Compound detail

SMILES: CCN(CC)S(=O)(=O)c1ccc(N/N=C\c2ccc(O)cc2O)nc1

Formula: C16H20N4O4S | MW: 364.42700000000013

LogP: 1.9692999999999998 | TPSA: 115.12

HBA/HBD: 7/3 | RotB: 7

InChIKey: KZBOZJYUPULZBU-ZDLGFXPLSA-N

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

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

Functional group

Phenol ×2 Sulfonamide Imine

Ring system

Benzene Pyridine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.237160	-
DOCK_BASE_INTER_RANK	-1.086680	-
DOCK_BASE_INTER_RANK	-1.109140	-
DOCK_BASE_INTER_RANK	-0.873159	-
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	7.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	13	-
DOCK_EXPERIMENT_ID	14	-
DOCK_FINAL_RANK	1.597405	-
DOCK_FINAL_RANK	3.236352	-
DOCK_FINAL_RANK	4.126482	-
DOCK_FINAL_RANK	2.018794	-
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:ALA283	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG22	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ARG342	1	-
DOCK_IFP::A:ARG50	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN20	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP332	1	-
DOCK_IFP::A:ASP44	1	-
DOCK_IFP::A:ASP47	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS26	1	-
DOCK_IFP::A:GLN341	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLU343	1	-
DOCK_IFP::A:GLY199	1	-
DOCK_IFP::A:GLY201	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:HIS333	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU25	1	-
DOCK_IFP::A:LEU382	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE238	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:PRO340	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:SER410	1	-
DOCK_IFP::A:THR21	1	-
DOCK_IFP::A:THR285	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR331	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:VAL206	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:ILE76	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	0.652341	-
DOCK_MAX_CLASH_OVERLAP	0.652344	-
DOCK_MAX_CLASH_OVERLAP	0.663515	-
DOCK_MAX_CLASH_OVERLAP	0.663476	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.547631	-
DOCK_PRE_RANK	3.203867	-
DOCK_PRE_RANK	4.089033	-
DOCK_PRE_RANK	1.980566	-
DOCK_PRIMARY_POSE_ID	4528	-
DOCK_PRIMARY_POSE_ID	7927	-
DOCK_PRIMARY_POSE_ID	8618	-
DOCK_PRIMARY_POSE_ID	9299	-
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_t07	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t13	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA67;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR331;A:TYR389	-
DOCK_RESIDUE_CONTACTS	A:ALA283;A:ARG22;A:ARG342;A:ARG50;A:ASN20;A:ASP44;A:ASP47;A:CYS26;A:GLN341;A:GLU343;A:LEU25;A:LEU382;A:PRO340;A:SER282;A:SER410;A:THR21;A:THR285	-
DOCK_SCAFFOLD	C(=NNc1ccccn1)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ccccn1)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ccccn1)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ccccn1)c1ccccc1	-
DOCK_SCORE	-31.825800	-
DOCK_SCORE	-25.663200	-
DOCK_SCORE	-25.163300	-
DOCK_SCORE	-20.767800	-
DOCK_SCORE_INTER	-30.929100	-
DOCK_SCORE_INTER	-27.167100	-
DOCK_SCORE_INTER	-27.728500	-
DOCK_SCORE_INTER	-21.829000	-
DOCK_SCORE_INTER_KCAL	-7.387292	-
DOCK_SCORE_INTER_KCAL	-6.488753	-
DOCK_SCORE_INTER_KCAL	-6.622841	-
DOCK_SCORE_INTER_KCAL	-5.213769	-
DOCK_SCORE_INTER_NORM	-1.237160	-
DOCK_SCORE_INTER_NORM	-1.086680	-
DOCK_SCORE_INTER_NORM	-1.109140	-
DOCK_SCORE_INTER_NORM	-0.873159	-
DOCK_SCORE_INTRA	-0.896684	-
DOCK_SCORE_INTRA	1.503920	-
