Compound detail

SMILES: COc1ccc2c(c1)c(CC(=O)Nc1cccc(S(N)(=O)=O)c1)c(C)n2C(=O)c1ccc(Cl)cc1

Formula: C25H22ClN3O5S | MW: 511.9870000000003

LogP: 4.128820000000003 | TPSA: 120.49

HBA/HBD: 5/2 | RotB: 6

InChIKey: JHWKACKWIZMSPZ-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Secondary amine Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator ×2

Functional group

Carbonyl ×2 Amide Secondary amine Sulfonamide Chlorine Aryl ether Ether

Ring system

Benzene ×3

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.719953	-
DOCK_BASE_INTER_RANK	-0.777468	-
DOCK_BASE_INTER_RANK	-0.674248	-
DOCK_BASE_INTER_RANK	-0.585981	-
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	10.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	1.805689	-
DOCK_FINAL_RANK	2.101355	-
DOCK_FINAL_RANK	4.720481	-
DOCK_FINAL_RANK	4.183506	-
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:ALA365	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG228	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG472	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:GLN104	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET393	1	-
DOCK_IFP::A:MET471	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR473	1	-
DOCK_IFP::A:TYR455	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::A:VAL366	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET78	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:SER44	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR54	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL49	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	0.614636	-
DOCK_MAX_CLASH_OVERLAP	0.614670	-
DOCK_MAX_CLASH_OVERLAP	0.614702	-
DOCK_MAX_CLASH_OVERLAP	0.614687	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.759896	-
DOCK_PRE_RANK	2.075355	-
DOCK_PRE_RANK	4.679358	-
DOCK_PRE_RANK	4.099722	-
DOCK_PRIMARY_POSE_ID	5821	-
DOCK_PRIMARY_POSE_ID	7826	-
DOCK_PRIMARY_POSE_ID	11290	-
DOCK_PRIMARY_POSE_ID	13289	-
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_t09	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:SER44;B:SER86;B:THR54;B:TRP47;B:VAL156;B:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:GLN104;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA365;A:ARG228;A:ARG331;A:CYS375;A:GLY229;A:GLY376;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR374;A:VAL362;A:VAL366	-
DOCK_RESIDUE_CONTACTS	A:ARG472;A:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397;A:THR473;A:TYR455	-
DOCK_SCAFFOLD	O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Nc1ccccc1	-
DOCK_SCORE	-20.153500	-
DOCK_SCORE	-25.995200	-
DOCK_SCORE	-21.851400	-
DOCK_SCORE	-16.251600	-
DOCK_SCORE_INTER	-25.198400	-
DOCK_SCORE_INTER	-27.211400	-
DOCK_SCORE_INTER	-23.598700	-
DOCK_SCORE_INTER	-20.509300	-
DOCK_SCORE_INTER_KCAL	-6.018537	-
DOCK_SCORE_INTER_KCAL	-6.499334	-
DOCK_SCORE_INTER_KCAL	-5.636455	-
DOCK_SCORE_INTER_KCAL	-4.898564	-
DOCK_SCORE_INTER_NORM	-0.719953	-
DOCK_SCORE_INTER_NORM	-0.777468	-
DOCK_SCORE_INTER_NORM	-0.674248	-
DOCK_SCORE_INTER_NORM	-0.585981	-
DOCK_SCORE_INTRA	5.044870	-
DOCK_SCORE_INTRA	1.216220	-
DOCK_SCORE_INTRA	1.747280	-
DOCK_SCORE_INTRA	4.257760	-
DOCK_SCORE_INTRA_KCAL	1.204947	-
DOCK_SCORE_INTRA_KCAL	0.290489	-
DOCK_SCORE_INTRA_KCAL	0.417331	-
DOCK_SCORE_INTRA_KCAL	1.016949	-
DOCK_SCORE_INTRA_NORM	0.144139	-
DOCK_SCORE_INTRA_NORM	0.034749	-
DOCK_SCORE_INTRA_NORM	0.049922	-
DOCK_SCORE_INTRA_NORM	0.121650	-
DOCK_SCORE_KCAL	-4.813583	-
DOCK_SCORE_KCAL	-6.208850	-
DOCK_SCORE_KCAL	-5.219119	-
DOCK_SCORE_KCAL	-3.881630	-
DOCK_SCORE_NORM	-0.575814	-
DOCK_SCORE_NORM	-0.742719	-
DOCK_SCORE_NORM	-0.624325	-
DOCK_SCORE_NORM	-0.464331	-
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	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_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	C25H22ClN3O5S	-
DOCK_SOURCE_FORMULA	C25H22ClN3O5S	-
DOCK_SOURCE_FORMULA	C25H22ClN3O5S	-
DOCK_SOURCE_FORMULA	C25H22ClN3O5S	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
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	4.128820	-
DOCK_SOURCE_LOGP	4.128820	-
DOCK_SOURCE_LOGP	4.128820	-
DOCK_SOURCE_LOGP	4.128820	-
DOCK_SOURCE_MW	511.987000	-
DOCK_SOURCE_MW	511.987000	-
DOCK_SOURCE_MW	511.987000	-
DOCK_SOURCE_MW	511.987000	-
DOCK_SOURCE_NAME	Z31705620	-
DOCK_SOURCE_NAME	Z31705620	-
DOCK_SOURCE_NAME	Z31705620	-
DOCK_SOURCE_NAME	Z31705620	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	120.490000	-
DOCK_SOURCE_TPSA	120.490000	-
DOCK_SOURCE_TPSA	120.490000	-
DOCK_SOURCE_TPSA	120.490000	-
DOCK_STRAIN_DELTA	32.663392	-
DOCK_STRAIN_DELTA	20.764645	-
DOCK_STRAIN_DELTA	30.195586	-
DOCK_STRAIN_DELTA	49.484966	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T12	-
DOCK_TARGET	T17	-
DOCK_TARGET	T20	-
EXACT_MASS	511.09686948399997	Da
FORMULA	C25H22ClN3O5S	-
HBA	5	-
HBD	2	-
LOGP	4.128820000000003	-
MOL_WEIGHT	511.9870000000003	g/mol
QED_SCORE	0.40299197325031133	-
ROTATABLE_BONDS	6	-
TPSA	120.49	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
T09	T09	selection_import_t09	1 native pose available	1.8056888399198356	-20.1535	9	0.43	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.1013551352678435	-25.9952	15	0.94	-	Best pose
T20	T20	selection_import_t20	1 native pose available	4.183505542941841	-16.2516	8	1.00	-	Best pose
T17	T17	selection_import_t17	1 native pose available	4.720481022983788	-21.8514	12	1.00	-	Best 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
403	1.8056888399198356	-0.719953	-20.1535	4	15	9	0.43	0.14	0.17	0.17	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 32.7	Open pose

T12 — T12 1 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
374	2.1013551352678435	-0.777468	-25.9952	11	18	15	0.94	0.33	0.40	0.60	-	no	geometry warning; 10 clashes; 11 protein contact clashes; moderate strain Δ 20.8	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
410	4.183505542941841	-0.585981	-16.2516	5	14	8	1.00	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 49.5	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
447	4.720481022983788	-0.674248	-21.8514	8	18	12	1.00	1.00	1.00	1.00	-	no	geometry warning; 12 clashes; 3 protein clashes; high strain Δ 30.2	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

Z31705620

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