Compound detail

SMILES: Nc1nc(=S)[nH]c(O)c1NS(=O)(=O)c1cccc([N+](=O)O)c1

Formula: C10H10N5O5S2+ | MW: 344.3540000000001

LogP: 1.0273899999999998 | TPSA: 161.41

HBA/HBD: 7/5 | RotB: 4

InChIKey: ZDGNHQSUIZSERV-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

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

Functional group

Primary amine Phenol Sulfonamide

Ring system

Benzene Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.036370	-
DOCK_BASE_INTER_RANK	-1.132710	-
DOCK_BASE_INTER_RANK	-1.262010	-
DOCK_BASE_INTER_RANK	-1.373100	-
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	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	0.633711	-
DOCK_FINAL_RANK	5.108116	-
DOCK_FINAL_RANK	2.780199	-
DOCK_FINAL_RANK	3.853160	-
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:ALA24	1	-
DOCK_IFP::A:ALA34	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU43	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:GLY73	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE46	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NDP301	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:SER46	1	-
DOCK_IFP::A:THR184	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR57	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA67	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ASN208	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY66	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR69	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	0.611603	-
DOCK_MAX_CLASH_OVERLAP	0.614218	-
DOCK_MAX_CLASH_OVERLAP	0.611489	-
DOCK_MAX_CLASH_OVERLAP	0.614316	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.521852	-
DOCK_PRE_RANK	5.008863	-
DOCK_PRE_RANK	2.684281	-
DOCK_PRE_RANK	3.744948	-
DOCK_PRIMARY_POSE_ID	3662	-
DOCK_PRIMARY_POSE_ID	6325	-
DOCK_PRIMARY_POSE_ID	9885	-
DOCK_PRIMARY_POSE_ID	14498	-
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_t10	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:SER46;A:THR74	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA67;B:ALA90;B:ASN208;B:GLY214;B:GLY215;B:GLY66;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA70;A:ASN126;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LYS127;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=S(=O)(Nc1cnc(=S)[nH]c1)c1ccccc1	-
DOCK_SCAFFOLD	O=c1[nH]c(=S)[nH]cc1NS(=O)(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=S(=O)(Nc1cnc(=S)[nH]c1)c1ccccc1	-
DOCK_SCAFFOLD	O=c1[nH]c(=S)[nH]cc1NS(=O)(=O)c1ccccc1	-
DOCK_SCORE	-21.436700	-
DOCK_SCORE	-24.228200	-
DOCK_SCORE	-27.945800	-
DOCK_SCORE	-29.360800	-
DOCK_SCORE_INTER	-22.800100	-
DOCK_SCORE_INTER	-24.919600	-
DOCK_SCORE_INTER	-27.764200	-
DOCK_SCORE_INTER	-30.208300	-
DOCK_SCORE_INTER_KCAL	-5.445713	-
DOCK_SCORE_INTER_KCAL	-5.951947	-
DOCK_SCORE_INTER_KCAL	-6.631368	-
DOCK_SCORE_INTER_KCAL	-7.215132	-
DOCK_SCORE_INTER_NORM	-1.036370	-
DOCK_SCORE_INTER_NORM	-1.132710	-
DOCK_SCORE_INTER_NORM	-1.262010	-
DOCK_SCORE_INTER_NORM	-1.373100	-
DOCK_SCORE_INTRA	1.363410	-
DOCK_SCORE_INTRA	0.691412	-
DOCK_SCORE_INTRA	-0.181600	-
DOCK_SCORE_INTRA	0.847491	-
DOCK_SCORE_INTRA_KCAL	0.325645	-
