Compound detail

SMILES: Cc1ccc(S(=O)(=O)c2cc3c(=O)n4ccccc4nc3n(Cc3ccco3)c2=[NH2+])cc1

Formula: C23H19N4O4S+ | MW: 447.49600000000015

LogP: 1.0915200000000003 | TPSA: 112.17

HBA/HBD: 5/1 | RotB: 4

InChIKey: HBDBQJFHTDRORB-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Furan Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic Ionizable base

Functional group

Sulfone

Ring system

Benzene Pyridine ×2 Furan Pyrimidine Pyrazolo[1,5-a]pyridine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.867856	-
DOCK_BASE_INTER_RANK	-0.704320	-
DOCK_BASE_INTER_RANK	-0.619602	-
DOCK_BASE_INTER_RANK	-0.999463	-
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	16.000000	-
DOCK_CLASH_COUNT	17.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	7.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	4.663784	-
DOCK_FINAL_RANK	1.423086	-
DOCK_FINAL_RANK	3.287733	-
DOCK_FINAL_RANK	2.845477	-
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:ALA284	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:FAD501	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER44	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	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	0.654364	-
DOCK_MAX_CLASH_OVERLAP	0.654288	-
DOCK_MAX_CLASH_OVERLAP	0.654287	-
DOCK_MAX_CLASH_OVERLAP	0.654307	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.625313	-
DOCK_PRE_RANK	1.380432	-
DOCK_PRE_RANK	3.233041	-
DOCK_PRE_RANK	2.795853	-
DOCK_PRIMARY_POSE_ID	5808	-
DOCK_PRIMARY_POSE_ID	11268	-
DOCK_PRIMARY_POSE_ID	13261	-
DOCK_PRIMARY_POSE_ID	14594	-
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_t17	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE91;B:PRO50;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA284;A:ARG287;A:ARG331;A:FAD501;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:THR397	-
DOCK_RESIDUE_CONTACTS	A:ALA40;A:ASN41;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	[NH2+]=c1c(S(=O)(=O)c2ccccc2)cc2c(=O)n3ccccc3nc2n1Cc1ccco1	-
DOCK_SCAFFOLD	[NH2+]=c1c(S(=O)(=O)c2ccccc2)cc2c(=O)n3ccccc3nc2n1Cc1ccco1	-
DOCK_SCAFFOLD	[NH2+]=c1c(S(=O)(=O)c2ccccc2)cc2c(=O)n3ccccc3nc2n1Cc1ccco1	-
DOCK_SCAFFOLD	[NH2+]=c1c(S(=O)(=O)c2ccccc2)cc2c(=O)n3ccccc3nc2n1Cc1ccco1	-
DOCK_SCORE	-28.314600	-
DOCK_SCORE	-23.286300	-
DOCK_SCORE	-19.460100	-
DOCK_SCORE	-31.793600	-
DOCK_SCORE_INTER	-27.771400	-
DOCK_SCORE_INTER	-22.538200	-
DOCK_SCORE_INTER	-19.827300	-
DOCK_SCORE_INTER	-31.982800	-
DOCK_SCORE_INTER_KCAL	-6.633088	-
DOCK_SCORE_INTER_KCAL	-5.383159	-
DOCK_SCORE_INTER_KCAL	-4.735671	-
DOCK_SCORE_INTER_KCAL	-7.638964	-
DOCK_SCORE_INTER_NORM	-0.867856	-
DOCK_SCORE_INTER_NORM	-0.704320	-
DOCK_SCORE_INTER_NORM	-0.619602	-
DOCK_SCORE_INTER_NORM	-0.999463	-
DOCK_SCORE_INTRA	-0.543173	-
DOCK_SCORE_INTRA	-0.748030	-
DOCK_SCORE_INTRA	0.367169	-
DOCK_SCORE_INTRA	0.189196	-
DOCK_SCORE_INTRA_KCAL	-0.129735	-
DOCK_SCORE_INTRA_KCAL	-0.178664	-
DOCK_SCORE_INTRA_KCAL	0.087697	-
DOCK_SCORE_INTRA_KCAL	0.045189	-
