Compound detail

SMILES: CC[C@H](COCP(=O)(O)O)n1cnc2c(N)ncnc21

Formula: C10H16N5O4P | MW: 301.243

LogP: 0.5114 | TPSA: 136.38

HBA/HBD: 6/3 | RotB: 6

InChIKey: MZKMBZFFXQNJKO-SSDOTTSWSA-N

Recognized patterns

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

Highlighted: 1 pattern Ionizable base Clear highlight

Bio motif

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

Functional group

Primary amine Phosphate Phosphonate ×2 Ether

Ring system

Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.378400	-
DOCK_BASE_INTER_RANK	-1.550990	-
DOCK_BASE_INTER_RANK	-1.180870	-
DOCK_BASE_INTER_RANK	-1.692400	-
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	5.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CLASH_COUNT	4.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	2.069927	-
DOCK_FINAL_RANK	1.740673	-
DOCK_FINAL_RANK	3.934689	-
DOCK_FINAL_RANK	3.037310	-
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:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA284	1	-
DOCK_IFP::A:ALA32	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:FAD501	1	-
DOCK_IFP::A:GLN166	1	-
DOCK_IFP::A:GLY157	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:ILE182	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR180	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	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	0.739950	-
DOCK_MAX_CLASH_OVERLAP	0.739907	-
DOCK_MAX_CLASH_OVERLAP	0.739826	-
DOCK_MAX_CLASH_OVERLAP	0.739893	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.025871	-
DOCK_PRE_RANK	1.672122	-
DOCK_PRE_RANK	3.899827	-
DOCK_PRE_RANK	2.980451	-
DOCK_PRIMARY_POSE_ID	1418	-
DOCK_PRIMARY_POSE_ID	4114	-
DOCK_PRIMARY_POSE_ID	10903	-
DOCK_PRIMARY_POSE_ID	14268	-
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_t03	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ASP52;A:GLY157;A:ILE182;A:ILE45;A:MET53;A:NDP301;A:PHE56;A:THR180;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA284;A:ARG287;A:ARG331;A:ASP330;A:FAD501;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:MET333;A:PHE198;A:SER200	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44	-
DOCK_SCAFFOLD	c1ncc2nc[nH]c2n1	-
DOCK_SCAFFOLD	c1ncc2nc[nH]c2n1	-
DOCK_SCAFFOLD	c1ncc2nc[nH]c2n1	-
DOCK_SCAFFOLD	c1ncc2nc[nH]c2n1	-
DOCK_SCORE	-25.617600	-
DOCK_SCORE	-25.399200	-
DOCK_SCORE	-19.181100	-
DOCK_SCORE	-29.429400	-
DOCK_SCORE_INTER	-27.568100	-
DOCK_SCORE_INTER	-31.019700	-
DOCK_SCORE_INTER	-23.617300	-
DOCK_SCORE_INTER	-33.848000	-
DOCK_SCORE_INTER_KCAL	-6.584530	-
DOCK_SCORE_INTER_KCAL	-7.408931	-
DOCK_SCORE_INTER_KCAL	-5.640898	-
DOCK_SCORE_INTER_KCAL	-8.084459	-
DOCK_SCORE_INTER_NORM	-1.378400	-
DOCK_SCORE_INTER_NORM	-1.550990	-
DOCK_SCORE_INTER_NORM	-1.180870	-
DOCK_SCORE_INTER_NORM	-1.692400	-
DOCK_SCORE_INTRA	1.950520	-
DOCK_SCORE_INTRA	5.620550	-
DOCK_SCORE_INTRA	4.283260	-
DOCK_SCORE_INTRA	4.418670	-
DOCK_SCORE_INTRA_KCAL	0.465874	-
DOCK_SCORE_INTRA_KCAL	1.342446	-
DOCK_SCORE_INTRA_KCAL	1.023040	-
DOCK_SCORE_INTRA_KCAL	1.055382	-
DOCK_SCORE_INTRA_NORM	0.097526	-
DOCK_SCORE_INTRA_NORM	0.281027	-
DOCK_SCORE_INTRA_NORM	0.214163	-
DOCK_SCORE_INTRA_NORM	0.220934	-
DOCK_SCORE_KCAL	-6.118661	-
DOCK_SCORE_KCAL	-6.066497	-
DOCK_SCORE_KCAL	-4.581329	-
DOCK_SCORE_KCAL	-7.029094	-
DOCK_SCORE_NORM	-1.280880	-
DOCK_SCORE_NORM	-1.269960	-
DOCK_SCORE_NORM	-0.959053	-
DOCK_SCORE_NORM	-1.471470	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.152988	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.007649	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C10H16N5O4P	-
DOCK_SOURCE_FORMULA	C10H16N5O4P	-
DOCK_SOURCE_FORMULA	C10H16N5O4P	-
DOCK_SOURCE_FORMULA	C10H16N5O4P	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	20.000000	-
DOCK_SOURCE_HEAVY_ATOMS	20.000000	-
DOCK_SOURCE_HEAVY_ATOMS	20.000000	-
DOCK_SOURCE_HEAVY_ATOMS	20.000000	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_MW	301.243000	-
DOCK_SOURCE_MW	301.243000	-
DOCK_SOURCE_MW	301.243000	-
DOCK_SOURCE_MW	301.243000	-
DOCK_SOURCE_NAME	OHD_TB2021_35	-
DOCK_SOURCE_NAME	OHD_TB2021_35	-
DOCK_SOURCE_NAME	OHD_TB2021_35	-
DOCK_SOURCE_NAME	OHD_TB2021_35	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_RINGS	2.000000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_STRAIN_DELTA	31.762153	-
DOCK_STRAIN_DELTA	43.211438	-
DOCK_STRAIN_DELTA	26.616995	-
DOCK_STRAIN_DELTA	38.033524	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T07	-
DOCK_TARGET	T17	-
DOCK_TARGET	T22	-
EXACT_MASS	301.09399062200004	Da
FORMULA	C10H16N5O4P	-
HBA	6	-
HBD	3	-
LOGP	0.5114	-
MOL_WEIGHT	301.243	g/mol
QED_SCORE	0.6563557119517579	-
ROTATABLE_BONDS	6	-
TPSA	136.38	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	1.7406734057768396	-25.3992	10	0.53	-	Best pose
T03	T03	selection_import_t03	1 native pose available	2.0699265523486603	-25.6176	11	0.55	-	Best pose
T22	T22	selection_import_t22	1 native pose available	3.037310309051502	-29.4294	18	0.86	-	Best pose
T17	T17	selection_import_t17	1 native pose available	3.9346894583368592	-19.1811	4	0.33	-	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
51	1.7406734057768396	-1.55099	-25.3992	14	15	10	0.53	0.33	0.40	0.60	-	no	geometry warning; 5 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 43.2	Open pose

T03 — T03 1 poses · report selection_import_t03

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
63	2.0699265523486603	-1.3784	-25.6176	12	16	11	0.55	0.57	0.80	0.80	-	no	geometry warning; 5 clashes; 1 protein clash; high strain Δ 31.8	Open pose

T22 — T22 1 poses · report selection_import_t22

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
30	3.037310309051502	-1.6924	-29.4294	12	19	18	0.86	0.60	0.73	0.73	-	no	geometry warning; 4 clashes; 3 protein clashes; high strain Δ 38.0	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
60	3.9346894583368592	-1.18087	-19.1811	9	12	4	0.33	1.00	1.00	1.00	-	no	geometry warning; 5 clashes; 4 protein clashes; moderate strain Δ 26.6	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

OHD_TB2021_35

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