Compound detail

SMILES: O=C(CSc1ncnc2c1cnn2-c1ccccc1)N[C@H]1CCS(=O)(=O)C1

Formula: C17H17N5O3S2 | MW: 403.4890000000002

LogP: 1.2108999999999999 | TPSA: 106.84

HBA/HBD: 7/1 | RotB: 5

InChIKey: LAPCXENJAVMUJE-LBPRGKRZSA-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

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfone Sulfide

Ring system

Benzene Pyrimidine Thiolane

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.912628	-
DOCK_BASE_INTER_RANK	-0.859465	-
DOCK_BASE_INTER_RANK	-1.186780	-
DOCK_BASE_INTER_RANK	-0.914349	-
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	7.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	0.233758	-
DOCK_FINAL_RANK	3.061860	-
DOCK_FINAL_RANK	0.198874	-
DOCK_FINAL_RANK	3.390237	-
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:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:MET75	1	-
DOCK_IFP::B:SER43	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	1	-
DOCK_IFP::C:ALA363	1	-
DOCK_IFP::C:ALA365	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLY56	1	-
DOCK_IFP::C:ILE199	1	-
DOCK_IFP::C:LEU334	1	-
DOCK_IFP::C:LYS60	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PHE182	1	-
DOCK_IFP::C:PHE203	1	-
DOCK_IFP::C:PHE367	1	-
DOCK_IFP::C:PRO336	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:VAL55	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	0.748470	-
DOCK_MAX_CLASH_OVERLAP	0.701287	-
DOCK_MAX_CLASH_OVERLAP	0.701309	-
DOCK_MAX_CLASH_OVERLAP	0.701336	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.198878	-
DOCK_PRE_RANK	3.031162	-
DOCK_PRE_RANK	0.170313	-
DOCK_PRE_RANK	3.351345	-
DOCK_PRIMARY_POSE_ID	2432	-
DOCK_PRIMARY_POSE_ID	11949	-
DOCK_PRIMARY_POSE_ID	12564	-
DOCK_PRIMARY_POSE_ID	13978	-
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_t18	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_RESIDUE_CONTACTS	C:ALA363;C:ALA365;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:SER43;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1	-
DOCK_SCAFFOLD	O=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1	-
DOCK_SCAFFOLD	O=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1	-
DOCK_SCAFFOLD	O=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1	-
DOCK_SCORE	-27.529000	-
DOCK_SCORE	-25.546400	-
DOCK_SCORE	-33.719600	-
DOCK_SCORE	-25.634300	-
DOCK_SCORE_INTER	-24.640900	-
DOCK_SCORE_INTER	-23.205500	-
DOCK_SCORE_INTER	-32.043100	-
DOCK_SCORE_INTER	-24.687400	-
DOCK_SCORE_INTER_KCAL	-5.885380	-
DOCK_SCORE_INTER_KCAL	-5.542541	-
DOCK_SCORE_INTER_KCAL	-7.653366	-
DOCK_SCORE_INTER_KCAL	-5.896487	-
DOCK_SCORE_INTER_NORM	-0.912628	-
DOCK_SCORE_INTER_NORM	-0.859465	-
DOCK_SCORE_INTER_NORM	-1.186780	-
DOCK_SCORE_INTER_NORM	-0.914349	-
DOCK_SCORE_INTRA	-2.888030	-
DOCK_SCORE_INTRA	-2.340880	-
DOCK_SCORE_INTRA	-1.676500	-
DOCK_SCORE_INTRA	-0.946830	-
DOCK_SCORE_INTRA_KCAL	-0.689794	-
DOCK_SCORE_INTRA_KCAL	-0.559110	-
DOCK_SCORE_INTRA_KCAL	-0.400425	-
DOCK_SCORE_INTRA_KCAL	-0.226147	-
DOCK_SCORE_INTRA_NORM	-0.106964	-
DOCK_SCORE_INTRA_NORM	-0.086699	-
