Compound detail

SMILES: NS(=O)(=O)c1ccc(NC(=O)c2ccc(Cl)c(S(N)(=O)=O)c2)cc1

Formula: C13H12ClN3O5S2 | MW: 389.8420000000001

LogP: 0.8871 | TPSA: 149.42000000000002

HBA/HBD: 5/3 | RotB: 4

InChIKey: MASVSKIWULLJAB-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere ×2 H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide ×2 Chlorine

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.001170	-
DOCK_BASE_INTER_RANK	-1.420800	-
DOCK_BASE_INTER_RANK	-0.977976	-
DOCK_BASE_INTER_RANK	-0.986819	-
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	8.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	3.735470	-
DOCK_FINAL_RANK	4.415742	-
DOCK_FINAL_RANK	4.025960	-
DOCK_FINAL_RANK	4.400530	-
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:ALA15	1	-
DOCK_IFP::A:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG228	1	-
DOCK_IFP::A:ARG361	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU21	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY196	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:GLY215	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS359	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU227	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:LYS93	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR360	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::A: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	0.725074	-
DOCK_MAX_CLASH_OVERLAP	0.624040	-
DOCK_MAX_CLASH_OVERLAP	0.618903	-
DOCK_MAX_CLASH_OVERLAP	0.618878	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.993628	-
DOCK_PRE_RANK	4.383482	-
DOCK_PRE_RANK	4.348317	-
DOCK_PRE_RANK	3.693181	-
DOCK_PRIMARY_POSE_ID	6676	-
DOCK_PRIMARY_POSE_ID	10754	-
DOCK_PRIMARY_POSE_ID	11440	-
DOCK_PRIMARY_POSE_ID	14831	-
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_t17	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_RESIDUE_CONTACTS	A:ARG228;A:ARG361;A:CYS375;A:GLY196;A:GLY197;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:LEU227;A:LEU332;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ASN126;A:ASP129;A:GLN42;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_RESIDUE_CONTACTS	A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:LYS93;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:SER46;A:THR74;A:TYR49	-
DOCK_SCAFFOLD	O=C(Nc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1ccccc1)c1ccccc1	-
DOCK_SCORE	-22.680900	-
DOCK_SCORE	-20.707200	-
DOCK_SCORE	-19.918300	-
DOCK_SCORE	-26.741600	-
DOCK_SCORE_INTER	-34.099200	-
DOCK_SCORE_INTER	-23.683700	-
DOCK_SCORE_INTER	-23.471400	-
DOCK_SCORE_INTER	-24.028000	-
DOCK_SCORE_INTER_KCAL	-5.738992	-
DOCK_SCORE_INTER_KCAL	-5.606050	-
DOCK_SCORE_INTER_KCAL	-5.656757	-
DOCK_SCORE_INTER_KCAL	-8.144458	-
DOCK_SCORE_INTER_NORM	-0.977976	-
DOCK_SCORE_INTER_NORM	-0.986819	-
DOCK_SCORE_INTER_NORM	-1.001170	-
DOCK_SCORE_INTER_NORM	-1.420800	-
DOCK_SCORE_INTRA	7.357680	-
DOCK_SCORE_INTRA	2.764170	-
DOCK_SCORE_INTRA	1.347110	-
DOCK_SCORE_INTRA	3.765340	-
DOCK_SCORE_INTRA_KCAL	0.899336	-
DOCK_SCORE_INTRA_KCAL	0.321752	-
DOCK_SCORE_INTRA_KCAL	0.660211	-
DOCK_SCORE_INTRA_KCAL	1.757352	-
DOCK_SCORE_INTRA_NORM	0.306570	-
DOCK_SCORE_INTRA_NORM	0.056129	-
DOCK_SCORE_INTRA_NORM	0.156889	-
DOCK_SCORE_INTRA_NORM	0.115174	-
DOCK_SCORE_KCAL	-5.417242	-
DOCK_SCORE_KCAL	-4.757406	-
DOCK_SCORE_KCAL	-4.945832	-
DOCK_SCORE_KCAL	-6.387124	-
DOCK_SCORE_NORM	-1.114230	-
DOCK_SCORE_NORM	-0.862802	-
DOCK_SCORE_NORM	-0.945037	-
DOCK_SCORE_NORM	-0.829930	-
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	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C13H12ClN3O5S2	-
DOCK_SOURCE_FORMULA	C13H12ClN3O5S2	-
DOCK_SOURCE_FORMULA	C13H12ClN3O5S2	-
DOCK_SOURCE_FORMULA	C13H12ClN3O5S2	-
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	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_LOGP	0.887100	-
DOCK_SOURCE_LOGP	0.887100	-
DOCK_SOURCE_LOGP	0.887100	-
DOCK_SOURCE_LOGP	0.887100	-
DOCK_SOURCE_MW	389.842000	-
DOCK_SOURCE_MW	389.842000	-
DOCK_SOURCE_MW	389.842000	-
DOCK_SOURCE_MW	389.842000	-
DOCK_SOURCE_NAME	Z31413736	-
DOCK_SOURCE_NAME	Z31413736	-
DOCK_SOURCE_NAME	Z31413736	-
DOCK_SOURCE_NAME	Z31413736	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	149.420000	-
DOCK_SOURCE_TPSA	149.420000	-
DOCK_SOURCE_TPSA	149.420000	-
DOCK_SOURCE_TPSA	149.420000	-
DOCK_STRAIN_DELTA	25.058002	-
DOCK_STRAIN_DELTA	35.847767	-
DOCK_STRAIN_DELTA	30.825806	-
DOCK_STRAIN_DELTA	25.012479	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T17	-
DOCK_TARGET	T22	-
DOCK_TARGET	T16	-
DOCK_TARGET	T10	-
EXACT_MASS	388.990690164	Da
FORMULA	C13H12ClN3O5S2	-
HBA	5	-
HBD	3	-
LOGP	0.8871	-
MOL_WEIGHT	389.8420000000001	g/mol
QED_SCORE	0.7090443351061736	-
ROTATABLE_BONDS	4	-
TPSA	149.42000000000002	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
T22	T22	selection_import_t22	1 native pose available	3.7354699627388626	-26.7416	18	0.86	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.025960175151159	-19.9183	15	0.88	-	Best pose
T17	T17	selection_import_t17	1 native pose available	4.400529884772353	-20.7072	7	0.58	-	Best pose
T16	T16	selection_import_t16	1 native pose available	4.415742123828827	-22.6809	5	0.42	-	Best 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
593	3.7354699627388626	-1.4208	-26.7416	11	21	18	0.86	0.40	0.45	0.55	-	no	geometry warning; 9 clashes; 2 protein clashes; high strain Δ 30.8	Open pose

T10 — T10 1 poses · report selection_import_t10

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
580	4.025960175151159	-0.986819	-19.9183	14	16	15	0.88	0.54	0.64	0.73	-	no	geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 25.1	Open pose

T17 — T17 1 poses · report selection_import_t17

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
597	4.400529884772353	-0.977976	-20.7072	7	17	7	0.58	0.00	0.00	0.00	-	no	geometry warning; 8 clashes; 3 protein clashes; high strain Δ 35.8	Open pose

T16 — T16 1 poses · report selection_import_t16

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
589	4.415742123828827	-1.00117	-22.6809	7	13	5	0.42	-	-	-	-	no	geometry warning; 10 clashes; 3 protein clashes; moderate strain Δ 25.0	Open pose

Loading PharmaFP-250 analysis…

Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.

Loading…

Edit compound

Z31413736

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