Compound detail

SMILES: O=C(Nc1nnc(SCc2ccccc2Cl)s1)[C@H]1COc2ccccc2O1

Formula: C18H14ClN3O3S2 | MW: 419.9150000000001

LogP: 4.262300000000002 | TPSA: 73.34

HBA/HBD: 7/1 | RotB: 5

InChIKey: HDIWPUGGDFSBEL-OAHLLOKOSA-N

Recognized patterns

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

Highlighted: 1 pattern Benzodioxane Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Chlorine Aryl ether ×2 Sulfide Ether ×2

Ring system

Benzene ×2 Benzodioxane

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.019490	-
DOCK_BASE_INTER_RANK	-0.987606	-
DOCK_BASE_INTER_RANK	-1.082250	-
DOCK_BASE_INTER_RANK	-1.281860	-
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	13.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.400291	-
DOCK_FINAL_RANK	1.225428	-
DOCK_FINAL_RANK	0.791826	-
DOCK_FINAL_RANK	3.476846	-
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:ALA10	1	-
DOCK_IFP::A:ALA10	1	-
DOCK_IFP::A:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	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:HIS241	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS244	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR283	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL237	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::D:ALA288	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	0.666538	-
DOCK_MAX_CLASH_OVERLAP	0.666568	-
DOCK_MAX_CLASH_OVERLAP	0.666566	-
DOCK_MAX_CLASH_OVERLAP	0.666557	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.379217	-
DOCK_PRE_RANK	1.205384	-
DOCK_PRE_RANK	0.775969	-
DOCK_PRE_RANK	3.456891	-
DOCK_PRIMARY_POSE_ID	459	-
DOCK_PRIMARY_POSE_ID	1122	-
DOCK_PRIMARY_POSE_ID	2409	-
DOCK_PRIMARY_POSE_ID	14593	-
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_t01	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_REPORT_ID	selection_import_t04	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS244;A:NDP302;A:PHE113;A:TYR194;A:TYR283;A:VAL237;D:ALA288;D:ARG287	-
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:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1COc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1COc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1COc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(Nc1nnc(SCc2ccccc2)s1)C1COc2ccccc2O1	-
DOCK_SCORE	-26.012900	-
DOCK_SCORE	-25.394600	-
DOCK_SCORE	-28.178400	-
DOCK_SCORE	-33.551700	-
DOCK_SCORE_INTER	-27.526300	-
DOCK_SCORE_INTER	-26.665400	-
DOCK_SCORE_INTER	-29.220600	-
DOCK_SCORE_INTER	-34.610100	-
DOCK_SCORE_INTER_KCAL	-6.574547	-
DOCK_SCORE_INTER_KCAL	-6.368924	-
DOCK_SCORE_INTER_KCAL	-6.979223	-
DOCK_SCORE_INTER_KCAL	-8.266484	-
DOCK_SCORE_INTER_NORM	-1.019490	-
DOCK_SCORE_INTER_NORM	-0.987606	-
DOCK_SCORE_INTER_NORM	-1.082250	-
DOCK_SCORE_INTER_NORM	-1.281860	-
DOCK_SCORE_INTRA	1.513360	-
DOCK_SCORE_INTRA	1.265430	-
DOCK_SCORE_INTRA	1.042210	-
DOCK_SCORE_INTRA	1.058430	-
DOCK_SCORE_INTRA_KCAL	0.361460	-
DOCK_SCORE_INTRA_KCAL	0.302243	-
DOCK_SCORE_INTRA_KCAL	0.248928	-
DOCK_SCORE_INTRA_KCAL	0.252802	-
DOCK_SCORE_INTRA_NORM	0.056050	-
DOCK_SCORE_INTRA_NORM	0.046868	-
DOCK_SCORE_INTRA_NORM	0.038601	-
DOCK_SCORE_INTRA_NORM	0.039201	-
DOCK_SCORE_KCAL	-6.213077	-
DOCK_SCORE_KCAL	-6.065399	-
DOCK_SCORE_KCAL	-6.730298	-
DOCK_SCORE_KCAL	-8.013689	-
DOCK_SCORE_NORM	-0.963442	-
DOCK_SCORE_NORM	-0.940540	-
DOCK_SCORE_NORM	-1.043650	-
DOCK_SCORE_NORM	-1.242660	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.005360	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000199	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H14ClN3O3S2	-
DOCK_SOURCE_FORMULA	C18H14ClN3O3S2	-
DOCK_SOURCE_FORMULA	C18H14ClN3O3S2	-
DOCK_SOURCE_FORMULA	C18H14ClN3O3S2	-
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	4.262300	-
DOCK_SOURCE_LOGP	4.262300	-
DOCK_SOURCE_LOGP	4.262300	-
DOCK_SOURCE_LOGP	4.262300	-
DOCK_SOURCE_MW	419.915000	-
DOCK_SOURCE_MW	419.915000	-
DOCK_SOURCE_MW	419.915000	-
DOCK_SOURCE_MW	419.915000	-
DOCK_SOURCE_NAME	Z57392960	-
DOCK_SOURCE_NAME	Z57392960	-
DOCK_SOURCE_NAME	Z57392960	-
DOCK_SOURCE_NAME	Z57392960	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	73.340000	-
DOCK_SOURCE_TPSA	73.340000	-
DOCK_SOURCE_TPSA	73.340000	-
DOCK_SOURCE_TPSA	73.340000	-
DOCK_STRAIN_DELTA	16.877668	-
DOCK_STRAIN_DELTA	15.980469	-
DOCK_STRAIN_DELTA	11.911999	-
DOCK_STRAIN_DELTA	15.901466	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T02	-
DOCK_TARGET	T04	-
DOCK_TARGET	T22	-
EXACT_MASS	419.016510988	Da
FORMULA	C18H14ClN3O3S2	-
HBA	7	-
HBD	1	-
LOGP	4.262300000000002	-
MOL_WEIGHT	419.9150000000001	g/mol
QED_SCORE	0.4916437499640468	-
ROTATABLE_BONDS	5	-
TPSA	73.34	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	0.7918257687305323	-28.1784	10	0.53	-	Best pose
T02	T02	selection_import_t02	1 native pose available	1.2254280409492806	-25.3946	10	0.48	-	Best pose
T01	T01	selection_import_t01	1 native pose available	1.400291304754934	-26.0129	10	0.48	-	Best pose
T22	T22	selection_import_t22	1 native pose available	3.476846046712871	-33.5517	17	0.81	-	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
376	0.7918257687305323	-1.08225	-28.1784	4	14	10	0.53	0.17	0.20	0.20	-	no	geometry warning; 11 clashes; 3 protein contact clashes; 1 cofactor-context clash	Open pose

T02 — T02 1 poses · report selection_import_t02

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
444	1.2254280409492806	-0.987606	-25.3946	4	14	10	0.48	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 6 protein contact clashes	Open pose

T01 — T01 1 poses · report selection_import_t01

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
459	1.400291304754934	-1.01949	-26.0129	4	14	10	0.48	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 6 protein contact 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
355	3.476846046712871	-1.28186	-33.5517	9	22	17	0.81	0.40	0.36	0.36	-	no	geometry warning; 12 clashes; 2 protein 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

Z57392960

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