Compound detail

SMILES: O=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccc2c(c1)OCO2

Formula: C24H18N2O6 | MW: 430.41600000000005

LogP: 3.6967000000000025 | TPSA: 99.89000000000001

HBA/HBD: 7/1 | RotB: 6

InChIKey: YOXCBPZFDXIVTL-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Metal chelator Clear highlight

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×6 H-bond donor Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Amide Ester Secondary amine Aryl ether ×2 Ether ×3 Acetal

Ring system

Benzene ×2 Pyridine Quinoline Furan Benzodioxole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.807666	-
DOCK_BASE_INTER_RANK	-0.871676	-
DOCK_BASE_INTER_RANK	-0.878902	-
DOCK_BASE_INTER_RANK	-0.857473	-
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	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	1.115158	-
DOCK_FINAL_RANK	2.209653	-
DOCK_FINAL_RANK	2.246444	-
DOCK_FINAL_RANK	3.173988	-
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:ALA32	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO50	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	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_MAX_CLASH_OVERLAP	0.642212	-
DOCK_MAX_CLASH_OVERLAP	0.642182	-
DOCK_MAX_CLASH_OVERLAP	0.669510	-
DOCK_MAX_CLASH_OVERLAP	0.642150	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.093303	-
DOCK_PRE_RANK	2.179573	-
DOCK_PRE_RANK	2.212546	-
DOCK_PRE_RANK	3.150376	-
DOCK_PRIMARY_POSE_ID	511	-
DOCK_PRIMARY_POSE_ID	1182	-
DOCK_PRIMARY_POSE_ID	1838	-
DOCK_PRIMARY_POSE_ID	7896	-
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_t03	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ASP52;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:THR54;A:TYR162;A:VAL156;A:VAL30;A:VAL31	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccc2c(c1)OCO2	-
DOCK_SCORE	-26.159000	-
DOCK_SCORE	-23.044200	-
DOCK_SCORE	-17.613400	-
DOCK_SCORE	-21.686500	-
DOCK_SCORE_INTER	-25.845300	-
DOCK_SCORE_INTER	-27.893600	-
DOCK_SCORE_INTER	-28.124900	-
DOCK_SCORE_INTER	-27.439100	-
DOCK_SCORE_INTER_KCAL	-6.173047	-
DOCK_SCORE_INTER_KCAL	-6.662275	-
DOCK_SCORE_INTER_KCAL	-6.717520	-
DOCK_SCORE_INTER_KCAL	-6.553719	-
DOCK_SCORE_INTER_NORM	-0.807666	-
DOCK_SCORE_INTER_NORM	-0.871676	-
DOCK_SCORE_INTER_NORM	-0.878902	-
DOCK_SCORE_INTER_NORM	-0.857473	-
DOCK_SCORE_INTRA	-0.313650	-
DOCK_SCORE_INTRA	4.849390	-
DOCK_SCORE_INTRA	10.511500	-
DOCK_SCORE_INTRA	5.752650	-
DOCK_SCORE_INTRA_KCAL	-0.074914	-
DOCK_SCORE_INTRA_KCAL	1.158257	-
DOCK_SCORE_INTRA_KCAL	2.510630	-
DOCK_SCORE_INTRA_KCAL	1.373997	-
DOCK_SCORE_INTRA_NORM	-0.009802	-
DOCK_SCORE_INTRA_NORM	0.151543	-
DOCK_SCORE_INTRA_NORM	0.328484	-
DOCK_SCORE_INTRA_NORM	0.179770	-
DOCK_SCORE_KCAL	-6.247973	-
DOCK_SCORE_KCAL	-5.504015	-
DOCK_SCORE_KCAL	-4.206890	-
DOCK_SCORE_KCAL	-5.179734	-
DOCK_SCORE_NORM	-0.817467	-
DOCK_SCORE_NORM	-0.720132	-
DOCK_SCORE_NORM	-0.550418	-
DOCK_SCORE_NORM	-0.677703	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C24H18N2O6	-
DOCK_SOURCE_FORMULA	C24H18N2O6	-
DOCK_SOURCE_FORMULA	C24H18N2O6	-
DOCK_SOURCE_FORMULA	C24H18N2O6	-
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	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	3.696700	-
DOCK_SOURCE_LOGP	3.696700	-
DOCK_SOURCE_LOGP	3.696700	-
DOCK_SOURCE_LOGP	3.696700	-
DOCK_SOURCE_MW	430.416000	-
DOCK_SOURCE_MW	430.416000	-
DOCK_SOURCE_MW	430.416000	-
DOCK_SOURCE_MW	430.416000	-
DOCK_SOURCE_NAME	Z18798950	-
DOCK_SOURCE_NAME	Z18798950	-
DOCK_SOURCE_NAME	Z18798950	-
DOCK_SOURCE_NAME	Z18798950	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	99.890000	-
DOCK_SOURCE_TPSA	99.890000	-
DOCK_SOURCE_TPSA	99.890000	-
DOCK_SOURCE_TPSA	99.890000	-
DOCK_STRAIN_DELTA	17.536012	-
DOCK_STRAIN_DELTA	23.602200	-
DOCK_STRAIN_DELTA	26.031029	-
DOCK_STRAIN_DELTA	18.954911	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T02	-
DOCK_TARGET	T03	-
DOCK_TARGET	T12	-
EXACT_MASS	430.116486296	Da
FORMULA	C24H18N2O6	-
HBA	7	-
HBD	1	-
LOGP	3.6967000000000025	-
MOL_WEIGHT	430.41600000000005	g/mol
QED_SCORE	0.4657364304737416	-
ROTATABLE_BONDS	6	-
TPSA	99.89000000000001	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
T01	T01	selection_import_t01	1 native pose available	1.11515832958189	-26.159	13	0.62	-	Best pose
T02	T02	selection_import_t02	1 native pose available	2.2096530715463514	-23.0442	13	0.62	-	Best pose
T03	T03	selection_import_t03	1 native pose available	2.2464437038036422	-17.6134	14	0.70	-	Best pose
T12	T12	selection_import_t12	1 native pose available	3.173988174285384	-21.6865	15	0.94	-	Best 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
511	1.11515832958189	-0.807666	-26.159	2	17	13	0.62	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 4 protein contact clashes	Open pose

T02 — T02 1 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
504	2.2096530715463514	-0.871676	-23.0442	2	16	13	0.62	0.00	0.00	0.00	-	no	geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 23.6	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
483	2.2464437038036422	-0.878902	-17.6134	4	16	14	0.70	0.29	0.20	0.20	-	no	geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 26.0	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
444	3.173988174285384	-0.857473	-21.6865	11	16	15	0.94	0.58	0.60	0.70	-	no	geometry warning; 12 clashes; 1 protein clash	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

Z18798950

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