Compound detail

SMILES: Cc1ccc(CN2C[C@H](/C(O)=N/c3nnc(SCc4c(Cl)cccc4Cl)s3)CC2=O)cc1

Formula: C22H20Cl2N4O2S2 | MW: 507.46800000000025

LogP: 6.082320000000003 | TPSA: 78.68

HBA/HBD: 6/1 | RotB: 7

InChIKey: ZQEHNVOWJYUAQY-OAHLLOKOSA-N

Recognized patterns

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

Highlighted: 1 pattern Imine Clear highlight

Bio motif

N-Methyl amide ×2 H-bond acceptor N ×4 H-bond acceptor O H-bond donor Gatekeeper aromatic ×2 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Chlorine ×2 Sulfide Imine

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.877524	-
DOCK_BASE_INTER_RANK	-0.741272	-
DOCK_BASE_INTER_RANK	-0.811457	-
DOCK_BASE_INTER_RANK	-0.870253	-
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	12.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	3.208810	-
DOCK_FINAL_RANK	4.068532	-
DOCK_FINAL_RANK	2.449060	-
DOCK_FINAL_RANK	4.784512	-
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:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP139	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN220	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO70	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR71	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ARG97	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:LYS95	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	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	0.637084	-
DOCK_MAX_CLASH_OVERLAP	0.641334	-
DOCK_MAX_CLASH_OVERLAP	0.647913	-
DOCK_MAX_CLASH_OVERLAP	0.638502	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.147184	-
DOCK_PRE_RANK	4.039027	-
DOCK_PRE_RANK	2.428620	-
DOCK_PRE_RANK	4.739490	-
DOCK_PRIMARY_POSE_ID	5817	-
DOCK_PRIMARY_POSE_ID	6453	-
DOCK_PRIMARY_POSE_ID	7151	-
DOCK_PRIMARY_POSE_ID	7822	-
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_t09	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG97;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:THR180;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:THR71;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:ASP139;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C1CC(C=Nc2nnc(SCc3ccccc3)s2)CN1Cc1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1CC(=O)N(Cc2ccccc2)C1	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1CC(=O)N(Cc2ccccc2)C1	-
DOCK_SCAFFOLD	O=C1CC(C=Nc2nnc(SCc3ccccc3)s2)CN1Cc1ccccc1	-
DOCK_SCORE	-35.203800	-
DOCK_SCORE	-18.656900	-
DOCK_SCORE	-24.478700	-
DOCK_SCORE	-37.649100	-
DOCK_SCORE_INTER	-28.080800	-
DOCK_SCORE_INTER	-23.720700	-
DOCK_SCORE_INTER	-25.966600	-
DOCK_SCORE_INTER	-27.848100	-
DOCK_SCORE_INTER_KCAL	-6.706987	-
DOCK_SCORE_INTER_KCAL	-5.665594	-
DOCK_SCORE_INTER_KCAL	-6.202019	-
DOCK_SCORE_INTER_KCAL	-6.651407	-
DOCK_SCORE_INTER_NORM	-0.877524	-
DOCK_SCORE_INTER_NORM	-0.741272	-
DOCK_SCORE_INTER_NORM	-0.811457	-
DOCK_SCORE_INTER_NORM	-0.870253	-
DOCK_SCORE_INTRA	-7.122980	-
DOCK_SCORE_INTRA	5.063790	-
DOCK_SCORE_INTRA	1.487940	-
DOCK_SCORE_INTRA	-9.800980	-
DOCK_SCORE_INTRA_KCAL	-1.701295	-
DOCK_SCORE_INTRA_KCAL	1.209466	-
DOCK_SCORE_INTRA_KCAL	0.355389	-
DOCK_SCORE_INTRA_KCAL	-2.340925	-
DOCK_SCORE_INTRA_NORM	-0.222593	-
DOCK_SCORE_INTRA_NORM	0.158243	-
DOCK_SCORE_INTRA_NORM	0.046498	-
DOCK_SCORE_INTRA_NORM	-0.306281	-
DOCK_SCORE_KCAL	-8.408287	-
DOCK_SCORE_KCAL	-4.456126	-
DOCK_SCORE_KCAL	-5.846640	-
DOCK_SCORE_KCAL	-8.992337	-
DOCK_SCORE_NORM	-1.100120	-
DOCK_SCORE_NORM	-0.583028	-
DOCK_SCORE_NORM	-0.764959	-
DOCK_SCORE_NORM	-1.176530	-
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	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H20Cl2N4O2S2	-
DOCK_SOURCE_FORMULA	C22H20Cl2N4O2S2	-
DOCK_SOURCE_FORMULA	C22H20Cl2N4O2S2	-
DOCK_SOURCE_FORMULA	C22H20Cl2N4O2S2	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	6.082320	-
DOCK_SOURCE_LOGP	5.432820	-
DOCK_SOURCE_LOGP	5.432820	-
DOCK_SOURCE_LOGP	6.082320	-
DOCK_SOURCE_MW	507.468000	-
DOCK_SOURCE_MW	507.468000	-
DOCK_SOURCE_MW	507.468000	-
DOCK_SOURCE_MW	507.468000	-
DOCK_SOURCE_NAME	Z28654383	-
DOCK_SOURCE_NAME	Z28654383	-
DOCK_SOURCE_NAME	Z28654383	-
DOCK_SOURCE_NAME	Z28654383	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	78.680000	-
DOCK_SOURCE_TPSA	75.190000	-
DOCK_SOURCE_TPSA	75.190000	-
DOCK_SOURCE_TPSA	78.680000	-
DOCK_STRAIN_DELTA	40.193366	-
DOCK_STRAIN_DELTA	23.219113	-
DOCK_STRAIN_DELTA	16.330234	-
DOCK_STRAIN_DELTA	32.266195	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T10	-
DOCK_TARGET	T11	-
DOCK_TARGET	T12	-
EXACT_MASS	506.0404732399999	Da
FORMULA	C22H20Cl2N4O2S2	-
HBA	6	-
HBD	1	-
LOGP	6.082320000000003	-
MOL_WEIGHT	507.46800000000025	g/mol
QED_SCORE	0.23820359856592332	-
ROTATABLE_BONDS	7	-
TPSA	78.68	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	2.44906027880399	-24.4787	15	0.83	-	Best pose
T09	T09	selection_import_t09	1 native pose available	3.2088098099774047	-35.2038	16	0.76	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.068532430828276	-18.6569	15	0.88	-	Best pose
T12	T12	selection_import_t12	1 native pose available	4.78451186181041	-37.6491	12	0.75	-	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
377	2.44906027880399	-0.811457	-24.4787	4	17	15	0.83	0.40	0.40	0.75	-	no	geometry warning; 10 clashes; 1 protein clash	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
399	3.2088098099774047	-0.877524	-35.2038	3	17	16	0.76	0.29	0.17	0.17	-	no	geometry warning; 12 clashes; 2 protein clashes; high strain Δ 40.2	Open pose

T10 — T10 1 poses · report selection_import_t10

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
357	4.068532430828276	-0.741272	-18.6569	9	16	15	0.88	0.31	0.36	0.45	-	no	geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 23.2	Open pose

T12 — T12 1 poses · report selection_import_t12

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
370	4.78451186181041	-0.870253	-37.6491	12	14	12	0.75	0.50	0.40	0.50	-	no	geometry warning; 11 clashes; 3 protein clashes; high strain Δ 32.3	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

Z28654383

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