Compound detail

SMILES: O=C(Nc1cccc(S(=O)(=O)Nc2ccc(Br)cc2)c1)c1ccc([N+](=O)O)s1

Formula: C17H13BrN3O5S2+ | MW: 483.3450000000001

LogP: 4.363300000000002 | TPSA: 115.57999999999998

HBA/HBD: 5/3 | RotB: 6

InChIKey: VKNNOPDJBNVKDK-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Bromine

Ring system

Benzene ×2 Thiophene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.868298	-
DOCK_BASE_INTER_RANK	-0.823582	-
DOCK_BASE_INTER_RANK	-0.921778	-
DOCK_BASE_INTER_RANK	-1.075870	-
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	12.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	22	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	2.819988	-
DOCK_FINAL_RANK	2.788898	-
DOCK_FINAL_RANK	5.017168	-
DOCK_FINAL_RANK	1.849145	-
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:ALA34	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU21	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS182	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU130	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:MET55	1	-
DOCK_IFP::A:MET98	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:PRO91	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:THR184	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TYR57	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	1	-
DOCK_IFP::B:TYR46	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	0.613440	-
DOCK_MAX_CLASH_OVERLAP	0.614163	-
DOCK_MAX_CLASH_OVERLAP	0.670397	-
DOCK_MAX_CLASH_OVERLAP	0.672217	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	2.731402	-
DOCK_PRE_RANK	1.736945	-
DOCK_PRE_RANK	2.691166	-
DOCK_PRE_RANK	4.926582	-
DOCK_PRIMARY_POSE_ID	3803	-
DOCK_PRIMARY_POSE_ID	14336	-
DOCK_PRIMARY_POSE_ID	13663	-
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_t21	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA70;A:ASP129;A:ASP68;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:HIS182;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR57;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(S(=O)(=O)Nc2ccccc2)c1)c1cccs1	-
DOCK_SCORE	-22.879100	-
DOCK_SCORE	-17.368800	-
DOCK_SCORE	-21.989200	-
DOCK_SCORE	-25.356100	-
DOCK_SCORE_INTER	-25.809800	-
DOCK_SCORE_INTER	-23.060300	-
DOCK_SCORE_INTER	-30.124500	-
DOCK_SCORE_INTER	-24.312300	-
DOCK_SCORE_INTER_KCAL	-7.195116	-
DOCK_SCORE_INTER_KCAL	-5.806896	-
DOCK_SCORE_INTER_KCAL	-5.507860	-
DOCK_SCORE_INTER_KCAL	-6.164567	-
DOCK_SCORE_INTER_NORM	-0.823582	-
DOCK_SCORE_INTER_NORM	-0.868298	-
DOCK_SCORE_INTER_NORM	-1.075870	-
DOCK_SCORE_INTER_NORM	-0.921778	-
DOCK_SCORE_INTRA	1.433240	-
DOCK_SCORE_INTRA	3.820600	-
DOCK_SCORE_INTRA	4.408830	-
DOCK_SCORE_INTRA	4.768390	-
DOCK_SCORE_INTRA_KCAL	0.342324	-
DOCK_SCORE_INTRA_KCAL	0.912535	-
DOCK_SCORE_INTRA_KCAL	1.053031	-
DOCK_SCORE_INTRA_KCAL	1.138911	-
DOCK_SCORE_INTRA_NORM	0.170300	-
DOCK_SCORE_INTRA_NORM	0.051187	-
DOCK_SCORE_INTRA_NORM	0.136450	-
DOCK_SCORE_INTRA_NORM	0.157458	-
DOCK_SCORE_KCAL	-5.252032	-
DOCK_SCORE_KCAL	-5.464582	-
DOCK_SCORE_KCAL	-6.056203	-
DOCK_SCORE_KCAL	-4.148468	-
DOCK_SCORE_NORM	-0.905575	-
DOCK_SCORE_NORM	-0.620314	-
DOCK_SCORE_NORM	-0.785328	-
DOCK_SCORE_NORM	-0.817110	-
DOCK_SCORE_RESTR	1.282660	-
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	0.045809	-
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	T21_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	C17H13BrN3O5S2+	-
DOCK_SOURCE_FORMULA	C17H13BrN3O5S2+	-
DOCK_SOURCE_FORMULA	C17H13BrN3O5S2+	-
DOCK_SOURCE_FORMULA	C17H13BrN3O5S2+	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_LOGP	4.363300	-
DOCK_SOURCE_LOGP	4.363300	-
DOCK_SOURCE_LOGP	4.363300	-
DOCK_SOURCE_LOGP	4.363300	-
DOCK_SOURCE_MW	483.345000	-
DOCK_SOURCE_MW	483.345000	-
DOCK_SOURCE_MW	483.345000	-
DOCK_SOURCE_MW	483.345000	-
DOCK_SOURCE_NAME	KB_Leish_147	-
DOCK_SOURCE_NAME	Z33212892	-
DOCK_SOURCE_NAME	KB_Leish_147	-
DOCK_SOURCE_NAME	Z33212892	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	115.580000	-
DOCK_SOURCE_TPSA	115.580000	-
DOCK_SOURCE_TPSA	115.580000	-
DOCK_SOURCE_TPSA	115.580000	-
DOCK_STRAIN_DELTA	52.169800	-
DOCK_STRAIN_DELTA	60.396417	-
DOCK_STRAIN_DELTA	51.386578	-
DOCK_STRAIN_DELTA	54.933599	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T22	-
DOCK_TARGET	T21	-
DOCK_TARGET	T21	-
DOCK_TARGET	T06	-
EXACT_MASS	481.94745103609	Da
FORMULA	C17H13BrN3O5S2+	-
HBA	5	-
HBD	3	-
LOGP	4.363300000000002	-
MOL_WEIGHT	483.3450000000001	g/mol
QED_SCORE	0.45085698597171486	-
ROTATABLE_BONDS	6	-
TPSA	115.57999999999998	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	1.8491454231609494	-17.3688	16	0.76	-	Best pose
T21	T21	selection_import_t21	2 native pose available	2.7888976867680784	-21.9892	14	1.00	-	Best pose
T22	T22	selection_import_t22	1 native pose available	5.017168025381828	-25.3561	14	0.67	-	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
417	1.8491454231609494	-0.823582	-17.3688	4	19	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 9 protein contact clashes; high strain Δ 60.4	Open pose

T21 — T21 2 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
448	2.7888976867680784	-0.921778	-21.9892	8	18	14	1.00	0.58	0.67	0.62	-	no	geometry warning; 12 clashes; 1 protein clash; high strain Δ 54.9	Open pose
105	2.819988402161028	-0.868298	-22.8791	6	18	14	1.00	0.50	0.67	0.62	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 51.4	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
98	5.017168025381828	-1.07587	-25.3561	10	20	14	0.67	0.40	0.36	0.36	-	no	geometry warning; 8 clashes; 3 protein clashes; high strain Δ 52.2	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

Z33212892

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