Compound detail

SMILES: O=C(N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)[C@H](Cc1ccccc1)NC(=S)Nc1ccc(C(F)(F)F)cc1

Formula: C40H39F3N4O5S3 | MW: 808.9700000000004

LogP: 7.3775000000000075 | TPSA: 133.46999999999997

HBA/HBD: 6/4 | RotB: 16

InChIKey: OACCGDHLUUCRDE-AEMIHUFGSA-N

Recognized patterns

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

Highlighted: 1 pattern Sulfonamide Clear highlight

Bio motif

Peptide backbone Vinyl sulfone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×4 Gatekeeper aromatic ×5 Ionizable base ×2 Metal chelator Retro-amide Lipinski HMW fragment ×2

Functional group

Carbonyl Amide Secondary amine ×3 Sulfonamide Trifluoromethyl Fluorine ×3 Sulfone Thioamide ×2 Alkene

Ring system

Benzene ×5 Naphthalene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.505874	-
DOCK_BASE_INTER_RANK	-0.439367	-
DOCK_BASE_INTER_RANK	-0.411645	-
DOCK_BASE_INTER_RANK	-0.404816	-
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	21.000000	-
DOCK_CLASH_COUNT	22.000000	-
DOCK_CLASH_COUNT	20.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	4.379236	-
DOCK_FINAL_RANK	3.744013	-
DOCK_FINAL_RANK	4.027469	-
DOCK_FINAL_RANK	6.302002	-
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:ALA284	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN58	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:CYS469	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY196	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:GLY459	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:ILE285	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	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:PHE396	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO50	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:THR71	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL381	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	0.622813	-
DOCK_MAX_CLASH_OVERLAP	0.622861	-
DOCK_MAX_CLASH_OVERLAP	0.622820	-
DOCK_MAX_CLASH_OVERLAP	0.622771	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.265221	-
DOCK_PRE_RANK	3.650791	-
DOCK_PRE_RANK	3.964360	-
DOCK_PRE_RANK	6.229515	-
DOCK_PRIMARY_POSE_ID	1409	-
DOCK_PRIMARY_POSE_ID	6819	-
DOCK_PRIMARY_POSE_ID	10895	-
DOCK_PRIMARY_POSE_ID	12931	-
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_t20	-
DOCK_RESIDUE_CONTACTS	A:ARG97;A:ASN58;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:PRO88;A:PRO93;A:THR54;A:THR83;A:VAL156;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:LEU226;A:PHE189;A:PHE190;A:PHE199;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ALA284;A:ARG287;A:ARG331;A:ASP330;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS428;A:ILE199;A:ILE285;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364;A:VAL381	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:LYS407;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397	-
DOCK_SCAFFOLD	O=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(NC(C=CS(=O)(=O)c1ccccc1)CCCCNS(=O)(=O)c1cccc2ccccc12)C(Cc1ccccc1)NC(=S)Nc1ccccc1	-
DOCK_SCORE	-16.948000	-
DOCK_SCORE	-18.135400	-
DOCK_SCORE	-19.280700	-
DOCK_SCORE	-18.060400	-
DOCK_SCORE_INTER	-27.823100	-
DOCK_SCORE_INTER	-24.165200	-
DOCK_SCORE_INTER	-22.640500	-
DOCK_SCORE_INTER	-22.264900	-
DOCK_SCORE_INTER_KCAL	-6.645436	-
DOCK_SCORE_INTER_KCAL	-5.771761	-
DOCK_SCORE_INTER_KCAL	-5.407593	-
DOCK_SCORE_INTER_KCAL	-5.317882	-
DOCK_SCORE_INTER_NORM	-0.505874	-
DOCK_SCORE_INTER_NORM	-0.439367	-
