Compound detail

SMILES: NS(=O)(=O)c1ccc(N/N=C\c2ccc3c(c2)OCO3)c([N+](=O)O)c1

Formula: C14H13N4O6S+ | MW: 365.3470000000001

LogP: 1.3082999999999998 | TPSA: 143.32

HBA/HBD: 7/3 | RotB: 5

InChIKey: GEWVWDJVLKRWCG-APSNUPSMSA-N

Recognized patterns

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

Highlighted: 1 pattern Ether Clear highlight

Bio motif

Catechol Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base

Functional group

Sulfonamide Aryl ether ×2 Imine Ether ×2 Acetal

Ring system

Benzene ×2 Benzodioxole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.119540	-
DOCK_BASE_INTER_RANK	-1.433660	-
DOCK_BASE_INTER_RANK	-0.913140	-
DOCK_BASE_INTER_RANK	-0.972039	-
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	9.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	3.635947	-
DOCK_FINAL_RANK	4.434745	-
DOCK_FINAL_RANK	1.743222	-
DOCK_FINAL_RANK	5.018613	-
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:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA34	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER99	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	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: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:MET78	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER43	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	0.646459	-
DOCK_MAX_CLASH_OVERLAP	0.644976	-
DOCK_MAX_CLASH_OVERLAP	0.696747	-
DOCK_MAX_CLASH_OVERLAP	0.645028	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.895363	-
DOCK_PRE_RANK	1.640855	-
DOCK_PRE_RANK	3.521876	-
DOCK_PRE_RANK	4.326847	-
DOCK_PRIMARY_POSE_ID	3759	-
DOCK_PRIMARY_POSE_ID	14631	-
DOCK_PRIMARY_POSE_ID	13969	-
DOCK_PRIMARY_POSE_ID	7828	-
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_t21	-
DOCK_REPORT_ID	selection_import_t06	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:SER99;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1ccc2c(c1)OCO2	-
DOCK_SCORE	-18.415100	-
DOCK_SCORE	-22.675500	-
DOCK_SCORE	-25.465500	-
DOCK_SCORE	-34.665700	-
DOCK_SCORE_INTER	-27.988600	-
DOCK_SCORE_INTER	-35.841600	-
DOCK_SCORE_INTER	-24.301000	-
DOCK_SCORE_INTER	-22.828500	-
DOCK_SCORE_INTER_KCAL	-6.684965	-
DOCK_SCORE_INTER_KCAL	-5.452496	-
DOCK_SCORE_INTER_KCAL	-8.560623	-
DOCK_SCORE_INTER_KCAL	-5.804197	-
DOCK_SCORE_INTER_NORM	-1.119540	-
DOCK_SCORE_INTER_NORM	-0.913140	-
DOCK_SCORE_INTER_NORM	-1.433660	-
DOCK_SCORE_INTER_NORM	-0.972039	-
DOCK_SCORE_INTRA	1.175900	-
DOCK_SCORE_INTRA	1.625500	-
DOCK_SCORE_INTRA	2.523110	-
DOCK_SCORE_INTRA	4.413380	-
DOCK_SCORE_INTRA_KCAL	0.602635	-
DOCK_SCORE_INTRA_KCAL	0.388244	-
DOCK_SCORE_INTRA_KCAL	1.054118	-
DOCK_SCORE_INTRA_KCAL	0.280859	-
DOCK_SCORE_INTRA_NORM	0.176535	-
DOCK_SCORE_INTRA_NORM	0.065020	-
DOCK_SCORE_INTRA_NORM	0.047036	-
DOCK_SCORE_INTRA_NORM	0.100925	-
DOCK_SCORE_KCAL	-4.398373	-
DOCK_SCORE_KCAL	-6.082333	-
DOCK_SCORE_KCAL	-8.279764	-
DOCK_SCORE_KCAL	-5.415952	-
DOCK_SCORE_NORM	-1.018620	-
DOCK_SCORE_NORM	-0.736605	-
DOCK_SCORE_NORM	-0.907019	-
DOCK_SCORE_NORM	-1.386630	-
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	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C14H13N4O6S+	-
DOCK_SOURCE_FORMULA	C14H13N4O6S+	-
DOCK_SOURCE_FORMULA	C14H13N4O6S+	-
DOCK_SOURCE_FORMULA	C14H13N4O6S+	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_LOGP	1.308300	-
DOCK_SOURCE_LOGP	1.308300	-
DOCK_SOURCE_LOGP	1.308300	-
DOCK_SOURCE_LOGP	1.308300	-
DOCK_SOURCE_MW	365.347000	-
DOCK_SOURCE_MW	365.347000	-
DOCK_SOURCE_MW	365.347000	-
DOCK_SOURCE_MW	365.347000	-
DOCK_SOURCE_NAME	Z49576055	-
DOCK_SOURCE_NAME	Z49576055	-
DOCK_SOURCE_NAME	Z49576055	-
DOCK_SOURCE_NAME	Z49576055	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	143.320000	-
DOCK_SOURCE_TPSA	143.320000	-
DOCK_SOURCE_TPSA	143.320000	-
DOCK_SOURCE_TPSA	143.320000	-
DOCK_STRAIN_DELTA	58.787552	-
DOCK_STRAIN_DELTA	64.479817	-
DOCK_STRAIN_DELTA	56.701134	-
DOCK_STRAIN_DELTA	61.092185	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T06	-
DOCK_TARGET	T21	-
DOCK_TARGET	T12	-
DOCK_TARGET	T22	-
EXACT_MASS	365.05503155609	Da
FORMULA	C14H13N4O6S+	-
HBA	7	-
HBD	3	-
LOGP	1.3082999999999998	-
MOL_WEIGHT	365.3470000000001	g/mol
QED_SCORE	0.5350998409849198	-
ROTATABLE_BONDS	5	-
TPSA	143.32	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	1.7432220588539025	-18.4151	12	0.57	-	Best pose
T21	T21	selection_import_t21	1 native pose available	3.635947303462581	-22.6755	13	0.93	-	Best pose
T22	T22	selection_import_t22	1 native pose available	4.434744662180838	-34.6657	19	0.90	-	Best pose
T12	T12	selection_import_t12	1 native pose available	5.018613268818412	-25.4655	15	0.94	-	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
373	1.7432220588539025	-0.91314	-18.4151	5	15	12	0.57	0.20	0.25	0.50	-	no	geometry warning; 8 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 56.7	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
411	3.635947303462581	-0.972039	-22.6755	11	18	13	0.93	0.58	0.67	0.62	-	no	geometry warning; 10 clashes; 2 protein clashes; high strain Δ 61.1	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
393	4.434744662180838	-1.43366	-34.6657	13	20	19	0.90	0.53	0.55	0.55	-	no	geometry warning; 9 clashes; 4 protein clashes; high strain Δ 58.8	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
376	5.018613268818412	-1.11954	-25.4655	11	18	15	0.94	0.58	0.60	0.70	-	no	geometry warning; 9 clashes; 3 protein clashes; high strain Δ 64.5	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

Z49576055

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