Compound detail

SMILES: CN(C)c1ccc(/C=C2/SC(=O)N(CCc3nnc(N)s3)C2=O)cc1

Formula: C16H17N5O2S2 | MW: 375.4790000000001

LogP: 2.4653 | TPSA: 92.41999999999999

HBA/HBD: 8/1 | RotB: 5

InChIKey: WQLVRNOGRGIKAA-FMIVXFBMSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

Acrylamide Michael acceptor Chalcone N-Methyl amide ×4 H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic Ionizable base Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide ×2 Primary amine Tertiary amine ×2 Lactam ×2 Imide Sulfide Enone Thioester Alkene

Ring system

Benzene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.083640	-
DOCK_BASE_INTER_RANK	-1.184170	-
DOCK_BASE_INTER_RANK	-0.976606	-
DOCK_BASE_INTER_RANK	-1.249520	-
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	5.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CLASH_COUNT	4.000000	-
DOCK_CLASH_COUNT	4.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	2.794386	-
DOCK_FINAL_RANK	0.917677	-
DOCK_FINAL_RANK	2.127938	-
DOCK_FINAL_RANK	2.819960	-
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:ALA24	1	-
DOCK_IFP::A:ALA30	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA48	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN125	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY216	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY39	1	-
DOCK_IFP::A:GLY41	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU31	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU51	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO115	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER218	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER44	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR217	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL87	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	0.620374	-
DOCK_MAX_CLASH_OVERLAP	0.646096	-
DOCK_MAX_CLASH_OVERLAP	0.620402	-
DOCK_MAX_CLASH_OVERLAP	0.620480	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.771423	-
DOCK_PRE_RANK	0.875451	-
DOCK_PRE_RANK	2.102128	-
DOCK_PRE_RANK	2.794015	-
DOCK_PRIMARY_POSE_ID	1977	-
DOCK_PRIMARY_POSE_ID	3322	-
DOCK_PRIMARY_POSE_ID	7410	-
DOCK_PRIMARY_POSE_ID	14882	-
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_t03	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:PHE56;A:PHE91;A:PRO88;A:SER44;A:SER86;A:TRP47;A:VAL49;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:TYR191;A:TYR194;A:VAL230	-
DOCK_RESIDUE_CONTACTS	A:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:GLY216;A:GLY39;A:GLY41;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:SER218;A:THR217;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA30;A:ALA40;A:ALA48;A:ASN41;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU31;A:LEU39;A:LEU51;A:LYS26;A:SER27;A:SER28;A:THR69	-
DOCK_SCAFFOLD	O=C1SC(=Cc2ccccc2)C(=O)N1CCc1nncs1	-
DOCK_SCAFFOLD	O=C1SC(=Cc2ccccc2)C(=O)N1CCc1nncs1	-
DOCK_SCAFFOLD	O=C1SC(=Cc2ccccc2)C(=O)N1CCc1nncs1	-
DOCK_SCAFFOLD	O=C1SC(=Cc2ccccc2)C(=O)N1CCc1nncs1	-
DOCK_SCORE	-28.577700	-
DOCK_SCORE	-33.317400	-
DOCK_SCORE	-22.100000	-
DOCK_SCORE	-31.572400	-
DOCK_SCORE_INTER	-27.091000	-
DOCK_SCORE_INTER	-29.604200	-
DOCK_SCORE_INTER	-24.415200	-
DOCK_SCORE_INTER	-31.237900	-
DOCK_SCORE_INTER_KCAL	-6.470577	-
DOCK_SCORE_INTER_KCAL	-7.070845	-
DOCK_SCORE_INTER_KCAL	-5.831473	-
DOCK_SCORE_INTER_KCAL	-7.461047	-
DOCK_SCORE_INTER_NORM	-1.083640	-
DOCK_SCORE_INTER_NORM	-1.184170	-
