Compound detail

SMILES: O=C1N[C@@H](Cc2ccc(OCc3ccccc3)cc2)c2nc3c(Cl)cc(Cl)cc3c(=O)n2[C@@H]1Cc1c[nH]c2ccccc12

Formula: C34H26Cl2N4O3 | MW: 609.5130000000004

LogP: 6.961000000000006 | TPSA: 89.01

HBA/HBD: 4/2 | RotB: 7

InChIKey: ZTDIJSSKVUKGGI-XZWHSSHBSA-N

Recognized patterns

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

Highlighted: 1 pattern Indole Clear highlight

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×4 Metal chelator

Functional group

Carbonyl Amide Secondary amine Lactam Chlorine ×2 Aryl ether Ether

Ring system

Benzene ×4 Indole Pyrimidine Pyrrole Isoindole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.621376	-
DOCK_BASE_INTER_RANK	-0.619025	-
DOCK_BASE_INTER_RANK	-0.632778	-
DOCK_BASE_INTER_RANK	-0.568681	-
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	22.000000	-
DOCK_CLASH_COUNT	25.000000	-
DOCK_CLASH_COUNT	22.000000	-
DOCK_CLASH_COUNT	20.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	15	-
DOCK_FINAL_RANK	3.351734	-
DOCK_FINAL_RANK	4.866862	-
DOCK_FINAL_RANK	3.247593	-
DOCK_FINAL_RANK	2.324339	-
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:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS64	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO50	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA244	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASN208	1	-
DOCK_IFP::B:ASN245	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:GLY246	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO187	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:THR54	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL87	1	-
DOCK_IFP::B:VAL88	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	0.636453	-
DOCK_MAX_CLASH_OVERLAP	0.634305	-
DOCK_MAX_CLASH_OVERLAP	0.648463	-
DOCK_MAX_CLASH_OVERLAP	0.634310	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.324820	-
DOCK_PRE_RANK	4.835190	-
DOCK_PRE_RANK	3.208717	-
DOCK_PRE_RANK	2.289655	-
DOCK_PRIMARY_POSE_ID	751	-
DOCK_PRIMARY_POSE_ID	1433	-
DOCK_PRIMARY_POSE_ID	5474	-
DOCK_PRIMARY_POSE_ID	9543	-
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_t02	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE8;A:LEU23;A:LYS64;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG48;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO50;A:PRO88;A:PRO93;A:THR54;A:TRP47;A:VAL49;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:PRO88;B:THR54;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA244;B:ALA90;B:ARG74;B:ASN208;B:ASN245;B:GLY246;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88	-
DOCK_SCAFFOLD	O=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12	-
DOCK_SCAFFOLD	O=C1NC(Cc2ccc(OCc3ccccc3)cc2)c2nc3ccccc3c(=O)n2C1Cc1c[nH]c2ccccc12	-
DOCK_SCORE	-25.228600	-
DOCK_SCORE	-24.268500	-
DOCK_SCORE	-22.838900	-
DOCK_SCORE	-19.932600	-
DOCK_SCORE_INTER	-26.719200	-
DOCK_SCORE_INTER	-26.618100	-
DOCK_SCORE_INTER	-27.209400	-
DOCK_SCORE_INTER	-24.453300	-
DOCK_SCORE_INTER_KCAL	-6.381774	-
DOCK_SCORE_INTER_KCAL	-6.357627	-
DOCK_SCORE_INTER_KCAL	-6.498856	-
DOCK_SCORE_INTER_KCAL	-5.840573	-
DOCK_SCORE_INTER_NORM	-0.621376	-
DOCK_SCORE_INTER_NORM	-0.619025	-
DOCK_SCORE_INTER_NORM	-0.632778	-
DOCK_SCORE_INTER_NORM	-0.568681	-
DOCK_SCORE_INTRA	1.490580	-
DOCK_SCORE_INTRA	2.349640	-
DOCK_SCORE_INTRA	4.370510	-
DOCK_SCORE_INTRA	4.520650	-
