Compound detail

SMILES: Cc1cccc(-n2c(SCC(=O)Nc3ncc(Cl)cc3Cl)nc3ccccc32)c1

Formula: C21H16Cl2N4OS | MW: 443.35900000000015

LogP: 5.7665200000000025 | TPSA: 59.81

HBA/HBD: 4/1 | RotB: 5

InChIKey: MMKPVKCGCNPSQC-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Chlorine ×2 Sulfide

Ring system

Benzene ×2 Pyridine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.907637	-
DOCK_BASE_INTER_RANK	-0.942434	-
DOCK_BASE_INTER_RANK	-1.147680	-
DOCK_BASE_INTER_RANK	-0.703539	-
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	11.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	23.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	0.285355	-
DOCK_FINAL_RANK	2.613248	-
DOCK_FINAL_RANK	2.942667	-
DOCK_FINAL_RANK	1.823080	-
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:ARG17	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL230	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:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::C:ALA363	1	-
DOCK_IFP::C:ALA365	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS52	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLU202	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:SER162	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	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	0.646917	-
DOCK_MAX_CLASH_OVERLAP	0.646856	-
DOCK_MAX_CLASH_OVERLAP	0.646834	-
DOCK_MAX_CLASH_OVERLAP	0.646824	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.257315	-
DOCK_PRE_RANK	2.573502	-
DOCK_PRE_RANK	2.909099	-
DOCK_PRE_RANK	1.806063	-
DOCK_PRIMARY_POSE_ID	2438	-
DOCK_PRIMARY_POSE_ID	5835	-
DOCK_PRIMARY_POSE_ID	12569	-
DOCK_PRIMARY_POSE_ID	13296	-
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_t09	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:PRO88;B:SER44;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49	-
DOCK_RESIDUE_CONTACTS	C:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER162;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:SER395;A:THR397;A:THR463	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2n1-c1ccccc1)Nc1ccccn1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2n1-c1ccccc1)Nc1ccccn1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2n1-c1ccccc1)Nc1ccccn1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2n1-c1ccccc1)Nc1ccccn1	-
DOCK_SCORE	-24.621400	-
DOCK_SCORE	-23.962700	-
DOCK_SCORE	-32.761900	-
DOCK_SCORE	-21.900200	-
DOCK_SCORE_INTER	-26.321500	-
DOCK_SCORE_INTER	-27.330600	-
DOCK_SCORE_INTER	-33.282800	-
DOCK_SCORE_INTER	-20.402600	-
DOCK_SCORE_INTER_KCAL	-6.286785	-
DOCK_SCORE_INTER_KCAL	-6.527804	-
DOCK_SCORE_INTER_KCAL	-7.949464	-
DOCK_SCORE_INTER_KCAL	-4.873079	-
DOCK_SCORE_INTER_NORM	-0.907637	-
DOCK_SCORE_INTER_NORM	-0.942434	-
DOCK_SCORE_INTER_NORM	-1.147680	-
DOCK_SCORE_INTER_NORM	-0.703539	-
DOCK_SCORE_INTRA	1.700120	-
DOCK_SCORE_INTRA	3.367940	-
DOCK_SCORE_INTRA	0.520903	-
DOCK_SCORE_INTRA	-1.497570	-
DOCK_SCORE_INTRA_KCAL	0.406067	-
DOCK_SCORE_INTRA_KCAL	0.804419	-
DOCK_SCORE_INTRA_KCAL	0.124416	-
DOCK_SCORE_INTRA_KCAL	-0.357689	-
DOCK_SCORE_INTRA_NORM	0.058625	-
DOCK_SCORE_INTRA_NORM	0.116136	-
DOCK_SCORE_INTRA_NORM	0.017962	-
DOCK_SCORE_INTRA_NORM	-0.051640	-
DOCK_SCORE_KCAL	-5.880723	-
DOCK_SCORE_KCAL	-5.723395	-
DOCK_SCORE_KCAL	-7.825049	-
DOCK_SCORE_KCAL	-5.230775	-
DOCK_SCORE_NORM	-0.849012	-
DOCK_SCORE_NORM	-0.826298	-
DOCK_SCORE_NORM	-1.129720	-
DOCK_SCORE_NORM	-0.755179	-
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	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H16Cl2N4OS	-
DOCK_SOURCE_FORMULA	C21H16Cl2N4OS	-
DOCK_SOURCE_FORMULA	C21H16Cl2N4OS	-
DOCK_SOURCE_FORMULA	C21H16Cl2N4OS	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	5.766520	-
DOCK_SOURCE_LOGP	5.766520	-
DOCK_SOURCE_LOGP	5.766520	-
DOCK_SOURCE_LOGP	5.766520	-
DOCK_SOURCE_MW	443.359000	-
DOCK_SOURCE_MW	443.359000	-
DOCK_SOURCE_MW	443.359000	-
DOCK_SOURCE_MW	443.359000	-
DOCK_SOURCE_NAME	Z19574276	-
DOCK_SOURCE_NAME	Z19574276	-
DOCK_SOURCE_NAME	Z19574276	-
DOCK_SOURCE_NAME	Z19574276	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	59.810000	-
DOCK_SOURCE_TPSA	59.810000	-
DOCK_SOURCE_TPSA	59.810000	-
DOCK_SOURCE_TPSA	59.810000	-
DOCK_STRAIN_DELTA	22.219303	-
DOCK_STRAIN_DELTA	29.437525	-
DOCK_STRAIN_DELTA	25.828528	-
DOCK_STRAIN_DELTA	13.118465	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T04	-
DOCK_TARGET	T09	-
DOCK_TARGET	T19	-
DOCK_TARGET	T20	-
EXACT_MASS	442.042187492	Da
FORMULA	C21H16Cl2N4OS	-
HBA	4	-
HBD	1	-
LOGP	5.7665200000000025	-
MOL_WEIGHT	443.35900000000015	g/mol
QED_SCORE	0.39828575109162223	-
ROTATABLE_BONDS	5	-
TPSA	59.81	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
T04	T04	selection_import_t04	1 native pose available	0.2853552136087226	-24.6214	14	0.74	-	Best pose
T20	T20	selection_import_t20	1 native pose available	1.8230804083906484	-21.9002	6	0.75	-	Best pose
T09	T09	selection_import_t09	1 native pose available	2.6132480506910896	-23.9627	11	0.52	-	Best pose
T19	T19	selection_import_t19	1 native pose available	2.9426670215919564	-32.7619	9	0.33	-	Best 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
405	0.2853552136087226	-0.907637	-24.6214	1	14	14	0.74	0.00	0.00	0.00	-	no	geometry warning; 9 clashes; 1 protein contact clash; 1 cofactor-context clash; moderate strain Δ 22.2	Open pose

T20 — T20 1 poses · report selection_import_t20

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
417	1.8230804083906484	-0.703539	-21.9002	7	11	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 7 protein contact clashes	Open 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
417	2.6132480506910896	-0.942434	-23.9627	5	16	11	0.52	0.00	0.17	0.17	-	no	geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 29.4	Open 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
368	2.9426670215919564	-1.14768	-32.7619	7	23	9	0.33	0.08	0.20	0.25	-	no	geometry warning; 10 clashes; 2 protein clashes; 3 cofactor-context clashes; moderate strain Δ 25.8	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

Z19574276

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