Compound detail

SMILES: CC(C)C[C@H]([NH3+])/C(O)=N/S(=O)(=O)c1cccc(NC(=O)COc2cccc(-c3ccccc3)c2)c1

Formula: C26H30N3O5S+ | MW: 496.6090000000002

LogP: 3.672900000000001 | TPSA: 132.7

HBA/HBD: 4/3 | RotB: 10

InChIKey: UQIROCJTQMZJLL-DEOSSOPVSA-O

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Aryl ether Imine Ether

Ring system

Benzene ×3

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.708799	-
DOCK_BASE_INTER_RANK	-0.653428	-
DOCK_BASE_INTER_RANK	-0.743576	-
DOCK_BASE_INTER_RANK	-0.750081	-
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	17.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	4.627384	-
DOCK_FINAL_RANK	3.503008	-
DOCK_FINAL_RANK	3.710256	-
DOCK_FINAL_RANK	1.926486	-
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:ALA209	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA77	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN208	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLN220	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE83	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:SER218	1	-
DOCK_IFP::A:THR71	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA77	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASN208	1	-
DOCK_IFP::B:ASN245	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLU82	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:SER76	1	-
DOCK_IFP::B:THR114	1	-
DOCK_IFP::B:TRP81	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR46	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	0.619604	-
DOCK_MAX_CLASH_OVERLAP	0.619634	-
DOCK_MAX_CLASH_OVERLAP	0.619579	-
DOCK_MAX_CLASH_OVERLAP	0.619561	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.774596	-
DOCK_PRE_RANK	3.581388	-
DOCK_PRE_RANK	3.372116	-
DOCK_PRE_RANK	4.476390	-
DOCK_PRIMARY_POSE_ID	6818	-
DOCK_PRIMARY_POSE_ID	10200	-
DOCK_PRIMARY_POSE_ID	9528	-
DOCK_PRIMARY_POSE_ID	13588	-
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_t21	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:THR114;B:TYR46	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASN208;B:ASN245;B:GLU82;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:SER76;B:TRP81;B:TYR210;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA40;A:GLN124;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:SER218;A:THR71;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA77;A:ALA90;A:ARG74;A:ASN208;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TYR210;A:VAL88	-
DOCK_SCAFFOLD	O=C(COc1cccc(-c2ccccc2)c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COc1cccc(-c2ccccc2)c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COc1cccc(-c2ccccc2)c1)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(COc1cccc(-c2ccccc2)c1)Nc1ccccc1	-
DOCK_SCORE	-21.315700	-
DOCK_SCORE	-18.830900	-
DOCK_SCORE	-22.199900	-
DOCK_SCORE	-22.076900	-
DOCK_SCORE_INTER	-26.252800	-
DOCK_SCORE_INTER	-22.870000	-
DOCK_SCORE_INTER	-26.025200	-
DOCK_SCORE_INTER	-24.807900	-
DOCK_SCORE_INTER_KCAL	-5.462408	-
DOCK_SCORE_INTER_KCAL	-5.925268	-
DOCK_SCORE_INTER_KCAL	-6.270376	-
DOCK_SCORE_INTER_KCAL	-6.216015	-
DOCK_SCORE_INTER_NORM	-0.743576	-
DOCK_SCORE_INTER_NORM	-0.708799	-
DOCK_SCORE_INTER_NORM	-0.653428	-
DOCK_SCORE_INTER_NORM	-0.750081	-
DOCK_SCORE_INTRA	3.825220	-