DOCK_SCORE_INTRA_KCAL	0.356019	-
DOCK_SCORE_INTRA_KCAL	0.561202	-
DOCK_SCORE_INTRA_KCAL	1.043879	-
DOCK_SCORE_INTRA_KCAL	1.079739	-
DOCK_SCORE_INTRA_NORM	0.034665	-
DOCK_SCORE_INTRA_NORM	0.054643	-
DOCK_SCORE_INTRA_NORM	0.101640	-
DOCK_SCORE_INTRA_NORM	0.105131	-
DOCK_SCORE_KCAL	-6.025750	-
DOCK_SCORE_KCAL	-5.796434	-
DOCK_SCORE_KCAL	-5.454980	-
DOCK_SCORE_KCAL	-4.760822	-
DOCK_SCORE_NORM	-0.586711	-
DOCK_SCORE_NORM	-0.564383	-
DOCK_SCORE_NORM	-0.531138	-
DOCK_SCORE_NORM	-0.463550	-
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	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C34H26Cl2N4O3	-
DOCK_SOURCE_FORMULA	C34H26Cl2N4O3	-
DOCK_SOURCE_FORMULA	C34H26Cl2N4O3	-
DOCK_SOURCE_FORMULA	C34H26Cl2N4O3	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	43.000000	-
DOCK_SOURCE_HEAVY_ATOMS	43.000000	-
DOCK_SOURCE_HEAVY_ATOMS	43.000000	-
DOCK_SOURCE_HEAVY_ATOMS	43.000000	-
DOCK_SOURCE_LOGP	6.961000	-
DOCK_SOURCE_LOGP	6.961000	-
DOCK_SOURCE_LOGP	6.961000	-
DOCK_SOURCE_LOGP	6.961000	-
DOCK_SOURCE_MW	609.513000	-
DOCK_SOURCE_MW	609.513000	-
DOCK_SOURCE_MW	609.513000	-
DOCK_SOURCE_MW	609.513000	-
DOCK_SOURCE_NAME	OHD_TB2022_38	-
DOCK_SOURCE_NAME	OHD_TB2022_38	-
DOCK_SOURCE_NAME	OHD_TB2022_38	-
DOCK_SOURCE_NAME	OHD_TB2022_38	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_TPSA	89.010000	-
DOCK_SOURCE_TPSA	89.010000	-
DOCK_SOURCE_TPSA	89.010000	-
DOCK_SOURCE_TPSA	89.010000	-
DOCK_STRAIN_DELTA	21.425677	-
DOCK_STRAIN_DELTA	24.637728	-
DOCK_STRAIN_DELTA	28.951280	-
DOCK_STRAIN_DELTA	26.509531	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T02	-
DOCK_TARGET	T03	-
DOCK_TARGET	T09	-
DOCK_TARGET	T15	-
EXACT_MASS	608.138196052	Da
FORMULA	C34H26Cl2N4O3	-
HBA	4	-
HBD	2	-
LOGP	6.961000000000006	-
MOL_WEIGHT	609.5130000000004	g/mol
QED_SCORE	0.20490597059306384	-
ROTATABLE_BONDS	7	-
TPSA	89.01	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
T15	T15	selection_import_t15	1 native pose available	2.324339219025657	-19.9326	10	0.77	-	Best pose
T09	T09	selection_import_t09	1 native pose available	3.2475930720691877	-22.8389	17	0.81	-	Best pose
T02	T02	selection_import_t02	1 native pose available	3.3517337534061897	-25.2286	15	0.71	-	Best pose
T03	T03	selection_import_t03	1 native pose available	4.866861631561944	-24.2685	10	0.50	-	Best pose

T15 — T15 1 poses · report selection_import_t15

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
57	2.324339219025657	-0.568681	-19.9326	3	17	10	0.77	-	-	-	-	no	geometry warning; 20 clashes; 4 protein contact clashes; moderate strain Δ 26.5	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
56	3.2475930720691877	-0.632778	-22.8389	1	20	17	0.81	0.14	0.17	0.17	-	no	geometry warning; 22 clashes; 1 protein clash; moderate strain Δ 29.0	Open 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
73	3.3517337534061897	-0.621376	-25.2286	2	17	15	0.71	0.20	0.40	0.40	-	no	geometry warning; 22 clashes; 1 protein clash; moderate strain Δ 21.4	Open pose

T03 — T03 1 poses · report selection_import_t03

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
78	4.866861631561944	-0.619025	-24.2685	2	17	10	0.50	0.14	0.20	0.20	-	no	geometry warning; 25 clashes; 2 protein clashes; moderate strain Δ 24.6	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_TB2022_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