DOCK_SCORE_INTER_NORM	-0.976606	-
DOCK_SCORE_INTER_NORM	-1.249520	-
DOCK_SCORE_INTRA	-1.486700	-
DOCK_SCORE_INTRA	-3.713170	-
DOCK_SCORE_INTRA	1.668610	-
DOCK_SCORE_INTRA	-0.334520	-
DOCK_SCORE_INTRA_KCAL	-0.355092	-
DOCK_SCORE_INTRA_KCAL	-0.886876	-
DOCK_SCORE_INTRA_KCAL	0.398541	-
DOCK_SCORE_INTRA_KCAL	-0.079899	-
DOCK_SCORE_INTRA_NORM	-0.059468	-
DOCK_SCORE_INTRA_NORM	-0.148527	-
DOCK_SCORE_INTRA_NORM	0.066744	-
DOCK_SCORE_INTRA_NORM	-0.013381	-
DOCK_SCORE_KCAL	-6.825669	-
DOCK_SCORE_KCAL	-7.957728	-
DOCK_SCORE_KCAL	-5.278497	-
DOCK_SCORE_KCAL	-7.540941	-
DOCK_SCORE_NORM	-1.143110	-
DOCK_SCORE_NORM	-1.332690	-
DOCK_SCORE_NORM	-0.884002	-
DOCK_SCORE_NORM	-1.262900	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.646500	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.025860	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C16H17N5O2S2	-
DOCK_SOURCE_FORMULA	C16H17N5O2S2	-
DOCK_SOURCE_FORMULA	C16H17N5O2S2	-
DOCK_SOURCE_FORMULA	C16H17N5O2S2	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_LOGP	2.465300	-
DOCK_SOURCE_LOGP	2.465300	-
DOCK_SOURCE_LOGP	2.465300	-
DOCK_SOURCE_LOGP	2.465300	-
DOCK_SOURCE_MW	375.479000	-
DOCK_SOURCE_MW	375.479000	-
DOCK_SOURCE_MW	375.479000	-
DOCK_SOURCE_MW	375.479000	-
DOCK_SOURCE_NAME	Z56811592	-
DOCK_SOURCE_NAME	Z56811592	-
DOCK_SOURCE_NAME	Z56811592	-
DOCK_SOURCE_NAME	Z56811592	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	92.420000	-
DOCK_SOURCE_TPSA	92.420000	-
DOCK_SOURCE_TPSA	92.420000	-
DOCK_SOURCE_TPSA	92.420000	-
DOCK_STRAIN_DELTA	18.439981	-
DOCK_STRAIN_DELTA	30.791986	-
DOCK_STRAIN_DELTA	20.625090	-
DOCK_STRAIN_DELTA	20.724143	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T05	-
DOCK_TARGET	T11	-
DOCK_TARGET	T22	-
EXACT_MASS	375.082366784	Da
FORMULA	C16H17N5O2S2	-
HBA	8	-
HBD	1	-
LOGP	2.4653	-
MOL_WEIGHT	375.4790000000001	g/mol
QED_SCORE	0.8025633694515018	-
ROTATABLE_BONDS	5	-
TPSA	92.41999999999999	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
T05	T05	selection_import_t05	1 native pose available	0.91767736043541	-33.3174	13	0.76	-	Best pose
T11	T11	selection_import_t11	1 native pose available	2.1279379391094517	-22.1	12	0.67	-	Best pose
T03	T03	selection_import_t03	1 native pose available	2.794385520261892	-28.5777	11	0.55	-	Best pose
T22	T22	selection_import_t22	1 native pose available	2.81995954533236	-31.5724	11	0.52	-	Best pose

T05 — T05 1 poses · report selection_import_t05

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
612	0.91767736043541	-1.18417	-33.3174	6	13	13	0.76	0.57	0.50	0.60	-	no	geometry warning; 5 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 30.8	Open pose

T11 — T11 1 poses · report selection_import_t11

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
636	2.1279379391094517	-0.976606	-22.1	6	21	12	0.67	0.00	0.00	0.00	-	no	geometry warning; 4 clashes; 1 protein clash; moderate strain Δ 20.6	Open pose

T03 — T03 1 poses · report selection_import_t03

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
622	2.794385520261892	-1.08364	-28.5777	5	15	11	0.55	0.14	0.20	0.20	-	no	geometry warning; 5 clashes; 2 protein clashes	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
644	2.81995954533236	-1.24952	-31.5724	13	19	11	0.52	0.60	0.55	0.55	-	no	geometry warning; 4 clashes; 2 protein clashes; moderate strain Δ 20.7	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

Z56811592

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