Compound detail

SMILES: O=C(CSc1nnc(-c2ccncc2)n1-c1ccc(F)cc1)NC(=O)NCc1ccco1

Formula: C21H17FN6O3S | MW: 452.4710000000001

LogP: 3.1795000000000018 | TPSA: 114.94

HBA/HBD: 7/2 | RotB: 7

InChIKey: HEDBGTSQVYBAMV-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Amide Clear highlight

Bio motif

Hinge binder (C=O-NH) ×3 Hinge binder (NH-C=O) ×3 H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic Metal chelator ×3

Functional group

Carbonyl ×2 Amide ×3 Secondary amine ×2 Fluorine Urea Imide Sulfide

Ring system

Benzene Pyridine Furan

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.916476	-
DOCK_BASE_INTER_RANK	-0.759892	-
DOCK_BASE_INTER_RANK	-0.731352	-
DOCK_BASE_INTER_RANK	-0.703586	-
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	7.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	2.137422	-
DOCK_FINAL_RANK	3.234436	-
DOCK_FINAL_RANK	3.326462	-
DOCK_FINAL_RANK	2.356004	-
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:ALA32	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE199	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR25	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::A: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	0.656590	-
DOCK_MAX_CLASH_OVERLAP	0.656539	-
DOCK_MAX_CLASH_OVERLAP	0.656533	-
DOCK_MAX_CLASH_OVERLAP	0.656630	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.089339	-
DOCK_PRE_RANK	3.183078	-
DOCK_PRE_RANK	3.286244	-
DOCK_PRE_RANK	2.302804	-
DOCK_PRIMARY_POSE_ID	1876	-
DOCK_PRIMARY_POSE_ID	7283	-
DOCK_PRIMARY_POSE_ID	11380	-
DOCK_PRIMARY_POSE_ID	12058	-
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_t03	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PRO223;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ARG287;A:ARG331;A:ASP330;A:CYS375;A:GLY197;A:GLY229;A:GLY376;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL362	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:ILE106;A:LEU17;A:MET113;A:SER109;A:THR117;A:THR25;A:TRP21;A:TYR110	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccncc2)n1-c1ccccc1)NC(=O)NCc1ccco1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccncc2)n1-c1ccccc1)NC(=O)NCc1ccco1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccncc2)n1-c1ccccc1)NC(=O)NCc1ccco1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2ccncc2)n1-c1ccccc1)NC(=O)NCc1ccco1	-
DOCK_SCORE	-29.388500	-
DOCK_SCORE	-21.924500	-
DOCK_SCORE	-24.055300	-
DOCK_SCORE	-23.366300	-
DOCK_SCORE_INTER	-29.327200	-
DOCK_SCORE_INTER	-24.316500	-
DOCK_SCORE_INTER	-23.403200	-
DOCK_SCORE_INTER	-22.514800	-
DOCK_SCORE_INTER_KCAL	-7.004684	-
DOCK_SCORE_INTER_KCAL	-5.807899	-
DOCK_SCORE_INTER_KCAL	-5.589761	-
DOCK_SCORE_INTER_KCAL	-5.377570	-
DOCK_SCORE_INTER_NORM	-0.916476	-
DOCK_SCORE_INTER_NORM	-0.759892	-
DOCK_SCORE_INTER_NORM	-0.731352	-
DOCK_SCORE_INTER_NORM	-0.703586	-
DOCK_SCORE_INTRA	-0.061305	-
DOCK_SCORE_INTRA	2.392020	-
DOCK_SCORE_INTRA	-0.652024	-
DOCK_SCORE_INTRA	-0.851587	-
DOCK_SCORE_INTRA_KCAL	-0.014643	-
DOCK_SCORE_INTRA_KCAL	0.571324	-
