Compound detail

SMILES: Cc1[nH]nc(-c2ccc(O)cc2O)c1Oc1ccccc1

Formula: C16H14N2O3 | MW: 282.29900000000004

LogP: 3.5886200000000015 | TPSA: 78.37

HBA/HBD: 4/3 | RotB: 3

InChIKey: ZURKGCGPTUUAQN-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 N Clear highlight

Bio motif

Resorcinol H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Phenol ×2 Aryl ether Ether

Ring system

Benzene ×2 Pyrazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.358430	-
DOCK_BASE_INTER_RANK	-1.193320	-
DOCK_BASE_INTER_RANK	-1.118790	-
DOCK_BASE_INTER_RANK	-1.402450	-
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	9.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	1.320884	-
DOCK_FINAL_RANK	2.739289	-
DOCK_FINAL_RANK	1.861771	-
DOCK_FINAL_RANK	0.551576	-
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:ALA284	1	-
DOCK_IFP::A:ALA334	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY195	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LEU382	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PRO338	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	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	0.621301	-
DOCK_MAX_CLASH_OVERLAP	0.623927	-
DOCK_MAX_CLASH_OVERLAP	0.714043	-
DOCK_MAX_CLASH_OVERLAP	0.620992	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.303429	-
DOCK_PRE_RANK	2.713854	-
DOCK_PRE_RANK	1.843506	-
DOCK_PRE_RANK	0.530572	-
DOCK_PRIMARY_POSE_ID	3253	-
DOCK_PRIMARY_POSE_ID	9359	-
DOCK_PRIMARY_POSE_ID	11417	-
DOCK_PRIMARY_POSE_ID	14131	-
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_t14	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:TYR194;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA334;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:THR241;A:VAL335;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:ALA284;A:ARG287;A:GLY195;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:SER200	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	c1ccc(Oc2c[nH]nc2-c2ccccc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2c[nH]nc2-c2ccccc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2c[nH]nc2-c2ccccc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2cn[nH]c2-c2ccccc2)cc1	-
DOCK_SCORE	-32.437400	-
DOCK_SCORE	-24.702700	-
DOCK_SCORE	-28.781500	-
DOCK_SCORE	-35.310500	-
DOCK_SCORE_INTER	-28.527100	-
DOCK_SCORE_INTER	-25.059800	-
DOCK_SCORE_INTER	-23.494500	-
DOCK_SCORE_INTER	-29.451500	-
DOCK_SCORE_INTER_KCAL	-6.813584	-
DOCK_SCORE_INTER_KCAL	-5.985433	-
DOCK_SCORE_INTER_KCAL	-5.611567	-
DOCK_SCORE_INTER_KCAL	-7.034373	-
DOCK_SCORE_INTER_NORM	-1.358430	-
DOCK_SCORE_INTER_NORM	-1.193320	-
DOCK_SCORE_INTER_NORM	-1.118790	-
DOCK_SCORE_INTER_NORM	-1.402450	-
DOCK_SCORE_INTRA	-3.910320	-
DOCK_SCORE_INTRA	0.357127	-
DOCK_SCORE_INTRA	-5.287730	-
DOCK_SCORE_INTRA	-5.858970	-
DOCK_SCORE_INTRA_KCAL	-0.933964	-
DOCK_SCORE_INTRA_KCAL	0.085298	-
DOCK_SCORE_INTRA_KCAL	-1.262953	-
DOCK_SCORE_INTRA_KCAL	-1.399392	-
DOCK_SCORE_INTRA_NORM	-0.186206	-
DOCK_SCORE_INTRA_NORM	0.017006	-
DOCK_SCORE_INTRA_NORM	-0.251797	-
DOCK_SCORE_INTRA_NORM	-0.278999	-
DOCK_SCORE_KCAL	-7.747543	-
DOCK_SCORE_KCAL	-5.900141	-
DOCK_SCORE_KCAL	-6.874346	-
DOCK_SCORE_KCAL	-8.433772	-
DOCK_SCORE_NORM	-1.544640	-
DOCK_SCORE_NORM	-1.176320	-
DOCK_SCORE_NORM	-1.370550	-
DOCK_SCORE_NORM	-1.681450	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000748	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000036	-
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	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C16H14N2O3	-
DOCK_SOURCE_FORMULA	C16H14N2O3	-
DOCK_SOURCE_FORMULA	C16H14N2O3	-
DOCK_SOURCE_FORMULA	C16H14N2O3	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_LOGP	3.588620	-
DOCK_SOURCE_LOGP	3.588620	-
DOCK_SOURCE_LOGP	3.588620	-
DOCK_SOURCE_LOGP	3.588620	-
DOCK_SOURCE_MW	282.299000	-
DOCK_SOURCE_MW	282.299000	-
DOCK_SOURCE_MW	282.299000	-
DOCK_SOURCE_MW	282.299000	-
DOCK_SOURCE_NAME	Z2737721067	-
DOCK_SOURCE_NAME	Z2737721067	-
DOCK_SOURCE_NAME	Z2737721067	-
DOCK_SOURCE_NAME	Z2737721067	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	78.370000	-
DOCK_SOURCE_TPSA	78.370000	-
DOCK_SOURCE_TPSA	78.370000	-
DOCK_SOURCE_TPSA	78.370000	-
DOCK_STRAIN_DELTA	13.555565	-
DOCK_STRAIN_DELTA	20.348115	-
DOCK_STRAIN_DELTA	14.343382	-
DOCK_STRAIN_DELTA	16.818175	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T05	-
DOCK_TARGET	T14	-
DOCK_TARGET	T17	-
DOCK_TARGET	T21	-
EXACT_MASS	282.100442308	Da
FORMULA	C16H14N2O3	-
HBA	4	-
HBD	3	-
LOGP	3.5886200000000015	-
MOL_WEIGHT	282.29900000000004	g/mol
QED_SCORE	0.6856472888865454	-
ROTATABLE_BONDS	3	-
TPSA	78.37	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
T21	T21	selection_import_t21	1 native pose available	0.551576491845297	-35.3105	13	0.93	-	Best pose
T05	T05	selection_import_t05	1 native pose available	1.3208835826658616	-32.4374	10	0.59	-	Best pose
T17	T17	selection_import_t17	1 native pose available	1.8617713990789397	-28.7815	4	0.33	-	Best pose
T14	T14	selection_import_t14	1 native pose available	2.739289209847508	-24.7027	7	0.47	-	Best 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
573	0.551576491845297	-1.40245	-35.3105	9	15	13	0.93	0.42	0.44	0.50	-	no	geometry warning; 8 clashes; 6 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
543	1.3208835826658616	-1.35843	-32.4374	8	12	10	0.59	0.57	0.50	0.60	-	no	geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash	Open pose

T17 — T17 1 poses · report selection_import_t17

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
574	1.8617713990789397	-1.11879	-28.7815	6	11	4	0.33	0.00	0.00	0.00	-	no	geometry warning; 9 clashes; 1 protein clash	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
551	2.739289209847508	-1.19332	-24.7027	6	13	7	0.47	0.17	0.20	0.20	-	no	geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 20.3	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

Z2737721067

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