Compound detail

SMILES: Nc1ncnc2c1ncn2[C@@H](COCP(=O)(O)O)C1CC1

Formula: C11H16N5O4P | MW: 313.254

LogP: 0.5114 | TPSA: 136.38

HBA/HBD: 6/3 | RotB: 6

InChIKey: JALFBADMXZGZPY-QMMMGPOBSA-N

Recognized patterns

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

Highlighted: 1 pattern Primary amine 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 Cyclopropane

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.653650	-
DOCK_BASE_INTER_RANK	-1.131130	-
DOCK_BASE_INTER_RANK	-1.478300	-
DOCK_BASE_INTER_RANK	-1.277650	-
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	6.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CLASH_COUNT	4.000000	-
DOCK_CLASH_COUNT	5.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	22	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	3.083709	-
DOCK_FINAL_RANK	3.681925	-
DOCK_FINAL_RANK	2.701921	-
DOCK_FINAL_RANK	4.323123	-
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:ALA209	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN166	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU21	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:GLY215	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE46	1	-
DOCK_IFP::A:LEU31	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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	0.739727	-
DOCK_MAX_CLASH_OVERLAP	0.739703	-
DOCK_MAX_CLASH_OVERLAP	0.739822	-
DOCK_MAX_CLASH_OVERLAP	0.739744	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.264937	-
DOCK_PRE_RANK	3.025422	-
DOCK_PRE_RANK	3.606045	-
DOCK_PRE_RANK	2.629261	-
DOCK_PRIMARY_POSE_ID	14267	-
DOCK_PRIMARY_POSE_ID	4113	-
DOCK_PRIMARY_POSE_ID	10204	-
DOCK_PRIMARY_POSE_ID	7496	-
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_t12	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TYR174;A:VAL164;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA40;A:ASN41;A:GLN42;A:GLU21;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:ILE46;A:LEU31;A:LEU39;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	c1ncc2ncn(CC3CC3)c2n1	-
DOCK_SCAFFOLD	c1ncc2ncn(CC3CC3)c2n1	-
DOCK_SCAFFOLD	c1ncc2ncn(CC3CC3)c2n1	-
DOCK_SCAFFOLD	c1ncc2ncn(CC3CC3)c2n1	-
DOCK_SCORE	-22.425600	-
DOCK_SCORE	-16.813200	-
DOCK_SCORE	-23.324500	-
DOCK_SCORE	-32.302600	-
DOCK_SCORE_INTER	-34.726700	-
DOCK_SCORE_INTER	-23.753700	-
DOCK_SCORE_INTER	-26.830700	-
DOCK_SCORE_INTER	-31.044300	-
DOCK_SCORE_INTER_KCAL	-7.414807	-
DOCK_SCORE_INTER_KCAL	-8.294333	-
DOCK_SCORE_INTER_KCAL	-6.408405	-
DOCK_SCORE_INTER_KCAL	-5.673476	-
DOCK_SCORE_INTER_NORM	-1.653650	-
DOCK_SCORE_INTER_NORM	-1.277650	-
DOCK_SCORE_INTER_NORM	-1.478300	-
DOCK_SCORE_INTER_NORM	-1.131130	-
DOCK_SCORE_INTRA	2.424160	-
DOCK_SCORE_INTRA	4.405060	-
DOCK_SCORE_INTRA	6.921360	-
DOCK_SCORE_INTRA	7.719850	-
DOCK_SCORE_INTRA_KCAL	1.843855	-
DOCK_SCORE_INTRA_KCAL	1.052131	-
DOCK_SCORE_INTRA_KCAL	1.653139	-
DOCK_SCORE_INTRA_KCAL	0.579001	-
DOCK_SCORE_INTRA_NORM	0.367612	-
DOCK_SCORE_INTRA_NORM	0.115436	-
DOCK_SCORE_INTRA_NORM	0.329589	-
DOCK_SCORE_INTRA_NORM	0.209765	-
DOCK_SCORE_KCAL	-7.715347	-
DOCK_SCORE_KCAL	-5.570964	-
DOCK_SCORE_KCAL	-4.015766	-
DOCK_SCORE_KCAL	-5.356265	-
DOCK_SCORE_NORM	-1.110690	-
DOCK_SCORE_NORM	-1.538220	-
DOCK_SCORE_NORM	-0.800629	-
DOCK_SCORE_NORM	-1.067890	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.019143	-
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	0.000912	-
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	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C11H16N5O4P	-
DOCK_SOURCE_FORMULA	C11H16N5O4P	-
DOCK_SOURCE_FORMULA	C11H16N5O4P	-
DOCK_SOURCE_FORMULA	C11H16N5O4P	-
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	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_LOGP	0.511400	-
DOCK_SOURCE_MW	313.254000	-
DOCK_SOURCE_MW	313.254000	-
DOCK_SOURCE_MW	313.254000	-
DOCK_SOURCE_MW	313.254000	-
DOCK_SOURCE_NAME	OHD_TB2021_34	-
DOCK_SOURCE_NAME	OHD_TB2021_34	-
DOCK_SOURCE_NAME	OHD_TB2021_34	-
DOCK_SOURCE_NAME	OHD_TB2021_34	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_SOURCE_TPSA	136.380000	-
DOCK_STRAIN_DELTA	44.946577	-
DOCK_STRAIN_DELTA	38.642575	-
DOCK_STRAIN_DELTA	46.282373	-
DOCK_STRAIN_DELTA	38.688930	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T07	-
DOCK_TARGET	T22	-
DOCK_TARGET	T12	-
DOCK_TARGET	T16	-
EXACT_MASS	313.09399062200004	Da
FORMULA	C11H16N5O4P	-
HBA	6	-
HBD	3	-
LOGP	0.5114	-
MOL_WEIGHT	313.254	g/mol
QED_SCORE	0.6561150444140401	-
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	2.701920956510862	-23.3245	11	0.58	-	Best pose
T12	T12	selection_import_t12	1 native pose available	3.0837093646972473	-22.4256	15	0.94	-	Best pose
T16	T16	selection_import_t16	1 native pose available	3.68192502547001	-16.8132	5	0.42	-	Best pose
T22	T22	selection_import_t22	1 native pose available	4.323123344014594	-32.3026	13	0.62	-	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
50	2.701920956510862	-1.4783	-23.3245	13	16	11	0.58	0.17	0.20	0.40	-	no	geometry warning; 5 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 44.9	Open pose

T12 — T12 1 poses · report selection_import_t12

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
44	3.0837093646972473	-1.27765	-22.4256	12	16	15	0.94	0.67	0.60	0.70	-	no	geometry warning; 6 clashes; 2 protein clashes; high strain Δ 38.7	Open pose

T16 — T16 1 poses · report selection_import_t16

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
39	3.68192502547001	-1.13113	-16.8132	6	12	5	0.42	-	-	-	-	no	geometry warning; 5 clashes; 3 protein clashes; high strain Δ 46.3	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
29	4.323123344014594	-1.65365	-32.3026	13	18	13	0.62	0.40	0.45	0.45	-	no	geometry warning; 4 clashes; 4 protein clashes; high strain Δ 38.6	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_34

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