Compound detail

SMILES: COc1ccc(Nc2ncnc3c(N/N=C/c4ccc(OC)c(OC)c4)ncnc23)cc1

Formula: C22H21N7O3 | MW: 431.45600000000013

LogP: 3.635200000000002 | TPSA: 115.67000000000002

HBA/HBD: 10/2 | RotB: 8

InChIKey: DTECKQLGUINPCJ-LUOAPIJWSA-N

Recognized patterns

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

Highlighted: 1 pattern Secondary amine Clear highlight

Bio motif

Catechol ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Aryl ether ×3 Imine Ether ×3

Ring system

Benzene ×2 Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.847882	-
DOCK_BASE_INTER_RANK	-0.805559	-
DOCK_BASE_INTER_RANK	-0.892779	-
DOCK_BASE_INTER_RANK	-0.932731	-
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	17.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	17.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	24.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	13	-
DOCK_FINAL_RANK	1.686280	-
DOCK_FINAL_RANK	2.586398	-
DOCK_FINAL_RANK	1.966966	-
DOCK_FINAL_RANK	4.316453	-
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:ALA111	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:ASP233	1	-
DOCK_IFP::A:ASP332	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY199	1	-
DOCK_IFP::A:GLY201	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY235	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:HIS333	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE196	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO113	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER195	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR132	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	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	0.677195	-
DOCK_MAX_CLASH_OVERLAP	0.677183	-
DOCK_MAX_CLASH_OVERLAP	0.677130	-
DOCK_MAX_CLASH_OVERLAP	0.677162	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.614482	-
DOCK_PRE_RANK	2.536893	-
DOCK_PRE_RANK	1.912832	-
DOCK_PRE_RANK	4.238905	-
DOCK_PRIMARY_POSE_ID	456	-
DOCK_PRIMARY_POSE_ID	1120	-
DOCK_PRIMARY_POSE_ID	3034	-
DOCK_PRIMARY_POSE_ID	8486	-
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_t05	-
DOCK_REPORT_ID	selection_import_t13	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:ASP232;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER227;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP233;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE196;A:PRO113;A:PRO275;A:SER195;A:SER200;A:THR132;A:TYR389	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1	-
DOCK_SCORE	-20.193300	-
DOCK_SCORE	-21.974300	-
DOCK_SCORE	-26.672300	-
DOCK_SCORE	-23.185400	-
DOCK_SCORE_INTER	-27.132200	-
DOCK_SCORE_INTER	-25.777900	-
DOCK_SCORE_INTER	-28.568900	-
DOCK_SCORE_INTER	-29.847400	-
DOCK_SCORE_INTER_KCAL	-6.480417	-
DOCK_SCORE_INTER_KCAL	-6.156948	-
DOCK_SCORE_INTER_KCAL	-6.823567	-
DOCK_SCORE_INTER_KCAL	-7.128932	-
DOCK_SCORE_INTER_NORM	-0.847882	-
DOCK_SCORE_INTER_NORM	-0.805559	-
DOCK_SCORE_INTER_NORM	-0.892779	-
DOCK_SCORE_INTER_NORM	-0.932731	-
DOCK_SCORE_INTRA	6.938980	-
DOCK_SCORE_INTRA	3.803600	-
DOCK_SCORE_INTRA	1.896630	-
DOCK_SCORE_INTRA	6.661960	-
DOCK_SCORE_INTRA_KCAL	1.657348	-
DOCK_SCORE_INTRA_KCAL	0.908475	-
DOCK_SCORE_INTRA_KCAL	0.453002	-
DOCK_SCORE_INTRA_KCAL	1.591182	-
DOCK_SCORE_INTRA_NORM	0.216843	-
DOCK_SCORE_INTRA_NORM	0.118863	-
DOCK_SCORE_INTRA_NORM	0.059270	-
DOCK_SCORE_INTRA_NORM	0.208186	-
DOCK_SCORE_KCAL	-4.823089	-
DOCK_SCORE_KCAL	-5.248474	-
DOCK_SCORE_KCAL	-6.370572	-
DOCK_SCORE_KCAL	-5.537740	-
DOCK_SCORE_NORM	-0.631039	-
DOCK_SCORE_NORM	-0.686696	-
DOCK_SCORE_NORM	-0.833510	-
DOCK_SCORE_NORM	-0.724545	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T13_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H21N7O3	-
DOCK_SOURCE_FORMULA	C22H21N7O3	-
DOCK_SOURCE_FORMULA	C22H21N7O3	-
DOCK_SOURCE_FORMULA	C22H21N7O3	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	3.635200	-
DOCK_SOURCE_LOGP	3.635200	-
DOCK_SOURCE_LOGP	3.635200	-
DOCK_SOURCE_LOGP	3.635200	-
DOCK_SOURCE_MW	431.456000	-
DOCK_SOURCE_MW	431.456000	-
DOCK_SOURCE_MW	431.456000	-
DOCK_SOURCE_MW	431.456000	-
DOCK_SOURCE_NAME	OHD_MAC_76	-
DOCK_SOURCE_NAME	OHD_MAC_76	-
DOCK_SOURCE_NAME	OHD_MAC_76	-
DOCK_SOURCE_NAME	OHD_MAC_76	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	115.670000	-
DOCK_SOURCE_TPSA	115.670000	-
DOCK_SOURCE_TPSA	115.670000	-
DOCK_SOURCE_TPSA	115.670000	-
DOCK_STRAIN_DELTA	44.585859	-
DOCK_STRAIN_DELTA	34.530380	-
DOCK_STRAIN_DELTA	36.761892	-
DOCK_STRAIN_DELTA	46.966716	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T01	-
DOCK_TARGET	T02	-
DOCK_TARGET	T05	-
DOCK_TARGET	T13	-
EXACT_MASS	431.17058753200007	Da
FORMULA	C22H21N7O3	-
HBA	10	-
HBD	2	-
LOGP	3.635200000000002	-
MOL_WEIGHT	431.45600000000013	g/mol
QED_SCORE	0.3185461731627256	-
ROTATABLE_BONDS	8	-
TPSA	115.67000000000002	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
T01	T01	selection_import_t01	1 native pose available	1.6862799369253192	-20.1933	16	0.76	-	Best pose
T05	T05	selection_import_t05	1 native pose available	1.966965702055466	-26.6723	12	0.71	-	Best pose
T02	T02	selection_import_t02	1 native pose available	2.586398159659228	-21.9743	16	0.76	-	Best pose
T13	T13	selection_import_t13	1 native pose available	4.316452882080879	-23.1854	15	0.79	-	Best 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
456	1.6862799369253192	-0.847882	-20.1933	5	19	16	0.76	0.20	0.20	0.20	-	no	geometry warning; 17 clashes; 3 protein contact clashes; high strain Δ 44.6	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
324	1.966965702055466	-0.892779	-26.6723	9	15	12	0.71	0.29	0.33	0.40	-	no	geometry warning; 17 clashes; 6 protein contact clashes; 4 cofactor-context clashes; high strain Δ 36.8	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
442	2.586398159659228	-0.805559	-21.9743	2	19	16	0.76	0.20	0.20	0.20	-	no	geometry warning; 19 clashes; 1 protein clash; high strain Δ 34.5	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
356	4.316452882080879	-0.932731	-23.1854	12	24	15	0.79	0.56	0.57	0.57	-	no	geometry warning; 15 clashes; 2 protein clashes; high strain Δ 47.0	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_MAC_76

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