Compound detail

SMILES: COc1ccc2nccc([C@H](O)CN3CC[C@H](NC(=O)c4ccc(Br)cc4)[C@@H](O)C3)c2n1

Formula: C23H25BrN4O4 | MW: 501.3810000000002

LogP: 2.2995 | TPSA: 107.81

HBA/HBD: 7/3 | RotB: 6

InChIKey: FTYMVFQUFHOSSM-SXLOBPIMSA-N

Recognized patterns

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

Highlighted: 1 pattern Metal chelator Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Secondary amine Alcohol ×2 Tertiary amine Bromine Aryl ether Ether

Ring system

Benzene Pyridine ×2 Pipecolinyl ring

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.094070	-
DOCK_BASE_INTER_RANK	-0.754640	-
DOCK_BASE_INTER_RANK	-0.691317	-
DOCK_BASE_INTER_RANK	-0.786143	-
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	15.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	1.108774	-
DOCK_FINAL_RANK	2.284318	-
DOCK_FINAL_RANK	2.966655	-
DOCK_FINAL_RANK	4.739249	-
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:ARG137	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN125	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP127	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS469	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLN220	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY459	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE48	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU93	1	-
DOCK_IFP::A:LEU95	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	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	0.634411	-
DOCK_MAX_CLASH_OVERLAP	0.634451	-
DOCK_MAX_CLASH_OVERLAP	0.634517	-
DOCK_MAX_CLASH_OVERLAP	0.634488	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.078798	-
DOCK_PRE_RANK	2.243456	-
DOCK_PRE_RANK	2.937443	-
DOCK_PRE_RANK	4.690261	-
DOCK_PRIMARY_POSE_ID	4911	-
DOCK_PRIMARY_POSE_ID	6908	-
DOCK_PRIMARY_POSE_ID	13054	-
DOCK_PRIMARY_POSE_ID	13667	-
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_t08	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:LEU263;A:LYS13;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ASN125;A:ASP127;A:GLN124;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:ILE48;A:LEU194;A:LEU93;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(NC1CCN(CCc2ccnc3cccnc23)CC1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(NC1CCN(CCc2ccnc3cccnc23)CC1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(NC1CCN(CCc2ccnc3cccnc23)CC1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(NC1CCN(CCc2ccnc3cccnc23)CC1)c1ccccc1	-
DOCK_SCORE	-33.677300	-
DOCK_SCORE	-23.901200	-
DOCK_SCORE	-20.974700	-
DOCK_SCORE	-24.631800	-
DOCK_SCORE_INTER	-35.010400	-
DOCK_SCORE_INTER	-24.148500	-
DOCK_SCORE_INTER	-22.122200	-
DOCK_SCORE_INTER	-25.156600	-
DOCK_SCORE_INTER_KCAL	-8.362094	-
DOCK_SCORE_INTER_KCAL	-5.767773	-
DOCK_SCORE_INTER_KCAL	-5.283799	-
DOCK_SCORE_INTER_KCAL	-6.008553	-
DOCK_SCORE_INTER_NORM	-1.094070	-
DOCK_SCORE_INTER_NORM	-0.754640	-
DOCK_SCORE_INTER_NORM	-0.691317	-
DOCK_SCORE_INTER_NORM	-0.786143	-
DOCK_SCORE_INTRA	1.283940	-
DOCK_SCORE_INTRA	0.247243	-
DOCK_SCORE_INTRA	1.147460	-
DOCK_SCORE_INTRA	0.524749	-
DOCK_SCORE_INTRA_KCAL	0.306664	-
DOCK_SCORE_INTRA_KCAL	0.059053	-
DOCK_SCORE_INTRA_KCAL	0.274066	-
DOCK_SCORE_INTRA_KCAL	0.125334	-
DOCK_SCORE_INTRA_NORM	0.040123	-
DOCK_SCORE_INTRA_NORM	0.007726	-
DOCK_SCORE_INTRA_NORM	0.035858	-
DOCK_SCORE_INTRA_NORM	0.016398	-
DOCK_SCORE_KCAL	-8.043688	-
DOCK_SCORE_KCAL	-5.708706	-
DOCK_SCORE_KCAL	-5.009723	-
DOCK_SCORE_KCAL	-5.883207	-
DOCK_SCORE_NORM	-1.052420	-
DOCK_SCORE_NORM	-0.746914	-
DOCK_SCORE_NORM	-0.655459	-
DOCK_SCORE_NORM	-0.769745	-
DOCK_SCORE_RESTR	0.049139	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.001536	-
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	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C23H25BrN4O4	-
DOCK_SOURCE_FORMULA	C23H25BrN4O4	-
DOCK_SOURCE_FORMULA	C23H25BrN4O4	-
DOCK_SOURCE_FORMULA	C23H25BrN4O4	-
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	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	2.299500	-
DOCK_SOURCE_LOGP	2.299500	-
DOCK_SOURCE_LOGP	2.299500	-
DOCK_SOURCE_LOGP	2.299500	-
DOCK_SOURCE_MW	501.381000	-
DOCK_SOURCE_MW	501.381000	-
DOCK_SOURCE_MW	501.381000	-
DOCK_SOURCE_MW	501.381000	-
DOCK_SOURCE_NAME	KB_chagas_52	-
DOCK_SOURCE_NAME	KB_chagas_52	-
DOCK_SOURCE_NAME	KB_chagas_52	-
DOCK_SOURCE_NAME	KB_chagas_52	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	107.810000	-
DOCK_SOURCE_TPSA	107.810000	-
DOCK_SOURCE_TPSA	107.810000	-
DOCK_SOURCE_TPSA	107.810000	-
DOCK_STRAIN_DELTA	23.532726	-
DOCK_STRAIN_DELTA	30.052764	-
DOCK_STRAIN_DELTA	23.022195	-
DOCK_STRAIN_DELTA	34.274854	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T08	-
DOCK_TARGET	T11	-
DOCK_TARGET	T20	-
DOCK_TARGET	T21	-
EXACT_MASS	500.10591738000005	Da
FORMULA	C23H25BrN4O4	-
HBA	7	-
HBD	3	-
LOGP	2.2995	-
MOL_WEIGHT	501.3810000000002	g/mol
QED_SCORE	0.4759796443659628	-
ROTATABLE_BONDS	6	-
TPSA	107.81	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	1.1087737741072725	-33.6773	13	0.68	-	Best pose
T11	T11	selection_import_t11	1 native pose available	2.2843175396031485	-23.9012	13	0.72	-	Best pose
T20	T20	selection_import_t20	1 native pose available	2.966655470319756	-20.9747	8	1.00	-	Best pose
T21	T21	selection_import_t21	1 native pose available	4.739249155118305	-24.6318	14	1.00	-	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
170	1.1087737741072725	-1.09407	-33.6773	8	17	13	0.68	0.83	0.80	0.80	-	no	geometry warning; 15 clashes; 3 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 23.5	Open pose

T11 — T11 1 poses · report selection_import_t11

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
134	2.2843175396031485	-0.75464	-23.9012	2	20	13	0.72	0.20	0.20	0.25	-	no	geometry warning; 13 clashes; 1 protein clash; high strain Δ 30.1	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
175	2.966655470319756	-0.691317	-20.9747	7	11	8	1.00	1.00	1.00	1.00	-	no	geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 23.0	Open pose

T21 — T21 1 poses · report selection_import_t21

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
109	4.739249155118305	-0.786143	-24.6318	10	17	14	1.00	0.50	0.56	0.62	-	no	geometry warning; 15 clashes; 2 protein clashes; high strain Δ 34.3	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

KB_chagas_52

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