Compound detail

SMILES: Cc1nc2ccccc2c(=O)n1/N=C/c1ccc(O)c(O)c1O

Formula: C16H13N3O4 | MW: 311.2970000000001

LogP: 1.70392 | TPSA: 107.94000000000001

HBA/HBD: 6/3 | RotB: 2

InChIKey: SCOTVJNEFSXBSH-CAOOACKPSA-N

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

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

Functional group

Phenol ×3 Imine

Ring system

Benzene ×2 Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.148390	-
DOCK_BASE_INTER_RANK	-1.194670	-
DOCK_BASE_INTER_RANK	-1.523820	-
DOCK_BASE_INTER_RANK	-1.179750	-
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	13.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	4.301744	-
DOCK_FINAL_RANK	4.038441	-
DOCK_FINAL_RANK	3.034867	-
DOCK_FINAL_RANK	3.291496	-
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:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LEU382	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PRO338	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	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:MET75	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	1	-
DOCK_IFP::C:ALA365	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: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:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL55	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	0.616049	-
DOCK_MAX_CLASH_OVERLAP	0.616356	-
DOCK_MAX_CLASH_OVERLAP	0.616068	-
DOCK_MAX_CLASH_OVERLAP	0.665346	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.263265	-
DOCK_PRE_RANK	4.007110	-
DOCK_PRE_RANK	2.973260	-
DOCK_PRE_RANK	3.256749	-
DOCK_PRIMARY_POSE_ID	6744	-
DOCK_PRIMARY_POSE_ID	9442	-
DOCK_PRIMARY_POSE_ID	12848	-
DOCK_PRIMARY_POSE_ID	14208	-
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_t10	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:THR241;A:VAL336	-
DOCK_RESIDUE_CONTACTS	C:ALA365;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ARG141;A:ASN103;A:HIS102;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCORE	-23.436900	-
DOCK_SCORE	-24.753800	-
DOCK_SCORE	-26.714500	-
DOCK_SCORE	-23.062800	-
DOCK_SCORE_INTER	-26.413100	-
DOCK_SCORE_INTER	-27.477400	-
DOCK_SCORE_INTER	-35.047800	-
DOCK_SCORE_INTER	-27.134300	-
DOCK_SCORE_INTER_KCAL	-6.308663	-
DOCK_SCORE_INTER_KCAL	-6.562867	-
DOCK_SCORE_INTER_KCAL	-8.371027	-
DOCK_SCORE_INTER_KCAL	-6.480919	-
DOCK_SCORE_INTER_NORM	-1.148390	-
DOCK_SCORE_INTER_NORM	-1.194670	-
DOCK_SCORE_INTER_NORM	-1.523820	-
DOCK_SCORE_INTER_NORM	-1.179750	-
DOCK_SCORE_INTRA	2.976220	-
DOCK_SCORE_INTRA	2.723570	-
DOCK_SCORE_INTRA	8.333370	-
DOCK_SCORE_INTRA	4.071540	-
DOCK_SCORE_INTRA_KCAL	0.710858	-
DOCK_SCORE_INTRA_KCAL	0.650514	-
DOCK_SCORE_INTRA_KCAL	1.990392	-
DOCK_SCORE_INTRA_KCAL	0.972471	-
DOCK_SCORE_INTRA_NORM	0.129401	-
DOCK_SCORE_INTRA_NORM	0.118416	-
DOCK_SCORE_INTRA_NORM	0.362320	-
DOCK_SCORE_INTRA_NORM	0.177023	-
DOCK_SCORE_KCAL	-5.597810	-
DOCK_SCORE_KCAL	-5.912346	-
DOCK_SCORE_KCAL	-6.380651	-
DOCK_SCORE_KCAL	-5.508458	-
DOCK_SCORE_NORM	-1.018990	-
DOCK_SCORE_NORM	-1.076250	-
DOCK_SCORE_NORM	-1.161500	-
DOCK_SCORE_NORM	-1.002730	-
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	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C16H13N3O4	-
DOCK_SOURCE_FORMULA	C16H13N3O4	-
DOCK_SOURCE_FORMULA	C16H13N3O4	-
DOCK_SOURCE_FORMULA	C16H13N3O4	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_HEAVY_ATOMS	23.000000	-
DOCK_SOURCE_LOGP	1.703920	-
DOCK_SOURCE_LOGP	1.703920	-
DOCK_SOURCE_LOGP	1.703920	-
DOCK_SOURCE_LOGP	1.703920	-
DOCK_SOURCE_MW	311.297000	-
DOCK_SOURCE_MW	311.297000	-
DOCK_SOURCE_MW	311.297000	-
DOCK_SOURCE_MW	311.297000	-
DOCK_SOURCE_NAME	Z49732247	-
DOCK_SOURCE_NAME	Z49732247	-
DOCK_SOURCE_NAME	Z49732247	-
DOCK_SOURCE_NAME	Z49732247	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	107.940000	-
DOCK_SOURCE_TPSA	107.940000	-
DOCK_SOURCE_TPSA	107.940000	-
DOCK_SOURCE_TPSA	107.940000	-
DOCK_STRAIN_DELTA	28.726758	-
DOCK_STRAIN_DELTA	24.418997	-
DOCK_STRAIN_DELTA	40.185060	-
DOCK_STRAIN_DELTA	26.547305	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T10	-
DOCK_TARGET	T14	-
DOCK_TARGET	T19	-
DOCK_TARGET	T21	-
EXACT_MASS	311.090605896	Da
FORMULA	C16H13N3O4	-
HBA	6	-
HBD	3	-
LOGP	1.70392	-
MOL_WEIGHT	311.2970000000001	g/mol
QED_SCORE	0.4929765312712863	-
ROTATABLE_BONDS	2	-
TPSA	107.94000000000001	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	3.034867028131142	-26.7145	7	0.26	-	Best pose
T21	T21	selection_import_t21	1 native pose available	3.291496188177528	-23.0628	12	0.86	-	Best pose
T14	T14	selection_import_t14	1 native pose available	4.038440949088263	-24.7538	8	0.53	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.301744094529095	-23.4369	14	0.82	-	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
647	3.034867028131142	-1.52382	-26.7145	10	17	7	0.26	0.08	0.20	0.25	-	no	geometry warning; 13 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 40.2	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
650	3.291496188177528	-1.17975	-23.0628	8	15	12	0.86	0.33	0.44	0.62	-	no	geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 26.5	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
634	4.038440949088263	-1.19467	-24.7538	8	12	8	0.53	0.00	0.20	0.40	-	no	geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 24.4	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
648	4.301744094529095	-1.14839	-23.4369	14	15	14	0.82	0.54	0.55	0.64	-	no	geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 28.7	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

Z49732247

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