Compound detail

SMILES: C/C(N)=C(\C#N)C(=O)CSc1nc2scc(-c3ccccc3)c2c(=O)n1C

Formula: C19H16N4O2S2 | MW: 396.4970000000001

LogP: 3.079480000000001 | TPSA: 101.77000000000001

HBA/HBD: 7/1 | RotB: 5

InChIKey: TWNWSFGZBMCDOH-QBFSEMIESA-N

Recognized patterns

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

Highlighted: 1 pattern Michael acceptor Clear highlight

Bio motif

Michael acceptor ATP mimic pyrimidine Aza-Michael acceptor H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic Ionizable base Michael acceptor (extended)

Functional group

Carbonyl Ketone Primary amine Nitrile Sulfide Enone Alkene

Ring system

Benzene Pyrimidine Thiophene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.083930	-
DOCK_BASE_INTER_RANK	-1.221740	-
DOCK_BASE_INTER_RANK	-0.888421	-
DOCK_BASE_INTER_RANK	-1.156880	-
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	11.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	2.494707	-
DOCK_FINAL_RANK	1.672453	-
DOCK_FINAL_RANK	1.023032	-
DOCK_FINAL_RANK	2.163632	-
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:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN125	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU95	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE224	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL230	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	0.706614	-
DOCK_MAX_CLASH_OVERLAP	0.658566	-
DOCK_MAX_CLASH_OVERLAP	0.658537	-
DOCK_MAX_CLASH_OVERLAP	0.658542	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.472236	-
DOCK_PRE_RANK	1.651352	-
DOCK_PRE_RANK	1.002008	-
DOCK_PRE_RANK	2.143605	-
DOCK_PRIMARY_POSE_ID	3200	-
DOCK_PRIMARY_POSE_ID	5248	-
DOCK_PRIMARY_POSE_ID	7289	-
DOCK_PRIMARY_POSE_ID	14751	-
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_t05	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLY225;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:SER227;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE224;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ASN126;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=c1[nH]cnc2scc(-c3ccccc3)c12	-
DOCK_SCAFFOLD	O=c1[nH]cnc2scc(-c3ccccc3)c12	-
DOCK_SCAFFOLD	O=c1[nH]cnc2scc(-c3ccccc3)c12	-
DOCK_SCAFFOLD	O=c1[nH]cnc2scc(-c3ccccc3)c12	-
DOCK_SCORE	-29.511600	-
DOCK_SCORE	-32.145300	-
DOCK_SCORE	-24.914800	-
DOCK_SCORE	-32.134400	-
DOCK_SCORE_INTER	-29.266100	-
DOCK_SCORE_INTER	-32.987000	-
DOCK_SCORE_INTER	-23.987400	-
DOCK_SCORE_INTER	-31.235700	-
DOCK_SCORE_INTER_KCAL	-6.990091	-
DOCK_SCORE_INTER_KCAL	-7.878813	-
DOCK_SCORE_INTER_KCAL	-5.729295	-
DOCK_SCORE_INTER_KCAL	-7.460522	-
DOCK_SCORE_INTER_NORM	-1.083930	-
DOCK_SCORE_INTER_NORM	-1.221740	-
DOCK_SCORE_INTER_NORM	-0.888421	-
DOCK_SCORE_INTER_NORM	-1.156880	-
DOCK_SCORE_INTRA	-0.245491	-
DOCK_SCORE_INTRA	0.841750	-
DOCK_SCORE_INTRA	-0.927379	-
DOCK_SCORE_INTRA	-0.898786	-
DOCK_SCORE_INTRA_KCAL	-0.058635	-
DOCK_SCORE_INTRA_KCAL	0.201049	-
DOCK_SCORE_INTRA_KCAL	-0.221501	-
DOCK_SCORE_INTRA_KCAL	-0.214671	-
DOCK_SCORE_INTRA_NORM	-0.009092	-
DOCK_SCORE_INTRA_NORM	0.031176	-
DOCK_SCORE_INTRA_NORM	-0.034347	-
DOCK_SCORE_INTRA_NORM	-0.033288	-
DOCK_SCORE_KCAL	-7.048728	-
DOCK_SCORE_KCAL	-7.677776	-
DOCK_SCORE_KCAL	-5.950800	-
DOCK_SCORE_KCAL	-7.675173	-
DOCK_SCORE_NORM	-1.093020	-
DOCK_SCORE_NORM	-1.190570	-
DOCK_SCORE_NORM	-0.922769	-
DOCK_SCORE_NORM	-1.190160	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_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	C19H16N4O2S2	-
DOCK_SOURCE_FORMULA	C19H16N4O2S2	-
DOCK_SOURCE_FORMULA	C19H16N4O2S2	-
DOCK_SOURCE_FORMULA	C19H16N4O2S2	-
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	3.079480	-
DOCK_SOURCE_LOGP	3.079480	-
DOCK_SOURCE_LOGP	3.079480	-
DOCK_SOURCE_LOGP	3.079480	-
DOCK_SOURCE_MW	396.497000	-
DOCK_SOURCE_MW	396.497000	-
DOCK_SOURCE_MW	396.497000	-
DOCK_SOURCE_MW	396.497000	-
DOCK_SOURCE_NAME	Z24304592	-
DOCK_SOURCE_NAME	Z24304592	-
DOCK_SOURCE_NAME	Z24304592	-
DOCK_SOURCE_NAME	Z24304592	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	101.770000	-
DOCK_SOURCE_TPSA	101.770000	-
DOCK_SOURCE_TPSA	101.770000	-
DOCK_SOURCE_TPSA	101.770000	-
DOCK_STRAIN_DELTA	18.042823	-
DOCK_STRAIN_DELTA	16.900816	-
DOCK_STRAIN_DELTA	16.835448	-
DOCK_STRAIN_DELTA	15.964987	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T05	-
DOCK_TARGET	T08	-
DOCK_TARGET	T11	-
DOCK_TARGET	T22	-
EXACT_MASS	396.071467752	Da
FORMULA	C19H16N4O2S2	-
HBA	7	-
HBD	1	-
LOGP	3.079480000000001	-
MOL_WEIGHT	396.4970000000001	g/mol
QED_SCORE	0.3077198551082278	-
ROTATABLE_BONDS	5	-
TPSA	101.77000000000001	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
T11	T11	selection_import_t11	1 native pose available	1.0230320646141013	-24.9148	13	0.72	-	Best pose
T08	T08	selection_import_t08	1 native pose available	1.672453021099172	-32.1453	11	0.58	-	Best pose
T22	T22	selection_import_t22	1 native pose available	2.1636317836141687	-32.1344	15	0.71	-	Best pose
T05	T05	selection_import_t05	1 native pose available	2.4947067608162152	-29.5116	11	0.65	-	Best 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
515	1.0230320646141013	-0.888421	-24.9148	5	19	13	0.72	0.40	0.40	0.50	-	no	geometry warning; 10 clashes; 4 protein contact clashes	Open pose

T08 — T08 1 poses · report selection_import_t08

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
507	1.672453021099172	-1.22174	-32.1453	6	14	11	0.58	0.33	0.40	0.40	-	no	geometry warning; 10 clashes; 1 protein clash; 4 cofactor-context 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
513	2.1636317836141687	-1.15688	-32.1344	11	20	15	0.71	0.40	0.45	0.55	-	no	geometry warning; 11 clashes; 1 protein clash	Open 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
490	2.4947067608162152	-1.08393	-29.5116	6	14	11	0.65	0.43	0.67	0.80	-	no	geometry warning; 11 clashes; 1 protein clash; 4 cofactor-context clashes	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

Z24304592

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