Compound detail

SMILES: COc1cccc(S(=O)(=O)Nc2ccc3c(c2)C[C@@H]([N@H+]2CC[C@@H](NC(=O)C4CC4)CC2)C3)c1

Formula: C25H32N3O4S+ | MW: 470.6150000000003

LogP: 1.5367000000000002 | TPSA: 88.94000000000001

HBA/HBD: 4/3 | RotB: 7

InChIKey: LHTVMGXTDAWJKU-QFIPXVFZSA-O

Recognized patterns

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

Highlighted: 1 pattern Ether Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×2 Piperidine Cyclopropane Pipecolinyl ring

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.763950	-
DOCK_BASE_INTER_RANK	-0.658142	-
DOCK_BASE_INTER_RANK	-0.857986	-
DOCK_BASE_INTER_RANK	-0.985977	-
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	12.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	1.165683	-
DOCK_FINAL_RANK	3.430303	-
DOCK_FINAL_RANK	3.241795	-
DOCK_FINAL_RANK	2.925002	-
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:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG472	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET471	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR473	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA77	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLU82	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:MET78	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PRO187	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:SER76	1	-
DOCK_IFP::B:TRP81	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL88	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	0.613682	-
DOCK_MAX_CLASH_OVERLAP	0.623816	-
DOCK_MAX_CLASH_OVERLAP	0.623817	-
DOCK_MAX_CLASH_OVERLAP	0.614826	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.196278	-
DOCK_PRE_RANK	2.868002	-
DOCK_PRE_RANK	1.117103	-
DOCK_PRE_RANK	3.388642	-
DOCK_PRIMARY_POSE_ID	13018	-
DOCK_PRIMARY_POSE_ID	4876	-
DOCK_PRIMARY_POSE_ID	9596	-
DOCK_PRIMARY_POSE_ID	7534	-
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_t12	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA77;B:ALA90;B:ARG74;B:GLU82;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR210;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:TYR98;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG472;A:ASN402;A:GLU467;A:LEU399;A:LYS410;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397;A:THR473	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1	-
DOCK_SCAFFOLD	O=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1	-
DOCK_SCAFFOLD	O=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1	-
DOCK_SCAFFOLD	O=C(NC1CC[NH+](C2Cc3ccc(NS(=O)(=O)c4ccccc4)cc3C2)CC1)C1CC1	-
DOCK_SCORE	-25.945900	-
DOCK_SCORE	-28.924900	-
DOCK_SCORE	-23.605000	-
DOCK_SCORE	-18.084400	-
DOCK_SCORE_INTER	-21.718700	-
DOCK_SCORE_INTER	-25.210400	-
DOCK_SCORE_INTER	-28.313500	-
DOCK_SCORE_INTER	-32.537200	-
DOCK_SCORE_INTER_KCAL	-7.771380	-
DOCK_SCORE_INTER_KCAL	-5.187425	-
DOCK_SCORE_INTER_KCAL	-6.762566	-
DOCK_SCORE_INTER_KCAL	-6.021403	-
DOCK_SCORE_INTER_NORM	-0.857986	-
DOCK_SCORE_INTER_NORM	-0.658142	-
DOCK_SCORE_INTER_NORM	-0.985977	-
DOCK_SCORE_INTER_NORM	-0.763950	-
DOCK_SCORE_INTRA	3.624960	-
DOCK_SCORE_INTRA	1.605320	-
DOCK_SCORE_INTRA	2.367600	-
DOCK_SCORE_INTRA	3.612310	-
DOCK_SCORE_INTRA_KCAL	0.862786	-
DOCK_SCORE_INTRA_KCAL	0.565492	-
DOCK_SCORE_INTRA_KCAL	0.383424	-
