Compound detail

SMILES: NS(=O)(=O)c1ccc(N/N=C\c2cn(-c3ccccc3)nc2-c2cccs2)c([N+](=O)O)c1

Formula: C20H17N6O4S2+ | MW: 469.5280000000002

LogP: 3.493800000000001 | TPSA: 142.67999999999998

HBA/HBD: 7/3 | RotB: 7

InChIKey: RMWLQTWVFULFFW-UUYOSTAYSA-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

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

Functional group

Sulfonamide Imine

Ring system

Benzene ×2 Thiophene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.839005	-
DOCK_BASE_INTER_RANK	-0.764110	-
DOCK_BASE_INTER_RANK	-0.779373	-
DOCK_BASE_INTER_RANK	-1.109120	-
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	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.550718	-
DOCK_FINAL_RANK	2.383256	-
DOCK_FINAL_RANK	2.747130	-
DOCK_FINAL_RANK	5.108508	-
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:ALA40	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG22	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN20	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:ASP47	1	-
DOCK_IFP::A:GLN104	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS51	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:THR21	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR285	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS216	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PRO187	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL88	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	0.629949	-
DOCK_MAX_CLASH_OVERLAP	0.644301	-
DOCK_MAX_CLASH_OVERLAP	0.709199	-
DOCK_MAX_CLASH_OVERLAP	0.629969	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.429793	-
DOCK_PRE_RANK	2.278920	-
DOCK_PRE_RANK	2.614707	-
DOCK_PRE_RANK	4.996613	-
DOCK_PRIMARY_POSE_ID	7908	-
DOCK_PRIMARY_POSE_ID	9278	-
DOCK_PRIMARY_POSE_ID	10027	-
DOCK_PRIMARY_POSE_ID	14709	-
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_t14	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:GLN104;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG22;A:ARG242;A:ASN20;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LYS51;A:SER282;A:THR21;A:THR241;A:THR285	-
DOCK_RESIDUE_CONTACTS	B:ALA90;B:GLY214;B:GLY215;B:LEU73;B:LYS211;B:LYS216;B:LYS89;B:MET70;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1cn(-c2ccccc2)nc1-c1cccs1	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1cn(-c2ccccc2)nc1-c1cccs1	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1cn(-c2ccccc2)nc1-c1cccs1	-
DOCK_SCAFFOLD	C(=NNc1ccccc1)c1cn(-c2ccccc2)nc1-c1cccs1	-
DOCK_SCORE	-28.228200	-
DOCK_SCORE	-23.569400	-
DOCK_SCORE	-19.029400	-
DOCK_SCORE	-33.734600	-
DOCK_SCORE_INTER	-26.848200	-
DOCK_SCORE_INTER	-24.451500	-
DOCK_SCORE_INTER	-24.939900	-
DOCK_SCORE_INTER	-35.491900	-
DOCK_SCORE_INTER_KCAL	-6.412585	-
DOCK_SCORE_INTER_KCAL	-5.840143	-
DOCK_SCORE_INTER_KCAL	-5.956795	-
DOCK_SCORE_INTER_KCAL	-8.477098	-
DOCK_SCORE_INTER_NORM	-0.839005	-
DOCK_SCORE_INTER_NORM	-0.764110	-
DOCK_SCORE_INTER_NORM	-0.779373	-
DOCK_SCORE_INTER_NORM	-1.109120	-
DOCK_SCORE_INTRA	-1.380090	-
DOCK_SCORE_INTRA	0.882128	-
DOCK_SCORE_INTRA	5.910520	-
DOCK_SCORE_INTRA	1.757290	-
DOCK_SCORE_INTRA_KCAL	-0.329629	-
DOCK_SCORE_INTRA_KCAL	0.210693	-
DOCK_SCORE_INTRA_KCAL	1.411704	-
DOCK_SCORE_INTRA_KCAL	0.419722	-
DOCK_SCORE_INTRA_NORM	-0.043128	-
DOCK_SCORE_INTRA_NORM	0.027567	-
DOCK_SCORE_INTRA_NORM	0.184704	-
DOCK_SCORE_INTRA_NORM	0.054915	-
DOCK_SCORE_KCAL	-6.742193	-
DOCK_SCORE_KCAL	-5.629457	-
DOCK_SCORE_KCAL	-4.545096	-
DOCK_SCORE_KCAL	-8.057374	-
DOCK_SCORE_NORM	-0.882132	-
DOCK_SCORE_NORM	-0.736544	-
DOCK_SCORE_NORM	-0.594669	-
DOCK_SCORE_NORM	-1.054210	-
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	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C20H17N6O4S2+	-
DOCK_SOURCE_FORMULA	C20H17N6O4S2+	-
DOCK_SOURCE_FORMULA	C20H17N6O4S2+	-
DOCK_SOURCE_FORMULA	C20H17N6O4S2+	-
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	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	3.493800	-
DOCK_SOURCE_LOGP	3.493800	-
DOCK_SOURCE_LOGP	3.493800	-
DOCK_SOURCE_LOGP	3.493800	-
DOCK_SOURCE_MW	469.528000	-
DOCK_SOURCE_MW	469.528000	-
DOCK_SOURCE_MW	469.528000	-
DOCK_SOURCE_MW	469.528000	-
DOCK_SOURCE_NAME	Z49576389	-
DOCK_SOURCE_NAME	Z49576389	-
DOCK_SOURCE_NAME	Z49576389	-
DOCK_SOURCE_NAME	Z49576389	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	142.680000	-
DOCK_SOURCE_TPSA	142.680000	-
DOCK_SOURCE_TPSA	142.680000	-
DOCK_SOURCE_TPSA	142.680000	-
DOCK_STRAIN_DELTA	63.625788	-
DOCK_STRAIN_DELTA	57.446725	-
DOCK_STRAIN_DELTA	67.827427	-
DOCK_STRAIN_DELTA	60.282544	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T14	-
DOCK_TARGET	T15	-
DOCK_TARGET	T22	-
EXACT_MASS	469.07472144409	Da
FORMULA	C20H17N6O4S2+	-
HBA	7	-
HBD	3	-
LOGP	3.493800000000001	-
MOL_WEIGHT	469.5280000000002	g/mol
QED_SCORE	0.27924688241680046	-
ROTATABLE_BONDS	7	-
TPSA	142.67999999999998	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	1.5507182868313292	-28.2282	15	0.94	-	Best pose
T14	T14	selection_import_t14	1 native pose available	2.3832563963030142	-23.5694	7	0.47	-	Best pose
T15	T15	selection_import_t15	1 native pose available	2.7471300472708453	-19.0294	8	0.62	-	Best pose
T22	T22	selection_import_t22	1 native pose available	5.10850829592626	-33.7346	20	0.95	-	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
456	1.5507182868313292	-0.839005	-28.2282	10	19	15	0.94	0.33	0.50	0.60	-	no	geometry warning; 10 clashes; 7 protein contact clashes; high strain Δ 63.6	Open pose

T14 — T14 1 poses · report selection_import_t14

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
470	2.3832563963030142	-0.76411	-23.5694	12	12	7	0.47	0.17	0.40	0.60	-	no	geometry warning; 11 clashes; 1 protein clash; high strain Δ 57.4	Open pose

T15 — T15 1 poses · report selection_import_t15

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
541	2.7471300472708453	-0.779373	-19.0294	4	13	8	0.62	-	-	-	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 67.8	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
471	5.10850829592626	-1.10912	-33.7346	14	21	20	0.95	0.60	0.55	0.55	-	no	geometry warning; 11 clashes; 4 protein clashes; high strain Δ 60.3	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

Z49576389

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