_ACDS_77	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	103.270000	-
DOCK_SOURCE_TPSA	103.270000	-
DOCK_SOURCE_TPSA	103.270000	-
DOCK_SOURCE_TPSA	103.270000	-
DOCK_STRAIN_DELTA	31.691555	-
DOCK_STRAIN_DELTA	23.232615	-
DOCK_STRAIN_DELTA	19.984066	-
DOCK_STRAIN_DELTA	35.427500	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T06	-
DOCK_TARGET	T08	-
DOCK_TARGET	T12	-
DOCK_TARGET	T19	-
EXACT_MASS	390.132805056	Da
FORMULA	C21H18N4O4	-
HBA	7	-
HBD	1	-
LOGP	2.937500000000001	-
MOL_WEIGHT	390.39900000000017	g/mol
QED_SCORE	0.5049146720001165	-
ROTATABLE_BONDS	6	-
TPSA	103.27	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	1.5088634874484728	-16.2282	15	0.71	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.4244625377484414	-25.7015	12	0.75	-	Best pose
T19	T19	selection_import_t19	1 native pose available	2.9619621176130893	-24.8822	9	0.33	-	Best pose
T08	T08	selection_import_t08	1 native pose available	3.191492953803568	-30.7932	12	0.63	-	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
676	1.5088634874484728	-0.853023	-16.2282	4	17	15	0.71	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 7 protein contact clashes; 1 cofactor-context clash; high strain Δ 31.7	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
677	2.4244625377484414	-0.950625	-25.7015	11	12	12	0.75	0.50	0.40	0.40	-	no	geometry warning; 10 clashes; 1 protein clash	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
677	2.9619621176130893	-1.10247	-24.8822	11	23	9	0.33	0.08	0.20	0.25	-	no	geometry warning; 12 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 35.4	Open pose

T08 — T08 1 poses · report selection_import_t08

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
676	3.191492953803568	-1.143	-30.7932	11	15	12	0.63	0.33	0.60	0.60	-	no	geometry warning; 11 clashes; 2 protein clashes; 3 cofactor-context clashes; moderate strain Δ 23.2	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

OHD_ACDS_77

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