DOCK_SCORE_INTRA	2.565230	-
DOCK_SCORE_INTRA	1.038540	-
DOCK_SCORE_INTRA_KCAL	-0.214169	-
DOCK_SCORE_INTRA_KCAL	0.359205	-
DOCK_SCORE_INTRA_KCAL	0.612695	-
DOCK_SCORE_INTRA_KCAL	0.248051	-
DOCK_SCORE_INTRA_NORM	-0.035867	-
DOCK_SCORE_INTRA_NORM	0.060157	-
DOCK_SCORE_INTRA_NORM	0.102609	-
DOCK_SCORE_INTRA_NORM	0.041542	-
DOCK_SCORE_KCAL	-7.601465	-
DOCK_SCORE_KCAL	-6.129553	-
DOCK_SCORE_KCAL	-6.010154	-
DOCK_SCORE_KCAL	-4.960306	-
DOCK_SCORE_NORM	-1.273030	-
DOCK_SCORE_NORM	-1.026530	-
DOCK_SCORE_NORM	-1.006530	-
DOCK_SCORE_NORM	-0.830711	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.022662	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000906	-
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	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T13_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C16H20N4O4S	-
DOCK_SOURCE_FORMULA	C16H20N4O4S	-
DOCK_SOURCE_FORMULA	C16H20N4O4S	-
DOCK_SOURCE_FORMULA	C16H20N4O4S	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_HEAVY_ATOMS	25.000000	-
DOCK_SOURCE_LOGP	1.969300	-
DOCK_SOURCE_LOGP	1.969300	-
DOCK_SOURCE_LOGP	1.969300	-
DOCK_SOURCE_LOGP	1.969300	-
DOCK_SOURCE_MW	364.427000	-
DOCK_SOURCE_MW	364.427000	-
DOCK_SOURCE_MW	364.427000	-
DOCK_SOURCE_MW	364.427000	-
DOCK_SOURCE_NAME	Z49995281	-
DOCK_SOURCE_NAME	Z49995281	-
DOCK_SOURCE_NAME	Z49995281	-
DOCK_SOURCE_NAME	Z49995281	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	115.120000	-
DOCK_SOURCE_TPSA	115.120000	-
DOCK_SOURCE_TPSA	115.120000	-
DOCK_SOURCE_TPSA	115.120000	-
DOCK_STRAIN_DELTA	34.663039	-
DOCK_STRAIN_DELTA	25.154235	-
DOCK_STRAIN_DELTA	28.138421	-
DOCK_STRAIN_DELTA	28.583955	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T07	-
DOCK_TARGET	T12	-
DOCK_TARGET	T13	-
DOCK_TARGET	T14	-
EXACT_MASS	364.12052612	Da
FORMULA	C16H20N4O4S	-
HBA	7	-
HBD	3	-
LOGP	1.9692999999999998	-
MOL_WEIGHT	364.42700000000013	g/mol
QED_SCORE	0.5109925042659937	-
ROTATABLE_BONDS	7	-
TPSA	115.12	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
T07	T07	selection_import_t07	1 native pose available	1.5974050306592176	-31.8258	13	0.68	-	Best pose
T14	T14	selection_import_t14	1 native pose available	2.0187936003951927	-20.7678	7	0.47	-	Best pose
T12	T12	selection_import_t12	1 native pose available	3.236351828504575	-25.6632	15	0.94	-	Best pose
T13	T13	selection_import_t13	1 native pose available	4.126481732356995	-25.1633	15	0.79	-	Best pose

T07 — T07 1 poses · report selection_import_t07

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
465	1.5974050306592176	-1.23716	-31.8258	8	15	13	0.68	0.67	0.60	0.60	-	no	geometry warning; 7 clashes; 1 protein clash; 2 severe cofactor-context clashes; high strain Δ 34.7	Open pose

T14 — T14 1 poses · report selection_import_t14

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
491	2.0187936003951927	-0.873159	-20.7678	5	17	7	0.47	0.17	0.20	0.20	-	no	geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 28.6	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
475	3.236351828504575	-1.08668	-25.6632	14	16	15	0.94	0.67	0.60	0.80	-	no	geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 25.2	Open pose

T13 — T13 1 poses · report selection_import_t13

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
488	4.126481732356995	-1.10914	-25.1633	12	18	15	0.79	0.56	0.57	0.57	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 28.1	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

Z49995281

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