Compound detail

SMILES: Cc1cccc(-n2c(SCc3cc(=O)n4ccsc4n3)nc3ccccc32)c1

Formula: C21H16N4OS2 | MW: 404.5200000000001

LogP: 4.6956200000000035 | TPSA: 52.19

HBA/HBD: 5/- | RotB: 4

InChIKey: VMCWRPDYMGLLED-UHFFFAOYSA-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 H-bond acceptor N ×4 H-bond acceptor O Gatekeeper aromatic ×2

Functional group

Sulfide

Ring system

Benzene ×2 Pyrimidine Thiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.976241	-
DOCK_BASE_INTER_RANK	-1.028120	-
DOCK_BASE_INTER_RANK	-0.978423	-
DOCK_BASE_INTER_RANK	-0.740365	-
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	11.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	1.685431	-
DOCK_FINAL_RANK	1.786752	-
DOCK_FINAL_RANK	0.848924	-
DOCK_FINAL_RANK	1.097770	-
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:ALA32	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL237	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER44	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B: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	0.691593	-
DOCK_MAX_CLASH_OVERLAP	0.691576	-
DOCK_MAX_CLASH_OVERLAP	0.691640	-
DOCK_MAX_CLASH_OVERLAP	0.691585	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.661417	-
DOCK_PRE_RANK	1.769262	-
DOCK_PRE_RANK	0.831077	-
DOCK_PRE_RANK	1.084165	-
DOCK_PRIMARY_POSE_ID	1841	-
DOCK_PRIMARY_POSE_ID	2493	-
DOCK_PRIMARY_POSE_ID	5884	-
DOCK_PRIMARY_POSE_ID	12007	-
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_t04	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:SER86;A:THR83;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR194;A:VAL237	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:PRO88;B:SER44;B:THR180;B:TRP47;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	O=c1cc(CSc2nc3ccccc3n2-c2ccccc2)nc2sccn12	-
DOCK_SCAFFOLD	O=c1cc(CSc2nc3ccccc3n2-c2ccccc2)nc2sccn12	-
DOCK_SCAFFOLD	O=c1cc(CSc2nc3ccccc3n2-c2ccccc2)nc2sccn12	-
DOCK_SCAFFOLD	O=c1cc(CSc2nc3ccccc3n2-c2ccccc2)nc2sccn12	-
DOCK_SCORE	-23.783100	-
DOCK_SCORE	-29.179800	-
DOCK_SCORE	-25.352200	-
DOCK_SCORE	-20.286800	-
DOCK_SCORE_INTER	-27.334700	-
DOCK_SCORE_INTER	-28.787500	-
DOCK_SCORE_INTER	-27.395900	-
DOCK_SCORE_INTER	-20.730200	-
DOCK_SCORE_INTER_KCAL	-6.528784	-
DOCK_SCORE_INTER_KCAL	-6.875779	-
DOCK_SCORE_INTER_KCAL	-6.543401	-
DOCK_SCORE_INTER_KCAL	-4.951325	-
DOCK_SCORE_INTER_NORM	-0.976241	-
DOCK_SCORE_INTER_NORM	-1.028120	-
DOCK_SCORE_INTER_NORM	-0.978423	-
DOCK_SCORE_INTER_NORM	-0.740365	-
DOCK_SCORE_INTRA	3.551600	-
DOCK_SCORE_INTRA	-0.392332	-
DOCK_SCORE_INTRA	2.043690	-
DOCK_SCORE_INTRA	0.443415	-
DOCK_SCORE_INTRA_KCAL	0.848285	-
DOCK_SCORE_INTRA_KCAL	-0.093707	-
DOCK_SCORE_INTRA_KCAL	0.488127	-
DOCK_SCORE_INTRA_KCAL	0.105908	-
DOCK_SCORE_INTRA_NORM	0.126843	-
DOCK_SCORE_INTRA_NORM	-0.014012	-
DOCK_SCORE_INTRA_NORM	0.072989	-
DOCK_SCORE_INTRA_NORM	0.015836	-
DOCK_SCORE_KCAL	-5.680498	-
DOCK_SCORE_KCAL	-6.969479	-
DOCK_SCORE_KCAL	-6.055272	-
DOCK_SCORE_KCAL	-4.845421	-
DOCK_SCORE_NORM	-0.849398	-
DOCK_SCORE_NORM	-1.042140	-
DOCK_SCORE_NORM	-0.905434	-
DOCK_SCORE_NORM	-0.724529	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H16N4OS2	-
DOCK_SOURCE_FORMULA	C21H16N4OS2	-
DOCK_SOURCE_FORMULA	C21H16N4OS2	-
DOCK_SOURCE_FORMULA	C21H16N4OS2	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_LOGP	4.695620	-
DOCK_SOURCE_LOGP	4.695620	-
DOCK_SOURCE_LOGP	4.695620	-
DOCK_SOURCE_LOGP	4.695620	-
DOCK_SOURCE_MW	404.520000	-
DOCK_SOURCE_MW	404.520000	-
DOCK_SOURCE_MW	404.520000	-
DOCK_SOURCE_MW	404.520000	-
DOCK_SOURCE_NAME	Z19574387	-
DOCK_SOURCE_NAME	Z19574387	-
DOCK_SOURCE_NAME	Z19574387	-
DOCK_SOURCE_NAME	Z19574387	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	52.190000	-
DOCK_SOURCE_TPSA	52.190000	-
DOCK_SOURCE_TPSA	52.190000	-
DOCK_SOURCE_TPSA	52.190000	-
DOCK_STRAIN_DELTA	19.268924	-
DOCK_STRAIN_DELTA	13.590600	-
DOCK_STRAIN_DELTA	13.940689	-
DOCK_STRAIN_DELTA	9.349938	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T04	-
DOCK_TARGET	T09	-
DOCK_TARGET	T18	-
EXACT_MASS	404.0765531320001	Da
FORMULA	C21H16N4OS2	-
HBA	5	-
HBD	0	-
LOGP	4.6956200000000035	-
MOL_WEIGHT	404.5200000000001	g/mol
QED_SCORE	0.4076959806354206	-
ROTATABLE_BONDS	4	-
TPSA	52.19	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
T09	T09	selection_import_t09	1 native pose available	0.8489241872227574	-25.3522	11	0.52	-	Best pose
T18	T18	selection_import_t18	1 native pose available	1.0977699429405925	-20.2868	7	0.54	-	Best pose
T03	T03	selection_import_t03	1 native pose available	1.6854314118665614	-23.7831	16	0.80	-	Best pose
T04	T04	selection_import_t04	1 native pose available	1.7867521979742442	-29.1798	10	0.53	-	Best pose

T09 — T09 1 poses · report selection_import_t09

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
466	0.8489241872227574	-0.978423	-25.3522	3	16	11	0.52	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 3 protein contact clashes	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
486	1.0977699429405925	-0.740365	-20.2868	3	12	7	0.54	-	-	-	-	no	geometry warning; 11 clashes; 4 protein contact clashes	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
486	1.6854314118665614	-0.976241	-23.7831	2	16	16	0.80	0.29	0.20	0.20	-	no	geometry warning; 11 clashes; 1 protein clash	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
460	1.7867521979742442	-1.02812	-29.1798	1	11	10	0.53	0.17	0.20	0.20	-	no	geometry warning; 11 clashes; 1 protein clash	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

Z19574387

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