DOCK_SCORE_INTRA_NORM	-0.062093	-
DOCK_SCORE_INTRA_NORM	-0.035068	-
DOCK_SCORE_KCAL	-6.575192	-
DOCK_SCORE_KCAL	-6.101655	-
DOCK_SCORE_KCAL	-8.053792	-
DOCK_SCORE_KCAL	-6.122650	-
DOCK_SCORE_NORM	-1.019590	-
DOCK_SCORE_NORM	-0.946164	-
DOCK_SCORE_NORM	-1.248880	-
DOCK_SCORE_NORM	-0.949417	-
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	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C17H17N5O3S2	-
DOCK_SOURCE_FORMULA	C17H17N5O3S2	-
DOCK_SOURCE_FORMULA	C17H17N5O3S2	-
DOCK_SOURCE_FORMULA	C17H17N5O3S2	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_LOGP	1.210900	-
DOCK_SOURCE_LOGP	1.210900	-
DOCK_SOURCE_LOGP	1.210900	-
DOCK_SOURCE_LOGP	1.210900	-
DOCK_SOURCE_MW	403.489000	-
DOCK_SOURCE_MW	403.489000	-
DOCK_SOURCE_MW	403.489000	-
DOCK_SOURCE_MW	403.489000	-
DOCK_SOURCE_NAME	Z16382127	-
DOCK_SOURCE_NAME	Z16382127	-
DOCK_SOURCE_NAME	Z16382127	-
DOCK_SOURCE_NAME	Z16382127	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	106.840000	-
DOCK_SOURCE_TPSA	106.840000	-
DOCK_SOURCE_TPSA	106.840000	-
DOCK_SOURCE_TPSA	106.840000	-
DOCK_STRAIN_DELTA	26.627151	-
DOCK_STRAIN_DELTA	24.008537	-
DOCK_STRAIN_DELTA	22.578978	-
DOCK_STRAIN_DELTA	28.960326	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T04	-
DOCK_TARGET	T18	-
DOCK_TARGET	T19	-
DOCK_TARGET	T21	-
EXACT_MASS	403.077281404	Da
FORMULA	C17H17N5O3S2	-
HBA	7	-
HBD	1	-
LOGP	1.2108999999999999	-
MOL_WEIGHT	403.4890000000002	g/mol
QED_SCORE	0.5039572985581917	-
ROTATABLE_BONDS	5	-
TPSA	106.84	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
T19	T19	selection_import_t19	1 native pose available	0.1988742719667984	-33.7196	7	0.26	-	Best pose
T04	T04	selection_import_t04	1 native pose available	0.23375762726242863	-27.529	12	0.63	-	Best pose
T18	T18	selection_import_t18	1 native pose available	3.0618602390259397	-25.5464	8	0.62	-	Best pose
T21	T21	selection_import_t21	1 native pose available	3.390237161599061	-25.6343	13	0.93	-	Best pose

T19 — T19 1 poses · report selection_import_t19

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
363	0.1988742719667984	-1.18678	-33.7196	6	17	7	0.26	0.17	0.40	0.25	-	no	geometry warning; 8 clashes; 2 protein contact clashes; 1 severe cofactor-context clash; moderate strain Δ 22.6	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
399	0.23375762726242863	-0.912628	-27.529	0	12	12	0.63	0.00	0.00	0.00	-	no	geometry warning; 8 clashes; 1 protein contact clash; 3 cofactor-context clashes; moderate strain Δ 26.6	Open pose

T18 — T18 1 poses · report selection_import_t18

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
428	3.0618602390259397	-0.859465	-25.5464	4	13	8	0.62	-	-	-	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 24.0	Open pose

T21 — T21 1 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
420	3.390237161599061	-0.914349	-25.6343	14	16	13	0.93	0.83	0.78	0.88	-	no	geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 29.0	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

Z16382127

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