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-IUXPMGMMSA-N

Recognized patterns

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

Highlighted: 1 pattern Pyrimidine 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	-1.124920	-
DOCK_BASE_INTER_RANK	-1.205310	-
DOCK_BASE_INTER_RANK	-1.515640	-
DOCK_BASE_INTER_RANK	-1.461570	-
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	12.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	8.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	8	-
DOCK_FINAL_RANK	1.888877	-
DOCK_FINAL_RANK	2.065159	-
DOCK_FINAL_RANK	1.536942	-
DOCK_FINAL_RANK	1.743854	-
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:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL9	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	0.616618	-
DOCK_MAX_CLASH_OVERLAP	0.616550	-
DOCK_MAX_CLASH_OVERLAP	0.616628	-
DOCK_MAX_CLASH_OVERLAP	0.616587	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.864726	-
DOCK_PRE_RANK	2.025000	-
DOCK_PRE_RANK	1.496413	-
DOCK_PRE_RANK	1.702396	-
DOCK_PRIMARY_POSE_ID	628	-
DOCK_PRIMARY_POSE_ID	3349	-
DOCK_PRIMARY_POSE_ID	4710	-
DOCK_PRIMARY_POSE_ID	5372	-
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_t01	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:LEU188;A:LEU229;A:NDP302;A:PHE113;A:SER227;A:TYR194;A:VAL230	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS178;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCAFFOLD	O=c1c2ccccc2ncn1N=Cc1ccccc1	-
DOCK_SCORE	-25.395900	-
DOCK_SCORE	-24.079100	-
DOCK_SCORE	-34.221000	-
DOCK_SCORE	-32.533400	-
DOCK_SCORE_INTER	-25.873100	-
DOCK_SCORE_INTER	-27.722200	-
DOCK_SCORE_INTER	-34.859700	-
DOCK_SCORE_INTER	-33.616000	-
DOCK_SCORE_INTER_KCAL	-6.179686	-
DOCK_SCORE_INTER_KCAL	-6.621337	-
DOCK_SCORE_INTER_KCAL	-8.326100	-
DOCK_SCORE_INTER_KCAL	-8.029047	-
DOCK_SCORE_INTER_NORM	-1.124920	-
DOCK_SCORE_INTER_NORM	-1.205310	-
DOCK_SCORE_INTER_NORM	-1.515640	-
DOCK_SCORE_INTER_NORM	-1.461570	-
DOCK_SCORE_INTRA	0.477207	-
DOCK_SCORE_INTRA	3.643040	-
DOCK_SCORE_INTRA	0.638720	-
DOCK_SCORE_INTRA	1.082580	-
DOCK_SCORE_INTRA_KCAL	0.113979	-
DOCK_SCORE_INTRA_KCAL	0.870126	-
DOCK_SCORE_INTRA_KCAL	0.152556	-
DOCK_SCORE_INTRA_KCAL	0.258570	-
DOCK_SCORE_INTRA_NORM	0.020748	-
DOCK_SCORE_INTRA_NORM	0.158393	-
DOCK_SCORE_INTRA_NORM	0.027770	-
DOCK_SCORE_INTRA_NORM	0.047069	-
DOCK_SCORE_KCAL	-6.065709	-
DOCK_SCORE_KCAL	-5.751197	-
DOCK_SCORE_KCAL	-8.173549	-
DOCK_SCORE_KCAL	-7.770472	-
DOCK_SCORE_NORM	-1.104170	-
DOCK_SCORE_NORM	-1.046920	-
DOCK_SCORE_NORM	-1.487870	-
DOCK_SCORE_NORM	-1.414500	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_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	19.374690	-
DOCK_STRAIN_DELTA	29.666703	-
DOCK_STRAIN_DELTA	29.870658	-
DOCK_STRAIN_DELTA	30.377486	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T01	-
DOCK_TARGET	T05	-
DOCK_TARGET	T07	-
DOCK_TARGET	T08	-
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
T07	T07	selection_import_t07	1 native pose available	1.5369423264640099	-34.221	16	0.84	-	Best pose
T08	T08	selection_import_t08	1 native pose available	1.7438540370937325	-32.5334	15	0.79	-	Best pose
T01	T01	selection_import_t01	1 native pose available	1.8888772517239385	-25.3959	15	0.71	-	Best pose
T05	T05	selection_import_t05	1 native pose available	2.0651593307692404	-24.0791	8	0.47	-	Best pose

T07 — T07 1 poses · report selection_import_t07

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	1.5369423264640099	-1.51564	-34.221	9	16	16	0.84	0.50	0.60	0.60	-	no	geometry warning; 13 clashes; 1 protein clash; 2 severe cofactor-context clashes; moderate strain Δ 29.9	Open 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
631	1.7438540370937325	-1.46157	-32.5334	11	15	15	0.79	0.50	0.60	0.60	-	no	geometry warning; 13 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 30.4	Open pose

T01 — T01 1 poses · report selection_import_t01

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
628	1.8888772517239385	-1.12492	-25.3959	5	15	15	0.71	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash	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
639	2.0651593307692404	-1.20531	-24.0791	7	8	8	0.47	0.29	0.33	0.60	-	no	geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 29.7	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