DOCK_SCORE_INTRA_NORM	-0.016974	-
DOCK_SCORE_INTRA_NORM	-0.023376	-
DOCK_SCORE_INTRA_NORM	0.011474	-
DOCK_SCORE_INTRA_NORM	0.005912	-
DOCK_SCORE_KCAL	-6.762829	-
DOCK_SCORE_KCAL	-5.561840	-
DOCK_SCORE_KCAL	-4.647967	-
DOCK_SCORE_KCAL	-7.593774	-
DOCK_SCORE_NORM	-0.884830	-
DOCK_SCORE_NORM	-0.727696	-
DOCK_SCORE_NORM	-0.608128	-
DOCK_SCORE_NORM	-0.993550	-
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	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C23H19N4O4S+	-
DOCK_SOURCE_FORMULA	C23H19N4O4S+	-
DOCK_SOURCE_FORMULA	C23H19N4O4S+	-
DOCK_SOURCE_FORMULA	C23H19N4O4S+	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	1.091520	-
DOCK_SOURCE_LOGP	1.091520	-
DOCK_SOURCE_LOGP	1.091520	-
DOCK_SOURCE_LOGP	1.091520	-
DOCK_SOURCE_MW	447.496000	-
DOCK_SOURCE_MW	447.496000	-
DOCK_SOURCE_MW	447.496000	-
DOCK_SOURCE_MW	447.496000	-
DOCK_SOURCE_NAME	Z57783660	-
DOCK_SOURCE_NAME	Z57783660	-
DOCK_SOURCE_NAME	Z57783660	-
DOCK_SOURCE_NAME	Z57783660	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	112.170000	-
DOCK_SOURCE_TPSA	112.170000	-
DOCK_SOURCE_TPSA	112.170000	-
DOCK_SOURCE_TPSA	112.170000	-
DOCK_STRAIN_DELTA	28.722343	-
DOCK_STRAIN_DELTA	31.021038	-
DOCK_STRAIN_DELTA	37.025042	-
DOCK_STRAIN_DELTA	34.589023	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T17	-
DOCK_TARGET	T20	-
DOCK_TARGET	T22	-
EXACT_MASS	447.11215250809005	Da
FORMULA	C23H19N4O4S+	-
HBA	5	-
HBD	1	-
LOGP	1.0915200000000003	-
MOL_WEIGHT	447.49600000000015	g/mol
QED_SCORE	0.41467793664464264	-
ROTATABLE_BONDS	4	-
TPSA	112.17	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
T17	T17	selection_import_t17	1 native pose available	1.4230860420483253	-23.2863	7	0.58	-	Best pose
T22	T22	selection_import_t22	1 native pose available	2.8454769210706528	-31.7936	14	0.67	-	Best pose
T20	T20	selection_import_t20	1 native pose available	3.287733205821493	-19.4601	7	0.88	-	Best pose
T09	T09	selection_import_t09	1 native pose available	4.663783975013295	-28.3146	9	0.43	-	Best 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
425	1.4230860420483253	-0.70432	-23.2863	3	14	7	0.58	1.00	1.00	1.00	-	no	geometry warning; 16 clashes; 2 protein contact clashes; high strain Δ 31.0	Open pose

T22 — T22 1 poses · report selection_import_t22

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
356	2.8454769210706528	-0.999463	-31.7936	10	18	14	0.67	0.47	0.45	0.45	-	no	geometry warning; 16 clashes; 1 protein clash; high strain Δ 34.6	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
382	3.287733205821493	-0.619602	-19.4601	3	7	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 17 clashes; 1 protein clash; high strain Δ 37.0	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
390	4.663783975013295	-0.867856	-28.3146	6	14	9	0.43	0.00	0.00	0.00	-	no	geometry warning; 17 clashes; 3 protein clashes; moderate strain Δ 28.7	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

Z57783660

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