Compound detail

SMILES: Cc1ccnc(N[C@@H](c2ccccc2F)c2ccc3cccnc3c2O)c1

Formula: C22H18FN3O | MW: 359.40400000000005

LogP: 4.984420000000004 | TPSA: 58.04

HBA/HBD: 4/2 | RotB: 4

InChIKey: LLJNUTJAVMTITA-NRFANRHFSA-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 ×2 Gatekeeper aromatic ×2 Ionizable base

Functional group

Secondary amine Phenol Fluorine

Ring system

Benzene ×2 Pyridine ×2 Quinoline

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.702093	-
DOCK_BASE_INTER_RANK	-0.904504	-
DOCK_BASE_INTER_RANK	-0.951382	-
DOCK_BASE_INTER_RANK	-1.229010	-
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	14.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	11	-
DOCK_FINAL_RANK	5.122227	-
DOCK_FINAL_RANK	3.233565	-
DOCK_FINAL_RANK	1.977075	-
DOCK_FINAL_RANK	5.276059	-
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:ARG141	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASN402	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:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:MET400	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	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:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS52	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLU202	1	-
DOCK_IFP::C:GLY56	1	-
DOCK_IFP::C:ILE199	1	-
DOCK_IFP::C:LEU334	1	-
DOCK_IFP::C:LYS60	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PHE182	1	-
DOCK_IFP::C:PHE203	1	-
DOCK_IFP::C:PHE367	1	-
DOCK_IFP::C:PRO336	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	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	0.653607	-
DOCK_MAX_CLASH_OVERLAP	0.653652	-
DOCK_MAX_CLASH_OVERLAP	0.653676	-
DOCK_MAX_CLASH_OVERLAP	0.653576	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	5.075870	-
DOCK_PRE_RANK	1.927306	-
DOCK_PRE_RANK	3.185555	-
DOCK_PRE_RANK	5.235979	-
DOCK_PRIMARY_POSE_ID	7321	-
DOCK_PRIMARY_POSE_ID	13419	-
DOCK_PRIMARY_POSE_ID	14105	-
DOCK_PRIMARY_POSE_ID	12724	-
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_t11	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:PRO12;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:THR335;C:THR51	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PRO223;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:PRO462;A:THR397;A:THR463	-
DOCK_SCAFFOLD	c1ccc(C(Nc2ccccn2)c2ccc3cccnc3c2)cc1	-
DOCK_SCAFFOLD	c1ccc(C(Nc2ccccn2)c2ccc3cccnc3c2)cc1	-
DOCK_SCAFFOLD	c1ccc(C(Nc2ccccn2)c2ccc3cccnc3c2)cc1	-
DOCK_SCAFFOLD	c1ccc(C(Nc2ccccn2)c2ccc3cccnc3c2)cc1	-
DOCK_SCORE	-22.522400	-
DOCK_SCORE	-23.951200	-
DOCK_SCORE	-30.772700	-
DOCK_SCORE	-17.484600	-
DOCK_SCORE_INTER	-33.183200	-
DOCK_SCORE_INTER	-18.956500	-
DOCK_SCORE_INTER	-25.687300	-
DOCK_SCORE_INTER	-24.421600	-
DOCK_SCORE_INTER_KCAL	-4.527684	-
DOCK_SCORE_INTER_KCAL	-6.135309	-
DOCK_SCORE_INTER_KCAL	-5.833001	-
DOCK_SCORE_INTER_KCAL	-7.925675	-
DOCK_SCORE_INTER_NORM	-1.229010	-
DOCK_SCORE_INTER_NORM	-0.951382	-
DOCK_SCORE_INTER_NORM	-0.702093	-
DOCK_SCORE_INTER_NORM	-0.904504	-
DOCK_SCORE_INTRA	1.899160	-
DOCK_SCORE_INTRA	2.410580	-
DOCK_SCORE_INTRA	1.471880	-
DOCK_SCORE_INTRA	1.736150	-
DOCK_SCORE_INTRA_KCAL	0.575757	-
DOCK_SCORE_INTRA_KCAL	0.453607	-
