Compound detail

SMILES: COc1ccc(/C=N/Nc2ncnc3c(Nc4ccc(Cl)c(C(F)(F)F)c4)ncnc23)cc1O

Formula: C21H15ClF3N7O2 | MW: 489.84500000000014

LogP: 4.995800000000002 | TPSA: 117.44000000000001

HBA/HBD: 9/3 | RotB: 6

InChIKey: FUFRLOAZYVVYST-BEJOPBHTSA-N

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

Functional group

Secondary amine Phenol Trifluoromethyl Chlorine Fluorine ×3 Aryl ether Imine Ether

Ring system

Benzene ×2 Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.767565	-
DOCK_BASE_INTER_RANK	-0.742341	-
DOCK_BASE_INTER_RANK	-0.711147	-
DOCK_BASE_INTER_RANK	-0.689256	-
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	15.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	15	-
DOCK_FINAL_RANK	2.046033	-
DOCK_FINAL_RANK	3.563067	-
DOCK_FINAL_RANK	4.402658	-
DOCK_FINAL_RANK	4.359499	-
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:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP44	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN36	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO26	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR45	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ALA77	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ASP71	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE55	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:SER76	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:THR54	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR69	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	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	0.738441	-
DOCK_MAX_CLASH_OVERLAP	0.679498	-
DOCK_MAX_CLASH_OVERLAP	0.679467	-
DOCK_MAX_CLASH_OVERLAP	0.677268	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.982320	-
DOCK_PRE_RANK	3.511791	-
DOCK_PRE_RANK	4.349616	-
DOCK_PRE_RANK	4.292123	-
DOCK_PRIMARY_POSE_ID	1113	-
DOCK_PRIMARY_POSE_ID	5796	-
DOCK_PRIMARY_POSE_ID	6418	-
DOCK_PRIMARY_POSE_ID	9965	-
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_t09	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASN65;A:ASP22;A:GLN36;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO50;B:THR180;B:THR54;B:TRP47;B:TYR162;B:VAL30;B:VAL31;B:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:ASP44;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR45;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASP71;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TYR210;B:TYR69;B:VAL88	-
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	-14.722200	-
DOCK_SCORE	-14.702600	-
DOCK_SCORE	-14.204100	-
DOCK_SCORE	-18.448600	-
DOCK_SCORE_INTER	-26.097200	-
DOCK_SCORE_INTER	-25.239600	-
DOCK_SCORE_INTER	-24.179000	-
DOCK_SCORE_INTER	-23.434700	-
DOCK_SCORE_INTER_KCAL	-6.233212	-
DOCK_SCORE_INTER_KCAL	-6.028378	-
DOCK_SCORE_INTER_KCAL	-5.775057	-
DOCK_SCORE_INTER_KCAL	-5.597284	-
DOCK_SCORE_INTER_NORM	-0.767565	-
DOCK_SCORE_INTER_NORM	-0.742341	-
DOCK_SCORE_INTER_NORM	-0.711147	-
DOCK_SCORE_INTER_NORM	-0.689256	-
DOCK_SCORE_INTRA	11.375100	-
DOCK_SCORE_INTRA	10.537000	-
DOCK_SCORE_INTRA	8.604030	-
DOCK_SCORE_INTRA	4.986110	-
DOCK_SCORE_INTRA_KCAL	2.716897	-
DOCK_SCORE_INTRA_KCAL	2.516720	-
DOCK_SCORE_INTRA_KCAL	2.055038	-
DOCK_SCORE_INTRA_KCAL	1.190912	-
DOCK_SCORE_INTRA_NORM	0.334561	-
DOCK_SCORE_INTRA_NORM	0.309912	-
DOCK_SCORE_INTRA_NORM	0.253060	-
DOCK_SCORE_INTRA_NORM	0.146650	-
DOCK_SCORE_KCAL	-3.516339	-
DOCK_SCORE_KCAL	-3.511657	-
DOCK_SCORE_KCAL	-3.392592	-
DOCK_SCORE_KCAL	-4.406374	-
DOCK_SCORE_NORM	-0.433004	-
DOCK_SCORE_NORM	-0.432429	-
DOCK_SCORE_NORM	-0.417768	-
DOCK_SCORE_NORM	-0.542605	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	1.370870	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.040320	-
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	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H15ClF3N7O2	-
DOCK_SOURCE_FORMULA	C21H15ClF3N7O2	-
DOCK_SOURCE_FORMULA	C21H15ClF3N7O2	-
DOCK_SOURCE_FORMULA	C21H15ClF3N7O2	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_LOGP	4.995800	-
DOCK_SOURCE_LOGP	4.995800	-
DOCK_SOURCE_LOGP	4.995800	-
DOCK_SOURCE_LOGP	4.995800	-
DOCK_SOURCE_MW	489.845000	-
DOCK_SOURCE_MW	489.845000	-
DOCK_SOURCE_MW	489.845000	-
DOCK_SOURCE_MW	489.845000	-
DOCK_SOURCE_NAME	OHD_MAC_66	-
DOCK_SOURCE_NAME	OHD_MAC_66	-
DOCK_SOURCE_NAME	OHD_MAC_66	-
DOCK_SOURCE_NAME	OHD_MAC_66	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	117.440000	-
DOCK_SOURCE_TPSA	117.440000	-
DOCK_SOURCE_TPSA	117.440000	-
DOCK_SOURCE_TPSA	117.440000	-
DOCK_STRAIN_DELTA	41.116689	-
DOCK_STRAIN_DELTA	35.396068	-
DOCK_STRAIN_DELTA	36.244490	-
DOCK_STRAIN_DELTA	42.708238	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T02	-
DOCK_TARGET	T09	-
DOCK_TARGET	T10	-
DOCK_TARGET	T15	-
EXACT_MASS	489.09278506000004	Da
FORMULA	C21H15ClF3N7O2	-
HBA	9	-
HBD	3	-
LOGP	4.995800000000002	-
MOL_WEIGHT	489.84500000000014	g/mol
QED_SCORE	0.2558235544778851	-
ROTATABLE_BONDS	6	-
TPSA	117.44000000000001	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	2.0460325976516107	-14.7222	19	0.90	-	Best pose
T09	T09	selection_import_t09	1 native pose available	3.5630672438775015	-14.7026	11	0.52	-	Best pose
T15	T15	selection_import_t15	1 native pose available	4.359498943658783	-18.4486	10	0.77	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.402658225267469	-14.2041	15	0.88	-	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
435	2.0460325976516107	-0.767565	-14.7222	4	22	19	0.90	0.20	0.20	0.20	-	no	geometry warning; 17 clashes; 5 protein contact clashes; high strain Δ 41.1	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
378	3.5630672438775015	-0.742341	-14.7026	4	16	11	0.52	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 1 protein clash; high strain Δ 35.4	Open 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
479	4.359498943658783	-0.689256	-18.4486	4	17	10	0.77	-	-	-	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 42.7	Open pose

T10 — T10 1 poses · report selection_import_t10

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
322	4.402658225267469	-0.711147	-14.2041	12	18	15	0.88	0.54	0.55	0.55	-	no	geometry warning; 16 clashes; 1 protein clash; high strain Δ 36.2	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_66

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