Compound detail

SMILES: Nc1nc(N)c(NS(=O)(=O)c2ccc([N+](=O)O)cc2)c(O)n1

Formula: C10H11N6O5S+ | MW: 327.302

LogP: -0.05300000000000027 | TPSA: 184.53000000000003

HBA/HBD: 8/5 | RotB: 4

InChIKey: XWJLAVPCWMTSRK-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 ×2

Functional group

Primary amine ×2 Phenol Sulfonamide

Ring system

Benzene Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.301760	-
DOCK_BASE_INTER_RANK	-1.375500	-
DOCK_BASE_INTER_RANK	-1.026620	-
DOCK_BASE_INTER_RANK	-1.370660	-
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	6.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.577001	-
DOCK_FINAL_RANK	1.157175	-
DOCK_FINAL_RANK	3.091008	-
DOCK_FINAL_RANK	4.990395	-
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:ALA40	1	-
DOCK_IFP::A:ALA48	1	-
DOCK_IFP::A:ALA49	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG361	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:HIS359	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:ILE46	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LYS198	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR360	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::A:VAL381	1	-
DOCK_IFP::D:ARG287	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	0.684744	-
DOCK_MAX_CLASH_OVERLAP	0.655334	-
DOCK_MAX_CLASH_OVERLAP	0.660490	-
DOCK_MAX_CLASH_OVERLAP	0.660621	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.437259	-
DOCK_PRE_RANK	1.061677	-
DOCK_PRE_RANK	2.983591	-
DOCK_PRE_RANK	4.866001	-
DOCK_PRIMARY_POSE_ID	2338	-
DOCK_PRIMARY_POSE_ID	4351	-
DOCK_PRIMARY_POSE_ID	11168	-
DOCK_PRIMARY_POSE_ID	14508	-
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_t04	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:NDP302;A:PHE113;A:SER111;A:SER227;A:TYR194;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG361;A:CYS375;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL381	-
DOCK_RESIDUE_CONTACTS	A:ALA40;A:ALA48;A:ALA49;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LEU39;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=S(=O)(Nc1cncnc1)c1ccccc1	-
DOCK_SCAFFOLD	O=c1[nH]cncc1NS(=O)(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=c1[nH]cncc1NS(=O)(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=c1[nH]cncc1NS(=O)(=O)c1ccccc1	-
DOCK_SCORE	-27.274500	-
DOCK_SCORE	-27.616200	-
DOCK_SCORE	-21.580700	-
DOCK_SCORE	-23.344500	-
DOCK_SCORE_INTER	-28.638700	-
DOCK_SCORE_INTER	-30.261000	-
DOCK_SCORE_INTER	-22.585600	-
DOCK_SCORE_INTER	-30.154500	-
DOCK_SCORE_INTER_KCAL	-6.840239	-
DOCK_SCORE_INTER_KCAL	-7.227719	-
DOCK_SCORE_INTER_KCAL	-5.394480	-
DOCK_SCORE_INTER_KCAL	-7.202282	-
DOCK_SCORE_INTER_NORM	-1.301760	-
DOCK_SCORE_INTER_NORM	-1.375500	-
DOCK_SCORE_INTER_NORM	-1.026620	-
DOCK_SCORE_INTER_NORM	-1.370660	-
DOCK_SCORE_INTRA	1.364160	-
DOCK_SCORE_INTRA	2.644840	-
DOCK_SCORE_INTRA	1.004980	-
DOCK_SCORE_INTRA	6.810000	-
DOCK_SCORE_INTRA_KCAL	0.325824	-
DOCK_SCORE_INTRA_KCAL	0.631709	-
DOCK_SCORE_INTRA_KCAL	0.240035	-
DOCK_SCORE_INTRA_KCAL	1.626541	-
DOCK_SCORE_INTRA_NORM	0.062007	-
DOCK_SCORE_INTRA_NORM	0.120220	-
DOCK_SCORE_INTRA_NORM	0.045681	-
DOCK_SCORE_INTRA_NORM	0.309545	-
DOCK_SCORE_KCAL	-6.514405	-
DOCK_SCORE_KCAL	-6.596019	-
DOCK_SCORE_KCAL	-5.154464	-
DOCK_SCORE_KCAL	-5.575740	-
DOCK_SCORE_NORM	-1.239750	-
DOCK_SCORE_NORM	-1.255280	-
DOCK_SCORE_NORM	-0.980939	-
DOCK_SCORE_NORM	-1.061110	-
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	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C10H11N6O5S+	-
DOCK_SOURCE_FORMULA	C10H11N6O5S+	-
DOCK_SOURCE_FORMULA	C10H11N6O5S+	-
DOCK_SOURCE_FORMULA	C10H11N6O5S+	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
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	-0.053000	-
DOCK_SOURCE_LOGP	-0.465300	-
DOCK_SOURCE_LOGP	-0.465300	-
DOCK_SOURCE_LOGP	-0.465300	-
DOCK_SOURCE_MW	327.302000	-
DOCK_SOURCE_MW	327.302000	-
DOCK_SOURCE_MW	327.302000	-
DOCK_SOURCE_MW	327.302000	-
DOCK_SOURCE_NAME	NMT-TY0540	-
DOCK_SOURCE_NAME	NMT-TY0540	-
DOCK_SOURCE_NAME	NMT-TY0540	-
DOCK_SOURCE_NAME	NMT-TY0540	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	184.530000	-
DOCK_SOURCE_TPSA	184.270000	-
DOCK_SOURCE_TPSA	184.270000	-
DOCK_SOURCE_TPSA	184.270000	-
DOCK_STRAIN_DELTA	70.477318	-
DOCK_STRAIN_DELTA	54.075127	-
DOCK_STRAIN_DELTA	58.607141	-
DOCK_STRAIN_DELTA	64.899027	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T04	-
DOCK_TARGET	T07	-
DOCK_TARGET	T17	-
DOCK_TARGET	T22	-
EXACT_MASS	327.0506148720901	Da
FORMULA	C10H11N6O5S+	-
HBA	8	-
HBD	5	-
LOGP	-0.05300000000000027	-
MOL_WEIGHT	327.302	g/mol
QED_SCORE	0.4797799441537174	-
ROTATABLE_BONDS	4	-
TPSA	184.53000000000003	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
T07	T07	selection_import_t07	1 native pose available	1.1571751424827008	-27.6162	14	0.74	-	Best pose
T04	T04	selection_import_t04	1 native pose available	1.577000698960256	-27.2745	13	0.68	-	Best pose
T17	T17	selection_import_t17	1 native pose available	3.0910079222775204	-21.5807	6	0.50	-	Best pose
T22	T22	selection_import_t22	1 native pose available	4.990395233226292	-23.3445	11	0.52	-	Best pose

T07 — T07 1 poses · report selection_import_t07

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
288	1.1571751424827008	-1.3755	-27.6162	12	17	14	0.74	0.83	0.80	0.80	-	no	geometry warning; 8 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 54.1	Open pose

T04 — T04 1 poses · report selection_import_t04

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
305	1.577000698960256	-1.30176	-27.2745	8	13	13	0.68	0.83	0.80	0.80	-	no	geometry warning; 9 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 70.5	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
325	3.0910079222775204	-1.02662	-21.5807	12	16	6	0.50	0.00	0.00	0.00	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 58.6	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
270	4.990395233226292	-1.37066	-23.3445	16	21	11	0.52	0.27	0.27	0.27	-	no	geometry warning; 6 clashes; 3 protein clashes; high strain Δ 64.9	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-TY0540

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