DOCK_SCORE_INTRA_KCAL	0.865807	-
DOCK_SCORE_INTRA_NORM	0.071745	-
DOCK_SCORE_INTRA_NORM	0.109464	-
DOCK_SCORE_INTRA_NORM	0.109847	-
DOCK_SCORE_INTRA_NORM	0.048646	-
DOCK_SCORE_KCAL	-4.319387	-
DOCK_SCORE_KCAL	-6.908597	-
DOCK_SCORE_KCAL	-6.197074	-
DOCK_SCORE_KCAL	-5.637960	-
DOCK_SCORE_NORM	-0.876513	-
DOCK_SCORE_NORM	-0.548012	-
DOCK_SCORE_NORM	-0.715304	-
DOCK_SCORE_NORM	-0.786240	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.009328	-
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	0.000283	-
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	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H32N3O4S+	-
DOCK_SOURCE_FORMULA	C25H32N3O4S+	-
DOCK_SOURCE_FORMULA	C25H32N3O4S+	-
DOCK_SOURCE_FORMULA	C25H32N3O4S+	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_LOGP	1.536700	-
DOCK_SOURCE_LOGP	1.536700	-
DOCK_SOURCE_LOGP	1.536700	-
DOCK_SOURCE_LOGP	1.536700	-
DOCK_SOURCE_MW	470.615000	-
DOCK_SOURCE_MW	470.615000	-
DOCK_SOURCE_MW	470.615000	-
DOCK_SOURCE_MW	470.615000	-
DOCK_SOURCE_NAME	KB_HAT_171	-
DOCK_SOURCE_NAME	KB_HAT_171	-
DOCK_SOURCE_NAME	KB_HAT_171	-
DOCK_SOURCE_NAME	KB_HAT_171	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	88.940000	-
DOCK_SOURCE_TPSA	88.940000	-
DOCK_SOURCE_TPSA	88.940000	-
DOCK_SOURCE_TPSA	88.940000	-
DOCK_STRAIN_DELTA	38.098308	-
DOCK_STRAIN_DELTA	32.521780	-
DOCK_STRAIN_DELTA	34.072112	-
DOCK_STRAIN_DELTA	30.487195	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T15	-
DOCK_TARGET	T20	-
DOCK_TARGET	T08	-
EXACT_MASS	470.21080392408993	Da
FORMULA	C25H32N3O4S+	-
HBA	4	-
HBD	3	-
LOGP	1.5367000000000002	-
MOL_WEIGHT	470.6150000000003	g/mol
QED_SCORE	0.5728211672232362	-
ROTATABLE_BONDS	7	-
TPSA	88.94000000000001	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
T08	T08	selection_import_t08	1 native pose available	1.1656826978506472	-28.9249	13	0.68	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.9250018274398606	-25.9459	14	0.88	-	Best pose
T15	T15	selection_import_t15	1 native pose available	3.241795225483599	-23.605	10	0.77	-	Best pose
T20	T20	selection_import_t20	1 native pose available	3.4303026026578687	-18.0844	8	1.00	-	Best pose

T08 — T08 1 poses · report selection_import_t08

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
135	1.1656826978506472	-0.985977	-28.9249	8	15	13	0.68	0.50	0.40	0.40	-	no	geometry warning; 12 clashes; 5 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 34.1	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
82	2.9250018274398606	-0.857986	-25.9459	13	18	14	0.88	0.42	0.50	0.60	-	no	geometry warning; 11 clashes; 1 protein clash; high strain Δ 38.1	Open pose

T15 — T15 1 poses · report selection_import_t15

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
110	3.241795225483599	-0.76395	-23.605	3	18	10	0.77	-	-	-	-	no	geometry warning; 9 clashes; 2 protein clashes; high strain Δ 32.5	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
139	3.4303026026578687	-0.658142	-18.0844	5	12	8	1.00	0.50	1.00	1.00	-	no	geometry warning; 10 clashes; 2 protein clashes; high strain Δ 30.5	Open pose

Loading PharmaFP-250 analysis…

Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.

Loading…

Edit compound

KB_HAT_171

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