DOCK_SCORE_INTRA_KCAL	-0.155733	-
DOCK_SCORE_INTRA_KCAL	-0.203398	-
DOCK_SCORE_INTRA_NORM	-0.001916	-
DOCK_SCORE_INTRA_NORM	0.074751	-
DOCK_SCORE_INTRA_NORM	-0.020376	-
DOCK_SCORE_INTRA_NORM	-0.026612	-
DOCK_SCORE_KCAL	-7.019326	-
DOCK_SCORE_KCAL	-5.236579	-
DOCK_SCORE_KCAL	-5.745512	-
DOCK_SCORE_KCAL	-5.580947	-
DOCK_SCORE_NORM	-0.918391	-
DOCK_SCORE_NORM	-0.685141	-
DOCK_SCORE_NORM	-0.751727	-
DOCK_SCORE_NORM	-0.730198	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H17FN6O3S	-
DOCK_SOURCE_FORMULA	C21H17FN6O3S	-
DOCK_SOURCE_FORMULA	C21H17FN6O3S	-
DOCK_SOURCE_FORMULA	C21H17FN6O3S	-
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	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	3.179500	-
DOCK_SOURCE_LOGP	3.179500	-
DOCK_SOURCE_LOGP	3.179500	-
DOCK_SOURCE_LOGP	3.179500	-
DOCK_SOURCE_MW	452.471000	-
DOCK_SOURCE_MW	452.471000	-
DOCK_SOURCE_MW	452.471000	-
DOCK_SOURCE_MW	452.471000	-
DOCK_SOURCE_NAME	Z17189141	-
DOCK_SOURCE_NAME	Z17189141	-
DOCK_SOURCE_NAME	Z17189141	-
DOCK_SOURCE_NAME	Z17189141	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	114.940000	-
DOCK_SOURCE_TPSA	114.940000	-
DOCK_SOURCE_TPSA	114.940000	-
DOCK_SOURCE_TPSA	114.940000	-
DOCK_STRAIN_DELTA	33.824506	-
DOCK_STRAIN_DELTA	35.435661	-
DOCK_STRAIN_DELTA	29.698913	-
DOCK_STRAIN_DELTA	36.319545	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T11	-
DOCK_TARGET	T17	-
DOCK_TARGET	T18	-
EXACT_MASS	452.1066876240001	Da
FORMULA	C21H17FN6O3S	-
HBA	7	-
HBD	2	-
LOGP	3.1795000000000018	-
MOL_WEIGHT	452.4710000000001	g/mol
QED_SCORE	0.41396033021768036	-
ROTATABLE_BONDS	7	-
TPSA	114.94	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
T03	T03	selection_import_t03	1 native pose available	2.1374221202551658	-29.3885	14	0.70	-	Best pose
T18	T18	selection_import_t18	1 native pose available	2.3560042920947692	-23.3663	9	0.69	-	Best pose
T11	T11	selection_import_t11	1 native pose available	3.234435810672808	-21.9245	12	0.67	-	Best pose
T17	T17	selection_import_t17	1 native pose available	3.326461527045995	-24.0553	9	0.75	-	Best 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
521	2.1374221202551658	-0.916476	-29.3885	3	15	14	0.70	0.29	0.20	0.20	-	no	geometry warning; 7 clashes; 1 protein clash; high strain Δ 33.8	Open pose

T18 — T18 1 poses · report selection_import_t18

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
537	2.3560042920947692	-0.703586	-23.3663	3	10	9	0.69	-	-	-	-	no	geometry warning; 7 clashes; 1 protein clash; high strain Δ 36.3	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
509	3.234435810672808	-0.759892	-21.9245	7	12	12	0.67	0.40	0.40	0.75	-	no	geometry warning; 9 clashes; 2 protein clashes; high strain Δ 35.4	Open pose

T17 — T17 1 poses · report selection_import_t17

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
537	3.326461527045995	-0.731352	-24.0553	5	16	9	0.75	1.00	1.00	1.00	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 29.7	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

Z17189141

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