Compound detail

SMILES: NNc1ncnc2c(Nc3cccc(OCCCO)c3)ncnc12

Formula: C15H17N7O2 | MW: 327.34800000000007

LogP: 1.2102000000000002 | TPSA: 131.10000000000002

HBA/HBD: 9/4 | RotB: 7

InChIKey: QXRYYELDTLIPGS-UHFFFAOYSA-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

ATP mimic pyrimidine ×2 H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base ×3

Functional group

Secondary amine Alcohol Aryl ether Hydrazine Ether

Ring system

Benzene Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.131620	-
DOCK_BASE_INTER_RANK	-1.144750	-
DOCK_BASE_INTER_RANK	-1.427340	-
DOCK_BASE_INTER_RANK	-1.525660	-
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	9.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	8	-
DOCK_FINAL_RANK	1.544965	-
DOCK_FINAL_RANK	0.876131	-
DOCK_FINAL_RANK	0.569309	-
DOCK_FINAL_RANK	1.806913	-
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:ALA34	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS182	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE47	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:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE233	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO204	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR184	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR57	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	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	0.677667	-
DOCK_MAX_CLASH_OVERLAP	0.677745	-
DOCK_MAX_CLASH_OVERLAP	0.742001	-
DOCK_MAX_CLASH_OVERLAP	0.677711	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.475307	-
DOCK_PRE_RANK	0.846253	-
DOCK_PRE_RANK	0.512514	-
DOCK_PRE_RANK	1.741105	-
DOCK_PRIMARY_POSE_ID	2391	-
DOCK_PRIMARY_POSE_ID	3731	-
DOCK_PRIMARY_POSE_ID	4383	-
DOCK_PRIMARY_POSE_ID	5081	-
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_t04	-
DOCK_REPORT_ID	selection_import_t06	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:ASP54;A:HIS182;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE233;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO204;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_SCAFFOLD	c1ccc(Nc2ncnc3cncnc23)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2ncnc3cncnc23)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2ncnc3cncnc23)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2ncnc3cncnc23)cc1	-
DOCK_SCORE	-14.077800	-
DOCK_SCORE	-21.829300	-
DOCK_SCORE	-30.157200	-
DOCK_SCORE	-27.286300	-
DOCK_SCORE_INTER	-27.158900	-
DOCK_SCORE_INTER	-27.474000	-
DOCK_SCORE_INTER	-34.256300	-
DOCK_SCORE_INTER	-36.615800	-
DOCK_SCORE_INTER_KCAL	-6.486795	-
DOCK_SCORE_INTER_KCAL	-6.562055	-
DOCK_SCORE_INTER_KCAL	-8.181980	-
DOCK_SCORE_INTER_KCAL	-8.745537	-
DOCK_SCORE_INTER_NORM	-1.131620	-
DOCK_SCORE_INTER_NORM	-1.144750	-
DOCK_SCORE_INTER_NORM	-1.427340	-
DOCK_SCORE_INTER_NORM	-1.525660	-
DOCK_SCORE_INTRA	13.081100	-
DOCK_SCORE_INTRA	5.540910	-
DOCK_SCORE_INTRA	4.099030	-
DOCK_SCORE_INTRA	9.329500	-
DOCK_SCORE_INTRA_KCAL	3.124368	-
DOCK_SCORE_INTRA_KCAL	1.323424	-
DOCK_SCORE_INTRA_KCAL	0.979037	-
DOCK_SCORE_INTRA_KCAL	2.228314	-
DOCK_SCORE_INTRA_NORM	0.545044	-
DOCK_SCORE_INTRA_NORM	0.230871	-
DOCK_SCORE_INTRA_NORM	0.170793	-
DOCK_SCORE_INTRA_NORM	0.388729	-
DOCK_SCORE_KCAL	-3.362426	-
DOCK_SCORE_KCAL	-5.213841	-
DOCK_SCORE_KCAL	-7.202927	-
DOCK_SCORE_KCAL	-6.517224	-
DOCK_SCORE_NORM	-0.586575	-
DOCK_SCORE_NORM	-0.909555	-
DOCK_SCORE_NORM	-1.256550	-
DOCK_SCORE_NORM	-1.136930	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.103752	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.004323	-
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	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T06_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	C15H17N7O2	-
DOCK_SOURCE_FORMULA	C15H17N7O2	-
DOCK_SOURCE_FORMULA	C15H17N7O2	-
DOCK_SOURCE_FORMULA	C15H17N7O2	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_LOGP	1.210200	-
DOCK_SOURCE_LOGP	1.210200	-
DOCK_SOURCE_LOGP	1.210200	-
DOCK_SOURCE_LOGP	1.210200	-
DOCK_SOURCE_MW	327.348000	-
DOCK_SOURCE_MW	327.348000	-
DOCK_SOURCE_MW	327.348000	-
DOCK_SOURCE_MW	327.348000	-
DOCK_SOURCE_NAME	OHD_MAC_22	-
DOCK_SOURCE_NAME	OHD_MAC_22	-
DOCK_SOURCE_NAME	OHD_MAC_22	-
DOCK_SOURCE_NAME	OHD_MAC_22	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	131.100000	-
DOCK_SOURCE_TPSA	131.100000	-
DOCK_SOURCE_TPSA	131.100000	-
DOCK_SOURCE_TPSA	131.100000	-
DOCK_STRAIN_DELTA	43.682302	-
DOCK_STRAIN_DELTA	23.467776	-
DOCK_STRAIN_DELTA	38.003891	-
DOCK_STRAIN_DELTA	42.030922	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T04	-
DOCK_TARGET	T06	-
DOCK_TARGET	T07	-
DOCK_TARGET	T08	-
EXACT_MASS	327.14437278400004	Da
FORMULA	C15H17N7O2	-
HBA	9	-
HBD	4	-
LOGP	1.2102000000000002	-
MOL_WEIGHT	327.34800000000007	g/mol
QED_SCORE	0.287052038962809	-
ROTATABLE_BONDS	7	-
TPSA	131.10000000000002	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	0.5693088880784237	-30.1572	14	0.74	-	Best pose
T06	T06	selection_import_t06	1 native pose available	0.8761308603640773	-21.8293	17	0.81	-	Best pose
T04	T04	selection_import_t04	1 native pose available	1.5449647797715453	-14.0778	12	0.63	-	Best pose
T08	T08	selection_import_t08	1 native pose available	1.8069125462213518	-27.2863	15	0.79	-	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
320	0.5693088880784237	-1.42734	-30.1572	8	19	14	0.74	0.50	0.40	0.40	-	no	geometry warning; 11 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 38.0	Open pose

T06 — T06 1 poses · report selection_import_t06

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
345	0.8761308603640773	-1.14475	-21.8293	8	19	17	0.81	0.80	1.00	1.00	-	no	geometry warning; 10 clashes; 5 protein contact clashes; moderate strain Δ 23.5	Open pose

T04 — T04 1 poses · report selection_import_t04

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
358	1.5449647797715453	-1.13162	-14.0778	5	12	12	0.63	0.50	0.40	0.40	-	no	geometry warning; 9 clashes; 1 protein clash; 4 cofactor-context clashes; high strain Δ 43.7	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
340	1.8069125462213518	-1.52566	-27.2863	12	19	15	0.79	0.67	0.80	1.00	-	no	geometry warning; 12 clashes; 1 protein clash; 6 cofactor-context clashes; high strain Δ 42.0	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

OHD_MAC_22

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