DOCK_SCORE_INTRA_KCAL	0.414672	-
DOCK_SCORE_INTRA_KCAL	0.351553	-
DOCK_SCORE_INTRA_NORM	0.070339	-
DOCK_SCORE_INTRA_NORM	0.089281	-
DOCK_SCORE_INTRA_NORM	0.054514	-
DOCK_SCORE_INTRA_NORM	0.064302	-
DOCK_SCORE_KCAL	-4.176127	-
DOCK_SCORE_KCAL	-7.349936	-
DOCK_SCORE_KCAL	-5.720648	-
DOCK_SCORE_KCAL	-5.379385	-
DOCK_SCORE_NORM	-0.647579	-
DOCK_SCORE_NORM	-0.887080	-
DOCK_SCORE_NORM	-1.139730	-
DOCK_SCORE_NORM	-0.834165	-
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	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_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_FORMULA	C22H18FN3O	-
DOCK_SOURCE_FORMULA	C22H18FN3O	-
DOCK_SOURCE_FORMULA	C22H18FN3O	-
DOCK_SOURCE_FORMULA	C22H18FN3O	-
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	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_LOGP	4.984420	-
DOCK_SOURCE_LOGP	4.984420	-
DOCK_SOURCE_LOGP	4.984420	-
DOCK_SOURCE_LOGP	4.984420	-
DOCK_SOURCE_MW	359.404000	-
DOCK_SOURCE_MW	359.404000	-
DOCK_SOURCE_MW	359.404000	-
DOCK_SOURCE_MW	359.404000	-
DOCK_SOURCE_NAME	Z56174686	-
DOCK_SOURCE_NAME	Z56174686	-
DOCK_SOURCE_NAME	Z56174686	-
DOCK_SOURCE_NAME	Z56174686	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	58.040000	-
DOCK_SOURCE_TPSA	58.040000	-
DOCK_SOURCE_TPSA	58.040000	-
DOCK_SOURCE_TPSA	58.040000	-
DOCK_STRAIN_DELTA	34.660495	-
DOCK_STRAIN_DELTA	32.952306	-
DOCK_STRAIN_DELTA	33.787466	-
DOCK_STRAIN_DELTA	29.622993	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T21	-
DOCK_TARGET	T19	-
DOCK_TARGET	T20	-
DOCK_TARGET	T11	-
EXACT_MASS	359.143390416	Da
FORMULA	C22H18FN3O	-
HBA	4	-
HBD	2	-
LOGP	4.984420000000004	-
MOL_WEIGHT	359.40400000000005	g/mol
QED_SCORE	0.5392123269289876	-
ROTATABLE_BONDS	4	-
TPSA	58.04	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
T19	T19	selection_import_t19	1 native pose available	1.9770750919864561	-30.7727	8	0.30	-	Best pose
T20	T20	selection_import_t20	1 native pose available	3.2335647982356064	-17.4846	6	0.75	-	Best pose
T11	T11	selection_import_t11	1 native pose available	5.122227176865708	-22.5224	12	0.67	-	Best pose
T21	T21	selection_import_t21	1 native pose available	5.276058909362068	-23.9512	13	0.93	-	Best pose

T19 — T19 1 poses · report selection_import_t19

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
523	1.9770750919864561	-1.22901	-30.7727	4	18	8	0.30	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 1 protein clash; high strain Δ 34.7	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
540	3.2335647982356064	-0.702093	-17.4846	6	10	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 1 protein clash; high strain Δ 33.8	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
547	5.122227176865708	-0.904504	-22.5224	7	12	12	0.67	0.80	0.80	0.75	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 33.0	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
547	5.276058909362068	-0.951382	-23.9512	7	13	13	0.93	0.25	0.22	0.25	-	no	geometry warning; 14 clashes; 3 protein clashes; moderate strain Δ 29.6	Open pose

Loading PharmaFP-250 analysis…

Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.

Loading…

Edit compound

Z56174686

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