Compound detail

SMILES: COc1ccc(-c2nnc(S[C@H](C(=O)c3c[nH]c4ccccc34)c3ccccc3)n2N)cc1OC

Formula: C26H23N5O3S | MW: 485.56900000000024

LogP: 4.873700000000003 | TPSA: 108.05

HBA/HBD: 7/2 | RotB: 8

InChIKey: XEMJLSFPVMSMKU-DEOSSOPVSA-N

Recognized patterns

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

Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

Catechol H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×3 Ionizable base

Functional group

Carbonyl Ketone Aryl ether ×2 Sulfide Ether ×2

Ring system

Benzene ×3 Indole Pyrrole Isoindole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.814168	-
DOCK_BASE_INTER_RANK	-0.691369	-
DOCK_BASE_INTER_RANK	-0.762299	-
DOCK_BASE_INTER_RANK	-0.735224	-
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	15.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	3	-
DOCK_FINAL_RANK	1.274303	-
DOCK_FINAL_RANK	4.789400	-
DOCK_FINAL_RANK	3.040442	-
DOCK_FINAL_RANK	2.132177	-
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:ALA32	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:GLN220	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE224	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR71	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PRO50	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::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	0.723569	-
DOCK_MAX_CLASH_OVERLAP	0.650383	-
DOCK_MAX_CLASH_OVERLAP	0.635198	-
DOCK_MAX_CLASH_OVERLAP	0.635224	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.218568	-
DOCK_PRE_RANK	2.098227	-
DOCK_PRE_RANK	4.730658	-
DOCK_PRE_RANK	3.021032	-
DOCK_PRIMARY_POSE_ID	7200	-
DOCK_PRIMARY_POSE_ID	495	-
DOCK_PRIMARY_POSE_ID	1816	-
DOCK_PRIMARY_POSE_ID	5864	-
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_t11	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO50;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:THR54;A:TRP47;A:VAL30;A:VAL31;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE224;A:PRO223;A:THR71;A:VAL188;A:VAL221	-
DOCK_SCAFFOLD	O=C(c1c[nH]c2ccccc12)C(Sc1nnc(-c2ccccc2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1c[nH]c2ccccc12)C(Sc1nnc(-c2ccccc2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1c[nH]c2ccccc12)C(Sc1nnc(-c2ccccc2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(c1c[nH]c2ccccc12)C(Sc1nnc(-c2ccccc2)[nH]1)c1ccccc1	-
DOCK_SCORE	-23.200300	-
DOCK_SCORE	-19.856500	-
DOCK_SCORE	-25.027900	-
DOCK_SCORE	-23.494300	-
DOCK_SCORE_INTER	-24.197900	-
DOCK_SCORE_INTER	-26.680500	-
DOCK_SCORE_INTER	-25.732800	-
DOCK_SCORE_INTER	-28.495900	-
DOCK_SCORE_INTER_KCAL	-6.146176	-
DOCK_SCORE_INTER_KCAL	-6.372531	-
DOCK_SCORE_INTER_KCAL	-5.779572	-
DOCK_SCORE_INTER_KCAL	-6.806132	-
DOCK_SCORE_INTER_NORM	-0.691369	-
DOCK_SCORE_INTER_NORM	-0.735224	-
DOCK_SCORE_INTER_NORM	-0.814168	-
DOCK_SCORE_INTER_NORM	-0.762299	-
DOCK_SCORE_INTRA	3.480190	-
DOCK_SCORE_INTRA	3.467970	-
DOCK_SCORE_INTRA	5.730540	-
DOCK_SCORE_INTRA	0.703600	-
DOCK_SCORE_INTRA_KCAL	0.831229	-
DOCK_SCORE_INTRA_KCAL	0.828311	-
DOCK_SCORE_INTRA_KCAL	1.368717	-
DOCK_SCORE_INTRA_KCAL	0.168052	-
DOCK_SCORE_INTRA_NORM	0.099434	-
DOCK_SCORE_INTRA_NORM	0.020103	-
DOCK_SCORE_INTRA_NORM	0.163730	-
DOCK_SCORE_INTRA_NORM	0.099085	-
DOCK_SCORE_KCAL	-5.611520	-
DOCK_SCORE_KCAL	-5.541299	-
DOCK_SCORE_KCAL	-4.742646	-
DOCK_SCORE_KCAL	-5.977814	-
DOCK_SCORE_NORM	-0.662865	-
DOCK_SCORE_NORM	-0.671266	-
DOCK_SCORE_NORM	-0.567329	-
DOCK_SCORE_NORM	-0.715083	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.145778	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.004165	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C26H23N5O3S	-
DOCK_SOURCE_FORMULA	C26H23N5O3S	-
DOCK_SOURCE_FORMULA	C26H23N5O3S	-
DOCK_SOURCE_FORMULA	C26H23N5O3S	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_LOGP	4.873700	-
DOCK_SOURCE_LOGP	4.873700	-
DOCK_SOURCE_LOGP	4.873700	-
DOCK_SOURCE_LOGP	4.873700	-
DOCK_SOURCE_MW	485.569000	-
DOCK_SOURCE_MW	485.569000	-
DOCK_SOURCE_MW	485.569000	-
DOCK_SOURCE_MW	485.569000	-
DOCK_SOURCE_NAME	Z54938583	-
DOCK_SOURCE_NAME	Z54938583	-
DOCK_SOURCE_NAME	Z54938583	-
DOCK_SOURCE_NAME	Z54938583	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	108.050000	-
DOCK_SOURCE_TPSA	108.050000	-
DOCK_SOURCE_TPSA	108.050000	-
DOCK_SOURCE_TPSA	108.050000	-
DOCK_STRAIN_DELTA	37.512543	-
DOCK_STRAIN_DELTA	15.410480	-
DOCK_STRAIN_DELTA	38.895638	-
DOCK_STRAIN_DELTA	26.063057	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T03	-
DOCK_TARGET	T11	-
DOCK_TARGET	T01	-
EXACT_MASS	485.152160596	Da
FORMULA	C26H23N5O3S	-
HBA	7	-
HBD	2	-
LOGP	4.873700000000003	-
MOL_WEIGHT	485.56900000000024	g/mol
QED_SCORE	0.18328757169975435	-
ROTATABLE_BONDS	8	-
TPSA	108.05	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
T01	T01	selection_import_t01	1 native pose available	1.2743027644982412	-23.2003	16	0.76	-	Best pose
T03	T03	selection_import_t03	1 native pose available	2.1321771504017772	-25.0279	13	0.65	-	Best pose
T11	T11	selection_import_t11	1 native pose available	3.0404416059229002	-23.4943	13	0.72	-	Best pose
T09	T09	selection_import_t09	1 native pose available	4.789399656509714	-19.8565	13	0.62	-	Best 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
495	1.2743027644982412	-0.762299	-23.2003	4	17	16	0.76	0.00	0.20	0.20	-	no	geometry warning; 15 clashes; 2 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 37.5	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
461	2.1321771504017772	-0.814168	-25.0279	3	18	13	0.65	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 26.1	Open 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
426	3.0404416059229002	-0.691369	-23.4943	4	14	13	0.72	0.20	0.20	0.25	-	no	geometry warning; 14 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
446	4.789399656509714	-0.735224	-19.8565	6	17	13	0.62	0.14	0.17	0.17	-	no	geometry warning; 15 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 38.9	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

Z54938583

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