DOCK_SCORE_INTRA_KCAL	0.165141	-
DOCK_SCORE_INTRA_KCAL	-0.043374	-
DOCK_SCORE_INTRA_KCAL	0.202420	-
DOCK_SCORE_INTRA_NORM	0.061973	-
DOCK_SCORE_INTRA_NORM	0.031428	-
DOCK_SCORE_INTRA_NORM	-0.008255	-
DOCK_SCORE_INTRA_NORM	0.038522	-
DOCK_SCORE_KCAL	-5.120070	-
DOCK_SCORE_KCAL	-5.786809	-
DOCK_SCORE_KCAL	-6.674743	-
DOCK_SCORE_KCAL	-7.012710	-
DOCK_SCORE_NORM	-0.974394	-
DOCK_SCORE_NORM	-1.101280	-
DOCK_SCORE_NORM	-1.270260	-
DOCK_SCORE_NORM	-1.334580	-
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	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_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	C10H10N5O5S2+	-
DOCK_SOURCE_FORMULA	C10H10N5O5S2+	-
DOCK_SOURCE_FORMULA	C10H10N5O5S2+	-
DOCK_SOURCE_FORMULA	C10H10N5O5S2+	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HEAVY_ATOMS	22.000000	-
DOCK_SOURCE_HEAVY_ATOMS	22.000000	-
DOCK_SOURCE_HEAVY_ATOMS	22.000000	-
DOCK_SOURCE_HEAVY_ATOMS	22.000000	-
DOCK_SOURCE_LOGP	1.027390	-
DOCK_SOURCE_LOGP	0.615090	-
DOCK_SOURCE_LOGP	1.027390	-
DOCK_SOURCE_LOGP	0.615090	-
DOCK_SOURCE_MW	344.354000	-
DOCK_SOURCE_MW	344.354000	-
DOCK_SOURCE_MW	344.354000	-
DOCK_SOURCE_MW	344.354000	-
DOCK_SOURCE_NAME	NMT-TY0408	-
DOCK_SOURCE_NAME	NMT-TY0408	-
DOCK_SOURCE_NAME	NMT-TY0408	-
DOCK_SOURCE_NAME	NMT-TY0408	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	161.410000	-
DOCK_SOURCE_TPSA	161.150000	-
DOCK_SOURCE_TPSA	161.410000	-
DOCK_SOURCE_TPSA	161.150000	-
DOCK_STRAIN_DELTA	60.269126	-
DOCK_STRAIN_DELTA	55.515873	-
DOCK_STRAIN_DELTA	54.237125	-
DOCK_STRAIN_DELTA	58.905552	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T06	-
DOCK_TARGET	T10	-
DOCK_TARGET	T15	-
DOCK_TARGET	T22	-
EXACT_MASS	344.01178684009	Da
FORMULA	C10H10N5O5S2+	-
HBA	7	-
HBD	5	-
LOGP	1.0273899999999998	-
MOL_WEIGHT	344.3540000000001	g/mol
QED_SCORE	0.40553472244562966	-
ROTATABLE_BONDS	4	-
TPSA	161.41	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	0.6337108471678923	-21.4367	16	0.76	-	Best pose
T15	T15	selection_import_t15	1 native pose available	2.7801992677492993	-27.9458	10	0.77	-	Best pose
T22	T22	selection_import_t22	1 native pose available	3.8531601189693134	-29.3608	11	0.52	-	Best pose
T10	T10	selection_import_t10	1 native pose available	5.1081159778062455	-24.2282	12	0.71	-	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
276	0.6337108471678923	-1.03637	-21.4367	7	16	16	0.76	0.20	0.25	0.75	-	no	geometry warning; 8 clashes; 4 protein contact clashes; high strain Δ 60.3	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
399	2.7801992677492993	-1.26201	-27.9458	12	16	10	0.77	-	-	-	-	no	geometry warning; 8 clashes; 2 protein clashes; high strain Δ 54.2	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
260	3.8531601189693134	-1.3731	-29.3608	16	19	11	0.52	0.47	0.45	0.45	-	no	geometry warning; 10 clashes; 2 protein clashes; high strain Δ 58.9	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
229	5.1081159778062455	-1.13271	-24.2282	16	13	12	0.71	0.38	0.45	0.55	-	no	geometry warning; 8 clashes; 3 protein clashes; high strain Δ 55.5	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

NMT-TY0408

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