Compound detail

SMILES: CC/[NH+]=c1/scc(-c2ccc(Br)cc2)n1/N=C/c1ccc(O)c(O)c1O

Formula: C18H17BrN3O3S+ | MW: 435.32300000000015

LogP: 1.9793000000000012 | TPSA: 91.95

HBA/HBD: 5/4 | RotB: 4

InChIKey: NORXWJVICYRKAB-NTLNCKMSSA-O

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

Catechol ×2 Resorcinol H-bond acceptor N ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base

Functional group

Phenol ×3 Bromine Imine

Ring system

Benzene ×2 Thiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.116210	-
DOCK_BASE_INTER_RANK	-1.087440	-
DOCK_BASE_INTER_RANK	-1.285930	-
DOCK_BASE_INTER_RANK	-1.418250	-
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	9.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	5	-
DOCK_FINAL_RANK	0.646906	-
DOCK_FINAL_RANK	2.968189	-
DOCK_FINAL_RANK	1.430858	-
DOCK_FINAL_RANK	2.202689	-
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:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN127	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE139	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	1	-
DOCK_IFP::D:ARG287	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	0.689983	-
DOCK_MAX_CLASH_OVERLAP	0.647814	-
DOCK_MAX_CLASH_OVERLAP	0.614945	-
DOCK_MAX_CLASH_OVERLAP	0.614959	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.869620	-
DOCK_PRE_RANK	2.143052	-
DOCK_PRE_RANK	0.588940	-
DOCK_PRE_RANK	1.373502	-
DOCK_PRIMARY_POSE_ID	3048	-
DOCK_PRIMARY_POSE_ID	5814	-
DOCK_PRIMARY_POSE_ID	5127	-
DOCK_PRIMARY_POSE_ID	465	-
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_t05	-
DOCK_REPORT_ID	selection_import_t01	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE139;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:THR137;A:TRP25;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASN127;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR194;A:VAL230;D:ARG287	-
DOCK_SCAFFOLD	[NH2+]=c1scc(-c2ccccc2)n1N=Cc1ccccc1	-
DOCK_SCAFFOLD	[NH2+]=c1scc(-c2ccccc2)n1N=Cc1ccccc1	-
DOCK_SCAFFOLD	[NH2+]=c1scc(-c2ccccc2)n1N=Cc1ccccc1	-
DOCK_SCAFFOLD	[NH2+]=c1scc(-c2ccccc2)n1N=Cc1ccccc1	-
DOCK_SCORE	-22.194600	-
DOCK_SCORE	-25.449300	-
DOCK_SCORE	-27.163800	-
DOCK_SCORE	-32.483800	-
DOCK_SCORE_INTER	-33.434300	-
DOCK_SCORE_INTER	-29.021400	-
DOCK_SCORE_INTER	-36.874400	-
DOCK_SCORE_INTER	-28.273600	-
DOCK_SCORE_INTER_KCAL	-8.807303	-
DOCK_SCORE_INTER_KCAL	-7.985649	-
DOCK_SCORE_INTER_KCAL	-6.753036	-
DOCK_SCORE_INTER_KCAL	-6.931645	-
DOCK_SCORE_INTER_NORM	-1.285930	-
DOCK_SCORE_INTER_NORM	-1.116210	-
DOCK_SCORE_INTER_NORM	-1.087440	-
DOCK_SCORE_INTER_NORM	-1.418250	-
DOCK_SCORE_INTRA	6.270470	-
DOCK_SCORE_INTRA	4.390590	-
DOCK_SCORE_INTRA	3.572130	-
DOCK_SCORE_INTRA	6.078930	-
DOCK_SCORE_INTRA_KCAL	1.497677	-
DOCK_SCORE_INTRA_KCAL	1.451928	-
DOCK_SCORE_INTRA_KCAL	0.853189	-
DOCK_SCORE_INTRA_KCAL	1.048675	-
DOCK_SCORE_INTRA_NORM	0.137389	-
DOCK_SCORE_INTRA_NORM	0.168869	-
DOCK_SCORE_INTRA_NORM	0.241172	-
