Compound detail

SMILES: COc1ccc(CC(=O)NNC2=c3ccccc3=NC2=O)cc1

Formula: C17H15N3O3 | MW: 309.3250000000001

LogP: -0.1733000000000009 | TPSA: 79.78999999999999

HBA/HBD: 4/2 | RotB: 5

InChIKey: BRMNOSIJXODBJZ-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Metal chelator ×2

Functional group

Carbonyl ×2 Amide Aryl ether Hydrazine Ether

Ring system

Benzene ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.294270	-
DOCK_BASE_INTER_RANK	-1.424930	-
DOCK_BASE_INTER_RANK	-0.976968	-
DOCK_BASE_INTER_RANK	-0.962163	-
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	7.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	0.652473	-
DOCK_FINAL_RANK	-0.083934	-
DOCK_FINAL_RANK	0.615162	-
DOCK_FINAL_RANK	1.364097	-
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:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU18	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS51	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR114	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::A:VAL53	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	0.612883	-
DOCK_MAX_CLASH_OVERLAP	0.612861	-
DOCK_MAX_CLASH_OVERLAP	0.631459	-
DOCK_MAX_CLASH_OVERLAP	0.612881	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.605709	-
DOCK_PRE_RANK	-0.123538	-
DOCK_PRE_RANK	0.596425	-
DOCK_PRE_RANK	1.318331	-
DOCK_PRIMARY_POSE_ID	3318	-
DOCK_PRIMARY_POSE_ID	5342	-
DOCK_PRIMARY_POSE_ID	9421	-
DOCK_PRIMARY_POSE_ID	12146	-
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_t05	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:LEU18;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:LEU208;A:LYS13;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TYR174;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LYS51;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	O=C(Cc1ccccc1)NNC1=c2ccccc2=NC1=O	-
DOCK_SCAFFOLD	O=C(Cc1ccccc1)NNC1=c2ccccc2=NC1=O	-
DOCK_SCAFFOLD	O=C(Cc1ccccc1)NN=C1C(=O)Nc2ccccc21	-
DOCK_SCAFFOLD	O=C(Cc1ccccc1)NNC1=c2ccccc2=NC1=O	-
DOCK_SCORE	-29.676600	-
DOCK_SCORE	-32.976700	-
DOCK_SCORE	-22.892400	-
DOCK_SCORE	-22.078400	-
DOCK_SCORE_INTER	-29.768200	-
DOCK_SCORE_INTER	-32.773300	-
DOCK_SCORE_INTER	-22.470300	-
DOCK_SCORE_INTER	-22.129700	-
DOCK_SCORE_INTER_KCAL	-7.110015	-
DOCK_SCORE_INTER_KCAL	-7.827772	-
DOCK_SCORE_INTER_KCAL	-5.366941	-
DOCK_SCORE_INTER_KCAL	-5.285590	-
DOCK_SCORE_INTER_NORM	-1.294270	-
DOCK_SCORE_INTER_NORM	-1.424930	-
DOCK_SCORE_INTER_NORM	-0.976968	-
DOCK_SCORE_INTER_NORM	-0.962163	-
DOCK_SCORE_INTRA	0.091565	-
DOCK_SCORE_INTRA	-0.494946	-
DOCK_SCORE_INTRA	-0.422185	-
DOCK_SCORE_INTRA	0.051310	-
DOCK_SCORE_INTRA_KCAL	0.021870	-
DOCK_SCORE_INTRA_KCAL	-0.118216	-
DOCK_SCORE_INTRA_KCAL	-0.100837	-
DOCK_SCORE_INTRA_KCAL	0.012255	-
DOCK_SCORE_INTRA_NORM	0.003981	-
DOCK_SCORE_INTRA_NORM	-0.021519	-
DOCK_SCORE_INTRA_NORM	-0.018356	-
DOCK_SCORE_INTRA_NORM	0.002231	-
DOCK_SCORE_KCAL	-7.088137	-
DOCK_SCORE_KCAL	-7.876353	-
DOCK_SCORE_KCAL	-5.467758	-
DOCK_SCORE_KCAL	-5.273338	-
DOCK_SCORE_NORM	-1.290290	-
DOCK_SCORE_NORM	-1.433770	-
DOCK_SCORE_NORM	-0.995324	-
DOCK_SCORE_NORM	-0.959932	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.291550	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.012676	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C17H15N3O3	-
DOCK_SOURCE_FORMULA	C17H15N3O3	-
DOCK_SOURCE_FORMULA	C17H15N3O3	-
DOCK_SOURCE_FORMULA	C17H15N3O3	-
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	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_LOGP	-0.173300	-
DOCK_SOURCE_LOGP	-0.173300	-
DOCK_SOURCE_LOGP	1.710300	-
DOCK_SOURCE_LOGP	-0.173300	-
DOCK_SOURCE_MW	309.325000	-
DOCK_SOURCE_MW	309.325000	-
DOCK_SOURCE_MW	309.325000	-
DOCK_SOURCE_MW	309.325000	-
DOCK_SOURCE_NAME	Z50086561	-
DOCK_SOURCE_NAME	Z50086561	-
DOCK_SOURCE_NAME	Z50086561	-
DOCK_SOURCE_NAME	Z50086561	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	79.790000	-
DOCK_SOURCE_TPSA	79.790000	-
DOCK_SOURCE_TPSA	79.790000	-
DOCK_SOURCE_TPSA	79.790000	-
DOCK_STRAIN_DELTA	33.159399	-
DOCK_STRAIN_DELTA	29.358898	-
DOCK_STRAIN_DELTA	14.789473	-
DOCK_STRAIN_DELTA	32.649491	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T05	-
DOCK_TARGET	T08	-
DOCK_TARGET	T14	-
DOCK_TARGET	T18	-
EXACT_MASS	309.11134134	Da
FORMULA	C17H15N3O3	-
HBA	4	-
HBD	2	-
LOGP	-0.1733000000000009	-
MOL_WEIGHT	309.3250000000001	g/mol
QED_SCORE	0.7514931192309655	-
ROTATABLE_BONDS	5	-
TPSA	79.78999999999999	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	-0.08393370650992972	-32.9767	8	0.42	-	Best pose
T14	T14	selection_import_t14	1 native pose available	0.615161706844462	-22.8924	8	0.53	-	Best pose
T05	T05	selection_import_t05	1 native pose available	0.6524729591351708	-29.6766	8	0.47	-	Best pose
T18	T18	selection_import_t18	1 native pose available	1.3640965411540737	-22.0784	7	0.54	-	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
601	-0.08393370650992972	-1.42493	-32.9767	7	10	8	0.42	0.33	0.40	0.80	-	no	geometry warning; 7 clashes; 3 protein contact clashes; 6 cofactor-context clashes; moderate strain Δ 29.4	Open pose

T14 — T14 1 poses · report selection_import_t14

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
613	0.615161706844462	-0.976968	-22.8924	6	12	8	0.53	0.33	0.60	0.60	-	no	geometry warning; 8 clashes; 4 protein contact clashes	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
608	0.6524729591351708	-1.29427	-29.6766	9	11	8	0.47	0.43	0.50	0.60	-	no	geometry warning; 7 clashes; 7 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 33.2	Open pose

T18 — T18 1 poses · report selection_import_t18

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
625	1.3640965411540737	-0.962163	-22.0784	4	12	7	0.54	-	-	-	-	no	geometry warning; 8 clashes; 1 protein clash; high strain Δ 32.6	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

Z50086561

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