Compound detail

SMILES: Cc1ccc(S(=O)(=O)Nc2ccc(CN3CCN(C(=O)c4cccc(C)c4)CC3)cc2)cc1

Formula: C26H29N3O3S | MW: 463.60300000000024

LogP: 4.062240000000004 | TPSA: 69.72

HBA/HBD: 4/1 | RotB: 6

InChIKey: CRQFMVFYAPEVII-UHFFFAOYSA-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

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×3 β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Tertiary amine ×2 Lactam Sulfonamide

Ring system

Benzene ×3

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.870596	-
DOCK_BASE_INTER_RANK	-0.782252	-
DOCK_BASE_INTER_RANK	-0.726009	-
DOCK_BASE_INTER_RANK	-0.900248	-
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	14.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	15	-
DOCK_FINAL_RANK	4.062857	-
DOCK_FINAL_RANK	1.101020	-
DOCK_FINAL_RANK	3.644159	-
DOCK_FINAL_RANK	2.226317	-
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:ALA209	1	-
DOCK_IFP::A:ALA77	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU82	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:GLY215	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE83	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER76	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP81	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ALA77	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:ILE182	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	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	0.617113	-
DOCK_MAX_CLASH_OVERLAP	0.617201	-
DOCK_MAX_CLASH_OVERLAP	0.617176	-
DOCK_MAX_CLASH_OVERLAP	0.617152	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.074626	-
DOCK_PRE_RANK	2.201003	-
DOCK_PRE_RANK	4.038762	-
DOCK_PRE_RANK	3.616794	-
DOCK_PRIMARY_POSE_ID	10251	-
DOCK_PRIMARY_POSE_ID	5512	-
DOCK_PRIMARY_POSE_ID	9592	-
DOCK_PRIMARY_POSE_ID	803	-
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_t02	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA77;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:TYR210;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU82;A:GLY214;A:GLY215;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:SER76;A:TRP81;A:TYR210;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER86;B:THR83;B:TRP47;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_SCAFFOLD	O=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1	-
DOCK_SCORE	-23.908700	-
DOCK_SCORE	-30.436600	-
DOCK_SCORE	-23.982700	-
DOCK_SCORE	-28.336300	-
DOCK_SCORE_INTER	-23.958300	-
DOCK_SCORE_INTER	-28.729700	-
DOCK_SCORE_INTER	-29.708200	-
DOCK_SCORE_INTER	-25.814300	-
DOCK_SCORE_INTER_KCAL	-5.722344	-
DOCK_SCORE_INTER_KCAL	-7.095685	-
DOCK_SCORE_INTER_KCAL	-6.861974	-
DOCK_SCORE_INTER_KCAL	-6.165642	-
DOCK_SCORE_INTER_NORM	-0.900248	-
DOCK_SCORE_INTER_NORM	-0.782252	-
DOCK_SCORE_INTER_NORM	-0.726009	-
DOCK_SCORE_INTER_NORM	-0.870596	-
DOCK_SCORE_INTRA	1.905600	-
DOCK_SCORE_INTRA	1.371840	-
DOCK_SCORE_INTRA	-0.024438	-
DOCK_SCORE_INTRA	-1.706950	-
DOCK_SCORE_INTRA_KCAL	-0.407698	-
DOCK_SCORE_INTRA_KCAL	-0.005837	-
DOCK_SCORE_INTRA_KCAL	0.455145	-
DOCK_SCORE_INTRA_KCAL	0.327658	-
DOCK_SCORE_INTRA_NORM	-0.000741	-
DOCK_SCORE_INTRA_NORM	0.057746	-
DOCK_SCORE_INTRA_NORM	0.041571	-
DOCK_SCORE_INTRA_NORM	-0.051726	-
DOCK_SCORE_KCAL	-6.768012	-
DOCK_SCORE_KCAL	-7.269660	-
DOCK_SCORE_KCAL	-5.728172	-
DOCK_SCORE_KCAL	-5.710497	-
DOCK_SCORE_NORM	-0.726749	-
DOCK_SCORE_NORM	-0.858677	-
DOCK_SCORE_NORM	-0.922322	-
DOCK_SCORE_NORM	-0.724507	-
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	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C26H29N3O3S	-
DOCK_SOURCE_FORMULA	C26H29N3O3S	-
DOCK_SOURCE_FORMULA	C26H29N3O3S	-
DOCK_SOURCE_FORMULA	C26H29N3O3S	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
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	4.062240	-
DOCK_SOURCE_LOGP	4.062240	-
DOCK_SOURCE_LOGP	4.062240	-
DOCK_SOURCE_LOGP	4.062240	-
DOCK_SOURCE_MW	463.603000	-
DOCK_SOURCE_MW	463.603000	-
DOCK_SOURCE_MW	463.603000	-
DOCK_SOURCE_MW	463.603000	-
DOCK_SOURCE_NAME	KB_HAT_148	-
DOCK_SOURCE_NAME	KB_HAT_148	-
DOCK_SOURCE_NAME	KB_HAT_148	-
DOCK_SOURCE_NAME	KB_HAT_148	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	69.720000	-
DOCK_SOURCE_TPSA	69.720000	-
DOCK_SOURCE_TPSA	69.720000	-
DOCK_SOURCE_TPSA	69.720000	-
DOCK_STRAIN_DELTA	19.331155	-
DOCK_STRAIN_DELTA	20.257601	-
DOCK_STRAIN_DELTA	21.746010	-
DOCK_STRAIN_DELTA	21.051529	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T15	-
DOCK_TARGET	T16	-
DOCK_TARGET	T02	-
DOCK_TARGET	T09	-
EXACT_MASS	463.19296278799993	Da
FORMULA	C26H29N3O3S	-
HBA	4	-
HBD	1	-
LOGP	4.062240000000004	-
MOL_WEIGHT	463.60300000000024	g/mol
QED_SCORE	0.5985503051584078	-
ROTATABLE_BONDS	6	-
TPSA	69.72	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
T16	T16	selection_import_t16	1 native pose available	1.1010197118959768	-23.9087	10	0.83	-	Best pose
T15	T15	selection_import_t15	1 native pose available	2.22631670315216	-23.9827	12	0.92	-	Best pose
T02	T02	selection_import_t02	1 native pose available	3.644158530831586	-30.4366	16	0.76	-	Best pose
T09	T09	selection_import_t09	1 native pose available	4.062856512566544	-28.3363	12	0.57	-	Best pose

T16 — T16 1 poses · report selection_import_t16

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
86	1.1010197118959768	-0.782252	-23.9087	2	19	10	0.83	-	-	-	-	no	geometry warning; 14 clashes; 2 protein contact clashes; moderate strain Δ 21.1	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
106	2.22631670315216	-0.726009	-23.9827	2	16	12	0.92	-	-	-	-	no	geometry warning; 15 clashes; 1 protein clash; moderate strain Δ 20.3	Open pose

T02 — T02 1 poses · report selection_import_t02

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
125	3.644158530831586	-0.870596	-30.4366	2	17	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 16 clashes; 2 protein clashes; moderate strain Δ 21.7	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
94	4.062856512566544	-0.900248	-28.3363	5	16	12	0.57	0.00	0.17	0.17	-	no	geometry warning; 15 clashes; 2 protein clashes	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

KB_HAT_148

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