DOCK_SCORE_INTRA_NORM	0.233805	-
DOCK_SCORE_KCAL	-6.487965	-
DOCK_SCORE_KCAL	-5.301091	-
DOCK_SCORE_KCAL	-7.758626	-
DOCK_SCORE_KCAL	-6.078464	-
DOCK_SCORE_NORM	-0.853640	-
DOCK_SCORE_NORM	-0.978820	-
DOCK_SCORE_NORM	-1.044760	-
DOCK_SCORE_NORM	-1.249380	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H17BrN3O3S+	-
DOCK_SOURCE_FORMULA	C18H17BrN3O3S+	-
DOCK_SOURCE_FORMULA	C18H17BrN3O3S+	-
DOCK_SOURCE_FORMULA	C18H17BrN3O3S+	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_LOGP	1.979300	-
DOCK_SOURCE_LOGP	1.979300	-
DOCK_SOURCE_LOGP	1.979300	-
DOCK_SOURCE_LOGP	1.979300	-
DOCK_SOURCE_MW	435.323000	-
DOCK_SOURCE_MW	435.323000	-
DOCK_SOURCE_MW	435.323000	-
DOCK_SOURCE_MW	435.323000	-
DOCK_SOURCE_NAME	Z56902329	-
DOCK_SOURCE_NAME	Z56902329	-
DOCK_SOURCE_NAME	Z56902329	-
DOCK_SOURCE_NAME	Z56902329	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	91.950000	-
DOCK_SOURCE_TPSA	91.950000	-
DOCK_SOURCE_TPSA	91.950000	-
DOCK_SOURCE_TPSA	91.950000	-
DOCK_STRAIN_DELTA	39.301431	-
DOCK_STRAIN_DELTA	55.254526	-
DOCK_STRAIN_DELTA	38.541698	-
DOCK_STRAIN_DELTA	38.262331	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T05	-
DOCK_TARGET	T08	-
DOCK_TARGET	T09	-
DOCK_TARGET	T01	-
EXACT_MASS	434.01685092409	Da
FORMULA	C18H17BrN3O3S+	-
HBA	5	-
HBD	4	-
LOGP	1.9793000000000012	-
MOL_WEIGHT	435.32300000000015	g/mol
QED_SCORE	0.3732324887798864	-
ROTATABLE_BONDS	4	-
TPSA	91.95	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
T09	T09	selection_import_t09	1 native pose available	0.6469055775799418	-22.1946	16	0.76	-	Best pose
T08	T08	selection_import_t08	1 native pose available	1.4308580207796158	-32.4838	14	0.74	-	Best pose
T05	T05	selection_import_t05	1 native pose available	2.2026889513210017	-25.4493	13	0.76	-	Best pose
T01	T01	selection_import_t01	1 native pose available	2.968188930772732	-27.1638	15	0.71	-	Best 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
396	0.6469055775799418	-1.08744	-22.1946	5	19	16	0.76	0.14	0.17	0.17	-	no	geometry warning; 7 clashes; 5 protein contact clashes; high strain Δ 38.5	Open 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
386	1.4308580207796158	-1.41825	-32.4838	10	20	14	0.74	0.67	0.60	0.60	-	no	geometry warning; 9 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 38.3	Open pose

T05 — T05 1 poses · report selection_import_t05

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
338	2.2026889513210017	-1.11621	-25.4493	10	15	13	0.76	0.29	0.33	0.60	-	no	geometry warning; 9 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 39.3	Open pose

T01 — T01 1 poses · report selection_import_t01

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	2.968188930772732	-1.28593	-27.1638	5	21	15	0.71	0.00	0.20	0.20	-	no	geometry warning; 8 clashes; 2 protein clashes; high strain Δ 55.3	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

Z56902329

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