Compound detail

SMILES: CCN(Cc1cccs1)C(=O)CSc1nnc(-c2ccc3c(c2)OCO3)o1

Formula: C18H17N3O4S2 | MW: 403.4850000000002

LogP: 3.667600000000002 | TPSA: 77.69000000000001

HBA/HBD: 8/- | RotB: 7

InChIKey: SJYUZCVJMYNDFK-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

Catechol N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×4 Gatekeeper aromatic Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Aryl ether ×2 Sulfide Ether ×2 Acetal

Ring system

Benzene Thiophene Benzodioxole Oxadiazole 1,3,4-Oxadiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.936620	-
DOCK_BASE_INTER_RANK	-1.115910	-
DOCK_BASE_INTER_RANK	-1.030410	-
DOCK_BASE_INTER_RANK	-1.009800	-
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	6.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	2.622610	-
DOCK_FINAL_RANK	2.745220	-
DOCK_FINAL_RANK	1.517836	-
DOCK_FINAL_RANK	3.621686	-
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:ALA15	1	-
DOCK_IFP::A:ALA18	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:HIS105	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:HIS141	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:TYR49	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	0.641476	-
DOCK_MAX_CLASH_OVERLAP	0.641454	-
DOCK_MAX_CLASH_OVERLAP	0.641531	-
DOCK_MAX_CLASH_OVERLAP	0.641525	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.495412	-
DOCK_PRE_RANK	2.725003	-
DOCK_PRE_RANK	2.603324	-
DOCK_PRE_RANK	3.587218	-
DOCK_PRIMARY_POSE_ID	6430	-
DOCK_PRIMARY_POSE_ID	7805	-
DOCK_PRIMARY_POSE_ID	2817	-
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_t12	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ALA18;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccc3c(c2)OCO3)o1)NCc1cccs1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccc3c(c2)OCO3)o1)NCc1cccs1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccc3c(c2)OCO3)o1)NCc1cccs1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccc3c(c2)OCO3)o1)NCc1cccs1	-
DOCK_SCORE	-27.997600	-
DOCK_SCORE	-28.749400	-
DOCK_SCORE	-28.296800	-
DOCK_SCORE	-19.868200	-
DOCK_SCORE_INTER	-25.288700	-
DOCK_SCORE_INTER	-30.129500	-
DOCK_SCORE_INTER	-27.264500	-
DOCK_SCORE_INTER	-27.821000	-
DOCK_SCORE_INTER_KCAL	-6.512017	-
DOCK_SCORE_INTER_KCAL	-7.196311	-
DOCK_SCORE_INTER_KCAL	-6.644935	-
DOCK_SCORE_INTER_KCAL	-6.040105	-
DOCK_SCORE_INTER_NORM	-1.009800	-
DOCK_SCORE_INTER_NORM	-0.936620	-
DOCK_SCORE_INTER_NORM	-1.115910	-
DOCK_SCORE_INTER_NORM	-1.030410	-
DOCK_SCORE_INTRA	1.832770	-
DOCK_SCORE_INTRA	5.420580	-
DOCK_SCORE_INTRA	-0.928457	-
DOCK_SCORE_INTRA	-0.733060	-
DOCK_SCORE_INTRA_KCAL	-0.175088	-
DOCK_SCORE_INTRA_KCAL	0.437750	-
DOCK_SCORE_INTRA_KCAL	-0.221758	-
DOCK_SCORE_INTRA_KCAL	1.294684	-
DOCK_SCORE_INTRA_NORM	0.200762	-
DOCK_SCORE_INTRA_NORM	0.067880	-
DOCK_SCORE_INTRA_NORM	-0.027150	-
DOCK_SCORE_INTRA_NORM	-0.034387	-
DOCK_SCORE_KCAL	-6.687115	-
DOCK_SCORE_KCAL	-6.866679	-
DOCK_SCORE_KCAL	-6.758577	-
DOCK_SCORE_KCAL	-4.745440	-
DOCK_SCORE_NORM	-1.036950	-
DOCK_SCORE_NORM	-1.064790	-
DOCK_SCORE_NORM	-0.735858	-
DOCK_SCORE_NORM	-1.048030	-
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	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H17N3O4S2	-
DOCK_SOURCE_FORMULA	C18H17N3O4S2	-
DOCK_SOURCE_FORMULA	C18H17N3O4S2	-
DOCK_SOURCE_FORMULA	C18H17N3O4S2	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_LOGP	3.667600	-
DOCK_SOURCE_LOGP	3.667600	-
DOCK_SOURCE_LOGP	3.667600	-
DOCK_SOURCE_LOGP	3.667600	-
DOCK_SOURCE_MW	403.485000	-
DOCK_SOURCE_MW	403.485000	-
DOCK_SOURCE_MW	403.485000	-
DOCK_SOURCE_MW	403.485000	-
DOCK_SOURCE_NAME	KB_Leish_142	-
DOCK_SOURCE_NAME	Z73374701	-
DOCK_SOURCE_NAME	Z73374701	-
DOCK_SOURCE_NAME	KB_Leish_142	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	77.690000	-
DOCK_SOURCE_TPSA	77.690000	-
DOCK_SOURCE_TPSA	77.690000	-
DOCK_SOURCE_TPSA	77.690000	-
DOCK_STRAIN_DELTA	16.133542	-
DOCK_STRAIN_DELTA	15.298081	-
DOCK_STRAIN_DELTA	18.004538	-
DOCK_STRAIN_DELTA	26.377986	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T12	-
DOCK_TARGET	T10	-
DOCK_TARGET	T12	-
DOCK_TARGET	T05	-
EXACT_MASS	403.06604802399994	Da
FORMULA	C18H17N3O4S2	-
HBA	8	-
HBD	0	-
LOGP	3.667600000000002	-
MOL_WEIGHT	403.4850000000002	g/mol
QED_SCORE	0.5571084297237773	-
ROTATABLE_BONDS	7	-
TPSA	77.69000000000001	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
T12	T12	selection_import_t12	2 native pose available	1.517836335498182	-28.7494	14	0.88	-	Best pose
T05	T05	selection_import_t05	1 native pose available	2.622610430889731	-28.2968	11	0.65	-	Best pose
T10	T10	selection_import_t10	1 native pose available	3.6216855532747294	-19.8682	13	0.76	-	Best pose

T12 — T12 2 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
102	1.517836335498182	-1.03041	-28.7494	6	15	14	0.88	0.42	0.30	0.30	-	no	geometry warning; 5 clashes; 1 protein clash	Open pose
353	2.7452201618408285	-1.0098	-27.9976	6	15	14	0.88	0.42	0.30	0.30	-	no	geometry warning; 5 clashes; 2 protein clashes	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
107	2.622610430889731	-1.11591	-28.2968	6	12	11	0.65	0.29	0.33	0.60	-	no	geometry warning; 5 clashes; 2 protein clashes; 1 severe cofactor-context clash	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
334	3.6216855532747294	-0.93662	-19.8682	14	14	13	0.76	0.62	0.55	0.64	-	no	geometry warning; 6 clashes; 2 protein clashes; moderate strain Δ 26.4	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

KB_Leish_142

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