Compound detail

SMILES: COc1ccccc1NS(=O)(=O)c1cc([N+](=O)O)ccc1N/N=C\c1c(C)[nH]c2ccccc12

Formula: C23H22N5O5S+ | MW: 480.5260000000001

LogP: 4.531320000000003 | TPSA: 135.89

HBA/HBD: 6/4 | RotB: 8

InChIKey: VJAUVCDAKMDMJH-OYKKKHCWSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic ×3 Ionizable base

Functional group

Sulfonamide Aryl ether Imine Ether

Ring system

Benzene ×3 Indole Pyrrole Isoindole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.563275	-
DOCK_BASE_INTER_RANK	-0.741743	-
DOCK_BASE_INTER_RANK	-0.939239	-
DOCK_BASE_INTER_RANK	-0.816482	-
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	18.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	4.119991	-
DOCK_FINAL_RANK	2.555804	-
DOCK_FINAL_RANK	1.419648	-
DOCK_FINAL_RANK	5.234711	-
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:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:LEU136	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:MET213	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:PRO462	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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	0.657891	-
DOCK_MAX_CLASH_OVERLAP	0.638720	-
DOCK_MAX_CLASH_OVERLAP	0.638544	-
DOCK_MAX_CLASH_OVERLAP	0.638682	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.410556	-
DOCK_PRE_RANK	3.989108	-
DOCK_PRE_RANK	5.083108	-
DOCK_PRE_RANK	1.269229	-
DOCK_PRIMARY_POSE_ID	8065	-
DOCK_PRIMARY_POSE_ID	13500	-
DOCK_PRIMARY_POSE_ID	5340	-
DOCK_PRIMARY_POSE_ID	6719	-
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_t10	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:LEU136;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU467;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:THR397;A:THR463	-
DOCK_SCAFFOLD	O=S(=O)(Nc1ccccc1)c1ccccc1NN=Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=S(=O)(Nc1ccccc1)c1ccccc1NN=Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=S(=O)(Nc1ccccc1)c1ccccc1NN=Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=S(=O)(Nc1ccccc1)c1ccccc1NN=Cc1c[nH]c2ccccc12	-
DOCK_SCORE	-16.013400	-
DOCK_SCORE	-19.436400	-
DOCK_SCORE	-25.097900	-
DOCK_SCORE	-28.146400	-
DOCK_SCORE_INTER	-25.219300	-
DOCK_SCORE_INTER	-31.934100	-
DOCK_SCORE_INTER	-19.151300	-
DOCK_SCORE_INTER	-27.760400	-
DOCK_SCORE_INTER_KCAL	-6.630460	-
DOCK_SCORE_INTER_KCAL	-7.627332	-
DOCK_SCORE_INTER_KCAL	-6.023529	-
DOCK_SCORE_INTER_KCAL	-4.574211	-
DOCK_SCORE_INTER_NORM	-0.741743	-
DOCK_SCORE_INTER_NORM	-0.816482	-
DOCK_SCORE_INTER_NORM	-0.563275	-
DOCK_SCORE_INTER_NORM	-0.939239	-
DOCK_SCORE_INTRA	3.787740	-
DOCK_SCORE_INTRA	5.782860	-
DOCK_SCORE_INTRA	2.662470	-
DOCK_SCORE_INTRA	3.137970	-
DOCK_SCORE_INTRA_KCAL	0.904687	-
DOCK_SCORE_INTRA_KCAL	0.749492	-
DOCK_SCORE_INTRA_KCAL	0.635920	-
DOCK_SCORE_INTRA_KCAL	1.381213	-
DOCK_SCORE_INTRA_NORM	0.170084	-
DOCK_SCORE_INTRA_NORM	0.078308	-
DOCK_SCORE_INTRA_NORM	0.111404	-
DOCK_SCORE_INTRA_NORM	0.092293	-
DOCK_SCORE_KCAL	-4.642306	-
DOCK_SCORE_KCAL	-6.722655	-
DOCK_SCORE_KCAL	-5.994533	-
DOCK_SCORE_KCAL	-3.824737	-
DOCK_SCORE_NORM	-0.827835	-
DOCK_SCORE_NORM	-0.571659	-
DOCK_SCORE_NORM	-0.470981	-
DOCK_SCORE_NORM	-0.738174	-
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	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C23H22N5O5S+	-
DOCK_SOURCE_FORMULA	C23H22N5O5S+	-
DOCK_SOURCE_FORMULA	C23H22N5O5S+	-
DOCK_SOURCE_FORMULA	C23H22N5O5S+	-
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	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_LOGP	4.531320	-
DOCK_SOURCE_LOGP	4.531320	-
DOCK_SOURCE_LOGP	4.531320	-
DOCK_SOURCE_LOGP	4.531320	-
DOCK_SOURCE_MW	480.526000	-
DOCK_SOURCE_MW	480.526000	-
DOCK_SOURCE_MW	480.526000	-
DOCK_SOURCE_MW	480.526000	-
DOCK_SOURCE_NAME	Z49582732	-
DOCK_SOURCE_NAME	Z49582732	-
DOCK_SOURCE_NAME	Z49582732	-
DOCK_SOURCE_NAME	Z49582732	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	135.890000	-
DOCK_SOURCE_TPSA	135.890000	-
DOCK_SOURCE_TPSA	135.890000	-
DOCK_SOURCE_TPSA	135.890000	-
DOCK_STRAIN_DELTA	74.740896	-
DOCK_STRAIN_DELTA	67.267658	-
DOCK_STRAIN_DELTA	74.317025	-
DOCK_STRAIN_DELTA	72.461000	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T20	-
DOCK_TARGET	T10	-
DOCK_TARGET	T08	-
EXACT_MASS	480.1336162240901	Da
FORMULA	C23H22N5O5S+	-
HBA	6	-
HBD	4	-
LOGP	4.531320000000003	-
MOL_WEIGHT	480.5260000000001	g/mol
QED_SCORE	0.21606468183201544	-
ROTATABLE_BONDS	8	-
TPSA	135.89	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	1.4196484638659015	-28.1464	13	0.68	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.5558035847312244	-25.0979	14	0.88	-	Best pose
T20	T20	selection_import_t20	1 native pose available	4.119991031040839	-16.0134	6	0.75	-	Best pose
T10	T10	selection_import_t10	1 native pose available	5.234710793187857	-19.4364	12	0.71	-	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
599	1.4196484638659015	-0.939239	-28.1464	11	15	13	0.68	0.67	0.60	0.60	-	no	geometry warning; 16 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 74.3	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
613	2.5558035847312244	-0.816482	-25.0979	11	14	14	0.88	0.50	0.50	0.50	-	no	geometry warning; 18 clashes; 8 protein contact clashes; high strain Δ 72.5	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
621	4.119991031040839	-0.563275	-16.0134	4	10	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 67.3	Open pose

T10 — T10 1 poses · report selection_import_t10

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
623	5.234710793187857	-0.741743	-19.4364	15	14	12	0.71	0.46	0.45	0.55	-	no	geometry warning; 18 clashes; 2 protein clashes; high strain Δ 74.7	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

Z49582732

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