DOCK_SCORE_INTRA	4.175980	-
DOCK_SCORE_INTRA	1.554310	-
DOCK_SCORE_INTRA	5.977040	-
DOCK_SCORE_INTRA_KCAL	0.371241	-
DOCK_SCORE_INTRA_KCAL	0.997416	-
DOCK_SCORE_INTRA_KCAL	0.913638	-
DOCK_SCORE_INTRA_KCAL	1.427592	-
DOCK_SCORE_INTRA_NORM	0.119314	-
DOCK_SCORE_INTRA_NORM	0.109292	-
DOCK_SCORE_INTRA_NORM	0.044409	-
DOCK_SCORE_INTRA_NORM	0.170772	-
DOCK_SCORE_KCAL	-5.272979	-
DOCK_SCORE_KCAL	-5.091170	-
DOCK_SCORE_KCAL	-4.497685	-
DOCK_SCORE_KCAL	-5.302357	-
DOCK_SCORE_NORM	-0.630768	-
DOCK_SCORE_NORM	-0.538026	-
DOCK_SCORE_NORM	-0.634284	-
DOCK_SCORE_NORM	-0.609019	-
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	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C26H30N3O5S+	-
DOCK_SOURCE_FORMULA	C26H30N3O5S+	-
DOCK_SOURCE_FORMULA	C26H30N3O5S+	-
DOCK_SOURCE_FORMULA	C26H30N3O5S+	-
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	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_LOGP	3.672900	-
DOCK_SOURCE_LOGP	3.672900	-
DOCK_SOURCE_LOGP	3.672900	-
DOCK_SOURCE_LOGP	3.672900	-
DOCK_SOURCE_MW	496.609000	-
DOCK_SOURCE_MW	496.609000	-
DOCK_SOURCE_MW	496.609000	-
DOCK_SOURCE_MW	496.609000	-
DOCK_SOURCE_NAME	OHD_TB2020_17	-
DOCK_SOURCE_NAME	OHD_TB2020_17	-
DOCK_SOURCE_NAME	OHD_TB2020_17	-
DOCK_SOURCE_NAME	OHD_TB2020_17	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	132.700000	-
DOCK_SOURCE_TPSA	132.700000	-
DOCK_SOURCE_TPSA	132.700000	-
DOCK_SOURCE_TPSA	132.700000	-
DOCK_STRAIN_DELTA	67.271002	-
DOCK_STRAIN_DELTA	66.533770	-
DOCK_STRAIN_DELTA	74.843808	-
DOCK_STRAIN_DELTA	74.523100	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T11	-
DOCK_TARGET	T16	-
DOCK_TARGET	T15	-
DOCK_TARGET	T21	-
EXACT_MASS	496.19006848009	Da
FORMULA	C26H30N3O5S+	-
HBA	4	-
HBD	3	-
LOGP	3.672900000000001	-
MOL_WEIGHT	496.6090000000002	g/mol
QED_SCORE	0.2909358432007338	-
ROTATABLE_BONDS	10	-
TPSA	132.7	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
T15	T15	selection_import_t15	1 native pose available	1.9264860009824365	-22.1999	9	0.69	-	Best pose
T21	T21	selection_import_t21	1 native pose available	3.503007672678255	-18.8309	14	1.00	-	Best pose
T11	T11	selection_import_t11	1 native pose available	3.7102556706653336	-22.0769	14	0.78	-	Best pose
T16	T16	selection_import_t16	1 native pose available	4.627384423488405	-21.3157	9	0.75	-	Best 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
42	1.9264860009824365	-0.743576	-22.1999	5	17	9	0.69	-	-	-	-	no	geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 74.8	Open pose

T21 — T21 1 poses · report selection_import_t21

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
30	3.503007672678255	-0.708799	-18.8309	11	19	14	1.00	0.50	0.44	0.50	-	no	geometry warning; 17 clashes; 1 protein clash; high strain Δ 67.3	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
44	3.7102556706653336	-0.750081	-22.0769	4	18	14	0.78	0.20	0.20	0.25	-	no	geometry warning; 13 clashes; 2 protein clashes; high strain Δ 66.5	Open 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
35	4.627384423488405	-0.653428	-21.3157	6	14	9	0.75	-	-	-	-	no	geometry warning; 16 clashes; 2 protein clashes; high strain Δ 74.5	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_17

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