DOCK_SCORE_INTER_NORM	-0.411645	-
DOCK_SCORE_INTER_NORM	-0.404816	-
DOCK_SCORE_INTRA	10.875100	-
DOCK_SCORE_INTRA	6.029830	-
DOCK_SCORE_INTRA	3.357690	-
DOCK_SCORE_INTRA	4.204490	-
DOCK_SCORE_INTRA_KCAL	2.597474	-
DOCK_SCORE_INTRA_KCAL	1.440201	-
DOCK_SCORE_INTRA_KCAL	0.801971	-
DOCK_SCORE_INTRA_KCAL	1.004226	-
DOCK_SCORE_INTRA_NORM	0.197730	-
DOCK_SCORE_INTRA_NORM	0.109633	-
DOCK_SCORE_INTRA_NORM	0.061049	-
DOCK_SCORE_INTRA_NORM	0.076445	-
DOCK_SCORE_KCAL	-4.047962	-
DOCK_SCORE_KCAL	-4.331568	-
DOCK_SCORE_KCAL	-4.605118	-
DOCK_SCORE_KCAL	-4.313654	-
DOCK_SCORE_NORM	-0.308145	-
DOCK_SCORE_NORM	-0.329734	-
DOCK_SCORE_NORM	-0.350558	-
DOCK_SCORE_NORM	-0.328371	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.002082	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000038	-
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	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C40H39F3N4O5S3	-
DOCK_SOURCE_FORMULA	C40H39F3N4O5S3	-
DOCK_SOURCE_FORMULA	C40H39F3N4O5S3	-
DOCK_SOURCE_FORMULA	C40H39F3N4O5S3	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	55.000000	-
DOCK_SOURCE_HEAVY_ATOMS	55.000000	-
DOCK_SOURCE_HEAVY_ATOMS	55.000000	-
DOCK_SOURCE_HEAVY_ATOMS	55.000000	-
DOCK_SOURCE_LOGP	7.377500	-
DOCK_SOURCE_LOGP	7.377500	-
DOCK_SOURCE_LOGP	7.377500	-
DOCK_SOURCE_LOGP	7.377500	-
DOCK_SOURCE_MW	808.970000	-
DOCK_SOURCE_MW	808.970000	-
DOCK_SOURCE_MW	808.970000	-
DOCK_SOURCE_MW	808.970000	-
DOCK_SOURCE_NAME	OHD_TB2020_28	-
DOCK_SOURCE_NAME	OHD_TB2020_28	-
DOCK_SOURCE_NAME	OHD_TB2020_28	-
DOCK_SOURCE_NAME	OHD_TB2020_28	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	133.470000	-
DOCK_SOURCE_TPSA	133.470000	-
DOCK_SOURCE_TPSA	133.470000	-
DOCK_SOURCE_TPSA	133.470000	-
DOCK_STRAIN_DELTA	61.071482	-
DOCK_STRAIN_DELTA	53.195410	-
DOCK_STRAIN_DELTA	40.850737	-
DOCK_STRAIN_DELTA	44.874277	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T11	-
DOCK_TARGET	T17	-
DOCK_TARGET	T20	-
EXACT_MASS	808.2034680079998	Da
FORMULA	C40H39F3N4O5S3	-
HBA	6	-
HBD	4	-
LOGP	7.3775000000000075	-
MOL_WEIGHT	808.9700000000004	g/mol
QED_SCORE	0.06003098617401099	-
ROTATABLE_BONDS	16	-
TPSA	133.46999999999997	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	3.74401282107407	-18.1354	17	0.94	-	Best pose
T17	T17	selection_import_t17	1 native pose available	4.0274688575957995	-19.2807	8	0.67	-	Best pose
T03	T03	selection_import_t03	1 native pose available	4.379236070520798	-16.948	13	0.65	-	Best pose
T20	T20	selection_import_t20	1 native pose available	6.302001767606716	-18.0604	8	1.00	-	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
45	3.74401282107407	-0.439367	-18.1354	5	19	17	0.94	0.40	0.40	0.50	-	no	geometry warning; 22 clashes; 1 protein clash; high strain Δ 53.2	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
52	4.0274688575957995	-0.411645	-19.2807	3	22	8	0.67	0.00	0.00	0.00	-	no	geometry warning; 20 clashes; 1 protein clash; high strain Δ 40.9	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
54	4.379236070520798	-0.505874	-16.948	5	17	13	0.65	0.14	0.20	0.20	-	no	geometry warning; 21 clashes; 2 protein clashes; high strain Δ 61.1	Open pose

T20 — T20 1 poses · report selection_import_t20

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
52	6.302001767606716	-0.404816	-18.0604	7	14	8	1.00	0.50	1.00	1.00	-	no	geometry warning; 19 clashes; 3 protein clashes; high strain Δ 44.9	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

OHD_TB2020_28

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