Compound detail

SMILES: Brc1ccc2c(C(CNCc3cccs3)c3c[nH]c4cc(Br)ccc34)c[nH]c2c1

Formula: C23H19Br2N3S | MW: 529.3010000000002

LogP: 7.157400000000004 | TPSA: 43.61

HBA/HBD: 2/3 | RotB: 6

InChIKey: RAOGXFKDIHZPKQ-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base

Functional group

Secondary amine Bromine ×2

Ring system

Benzene ×2 Indole ×2 Pyrrole ×2 Thiophene Isoindole ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.955644	-
DOCK_BASE_INTER_RANK	-0.980307	-
DOCK_BASE_INTER_RANK	-0.920520	-
DOCK_BASE_INTER_RANK	-0.725009	-
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	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	1.684588	-
DOCK_FINAL_RANK	0.569037	-
DOCK_FINAL_RANK	1.854534	-
DOCK_FINAL_RANK	1.735002	-
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:ALA10	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY112	1	-
DOCK_IFP::A:GLY117	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG97	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER44	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:VAL156	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	0.636469	-
DOCK_MAX_CLASH_OVERLAP	0.636449	-
DOCK_MAX_CLASH_OVERLAP	0.636528	-
DOCK_MAX_CLASH_OVERLAP	0.636424	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.663205	-
DOCK_PRE_RANK	0.554121	-
DOCK_PRE_RANK	1.838371	-
DOCK_PRE_RANK	1.710655	-
DOCK_PRIMARY_POSE_ID	666	-
DOCK_PRIMARY_POSE_ID	1345	-
DOCK_PRIMARY_POSE_ID	6085	-
DOCK_PRIMARY_POSE_ID	12198	-
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_t01	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY117;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASN65;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG97;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR83;B:VAL156;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:GLY112;A:ILE106;A:LEU17;A:MET113;A:SER109;A:THR117;A:TRP21;A:TYR110	-
DOCK_SCAFFOLD	c1csc(CNCC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1	-
DOCK_SCAFFOLD	c1csc(CNCC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1	-
DOCK_SCAFFOLD	c1csc(CNCC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1	-
DOCK_SCAFFOLD	c1csc(CNCC(c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)c1	-
DOCK_SCORE	-24.053300	-
DOCK_SCORE	-27.092800	-
DOCK_SCORE	-22.477500	-
DOCK_SCORE	-18.046600	-
DOCK_SCORE_INTER	-27.713700	-
DOCK_SCORE_INTER	-28.428900	-
DOCK_SCORE_INTER	-26.695100	-
DOCK_SCORE_INTER	-21.025300	-
DOCK_SCORE_INTER_KCAL	-6.619306	-
DOCK_SCORE_INTER_KCAL	-6.790129	-
DOCK_SCORE_INTER_KCAL	-6.376018	-
DOCK_SCORE_INTER_KCAL	-5.021809	-
DOCK_SCORE_INTER_NORM	-0.955644	-
DOCK_SCORE_INTER_NORM	-0.980307	-
DOCK_SCORE_INTER_NORM	-0.920520	-
DOCK_SCORE_INTER_NORM	-0.725009	-
DOCK_SCORE_INTRA	3.660410	-
DOCK_SCORE_INTRA	1.336070	-
DOCK_SCORE_INTRA	4.217550	-
DOCK_SCORE_INTRA	2.978620	-
DOCK_SCORE_INTRA_KCAL	0.874274	-
DOCK_SCORE_INTRA_KCAL	0.319115	-
DOCK_SCORE_INTRA_KCAL	1.007345	-
DOCK_SCORE_INTRA_KCAL	0.711431	-
DOCK_SCORE_INTRA_NORM	0.126221	-
DOCK_SCORE_INTRA_NORM	0.046071	-
DOCK_SCORE_INTRA_NORM	0.145433	-
DOCK_SCORE_INTRA_NORM	0.102711	-
DOCK_SCORE_KCAL	-5.745034	-
DOCK_SCORE_KCAL	-6.471007	-
DOCK_SCORE_KCAL	-5.368661	-
DOCK_SCORE_KCAL	-4.310358	-
DOCK_SCORE_NORM	-0.829424	-
DOCK_SCORE_NORM	-0.934235	-
DOCK_SCORE_NORM	-0.775088	-
DOCK_SCORE_NORM	-0.622298	-
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	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C23H19Br2N3S	-
DOCK_SOURCE_FORMULA	C23H19Br2N3S	-
DOCK_SOURCE_FORMULA	C23H19Br2N3S	-
DOCK_SOURCE_FORMULA	C23H19Br2N3S	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	7.157400	-
DOCK_SOURCE_LOGP	7.157400	-
DOCK_SOURCE_LOGP	7.157400	-
DOCK_SOURCE_LOGP	7.157400	-
DOCK_SOURCE_MW	529.301000	-
DOCK_SOURCE_MW	529.301000	-
DOCK_SOURCE_MW	529.301000	-
DOCK_SOURCE_MW	529.301000	-
DOCK_SOURCE_NAME	OHD_ACDS_38	-
DOCK_SOURCE_NAME	OHD_ACDS_38	-
DOCK_SOURCE_NAME	OHD_ACDS_38	-
DOCK_SOURCE_NAME	OHD_ACDS_38	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	43.610000	-
DOCK_SOURCE_TPSA	43.610000	-
DOCK_SOURCE_TPSA	43.610000	-
DOCK_SOURCE_TPSA	43.610000	-
DOCK_STRAIN_DELTA	17.140713	-
DOCK_STRAIN_DELTA	10.880765	-
DOCK_STRAIN_DELTA	12.237157	-
DOCK_STRAIN_DELTA	19.525206	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T02	-
DOCK_TARGET	T09	-
DOCK_TARGET	T18	-
EXACT_MASS	526.966642808	Da
FORMULA	C23H19Br2N3S	-
HBA	2	-
HBD	3	-
LOGP	7.157400000000004	-
MOL_WEIGHT	529.3010000000002	g/mol
QED_SCORE	0.21490925292419125	-
ROTATABLE_BONDS	6	-
TPSA	43.61	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
T02	T02	selection_import_t02	1 native pose available	0.5690369790417854	-27.0928	17	0.81	-	Best pose
T01	T01	selection_import_t01	1 native pose available	1.6845879446949032	-24.0533	18	0.86	-	Best pose
T18	T18	selection_import_t18	1 native pose available	1.7350019367006875	-18.0466	10	0.77	-	Best pose
T09	T09	selection_import_t09	1 native pose available	1.8545339706584674	-22.4775	16	0.76	-	Best pose

T02 — T02 1 poses · report selection_import_t02

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
667	0.5690369790417854	-0.980307	-27.0928	3	17	17	0.81	0.20	0.20	0.20	-	no	geometry warning; 8 clashes; 3 protein contact clashes; 1 severe cofactor-context clash	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
666	1.6845879446949032	-0.955644	-24.0533	2	21	18	0.86	0.20	0.20	0.20	-	no	geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash	Open pose

T18 — T18 1 poses · report selection_import_t18

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
677	1.7350019367006875	-0.725009	-18.0466	2	10	10	0.77	-	-	-	-	no	geometry warning; 9 clashes; 1 protein clash	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
667	1.8545339706584674	-0.92052	-22.4775	3	17	16	0.76	0.14	0.17	0.17	-	no	geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash	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_ACDS_38

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