Compound detail

SMILES: OCCCOc1ccc(Nc2[nH+]cnc3/c(=N/[NH+]=C/c4cc(O)c(O)c(O)c4)[nH]cnc23)cc1

Formula: C22H23N7O5+2 | MW: 465.47000000000014

LogP: -0.5910000000000006 | TPSA: 184.21999999999997

HBA/HBD: 9/7 | RotB: 8

InChIKey: UHECAMFEKIPSTR-YPXUMCKCSA-P

Recognized patterns

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

Highlighted: 1 pattern Ether Clear highlight

Bio motif

Catechol ×2 ATP mimic pyrimidine ×2 Resorcinol H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×8 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Alcohol Phenol ×3 Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.911170	-
DOCK_BASE_INTER_RANK	-0.726403	-
DOCK_BASE_INTER_RANK	-0.558384	-
DOCK_BASE_INTER_RANK	-0.986296	-
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	15.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	3.811021	-
DOCK_FINAL_RANK	4.730413	-
DOCK_FINAL_RANK	3.092386	-
DOCK_FINAL_RANK	5.660067	-
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:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:GLN186	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR184	1	-
DOCK_IFP::A:THR195	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:TYR114	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL228	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:MET78	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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	0.660912	-
DOCK_MAX_CLASH_OVERLAP	0.660988	-
DOCK_MAX_CLASH_OVERLAP	0.660983	-
DOCK_MAX_CLASH_OVERLAP	0.661002	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.606427	-
DOCK_PRE_RANK	3.009570	-
DOCK_PRE_RANK	3.743774	-
DOCK_PRE_RANK	5.539219	-
DOCK_PRIMARY_POSE_ID	11256	-
DOCK_PRIMARY_POSE_ID	7794	-
DOCK_PRIMARY_POSE_ID	3024	-
DOCK_PRIMARY_POSE_ID	13253	-
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_t17	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG287;A:ARG331;A:ASP330;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS428;A:ILE199;A:ILE378;A:LEU332;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER200;A:THR374	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER470;A:THR397	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLN186;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO187;A:SER111;A:SER112;A:SER227;A:THR184;A:THR195;A:TYR114;A:TYR191;A:TYR194;A:VAL228;A:VAL230;D:ARG287	-
DOCK_SCAFFOLD	C(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCORE	-15.877500	-
DOCK_SCORE	-20.271300	-
DOCK_SCORE	-24.651500	-
DOCK_SCORE	-14.167500	-
DOCK_SCORE_INTER	-24.697700	-
DOCK_SCORE_INTER	-33.534100	-
DOCK_SCORE_INTER	-30.979800	-
DOCK_SCORE_INTER	-18.985000	-
DOCK_SCORE_INTER_KCAL	-4.534491	-
DOCK_SCORE_INTER_KCAL	-7.399401	-
DOCK_SCORE_INTER_KCAL	-5.898947	-
DOCK_SCORE_INTER_KCAL	-8.009486	-
DOCK_SCORE_INTER_NORM	-0.911170	-
DOCK_SCORE_INTER_NORM	-0.986296	-
DOCK_SCORE_INTER_NORM	-0.726403	-
DOCK_SCORE_INTER_NORM	-0.558384	-
DOCK_SCORE_INTRA	8.841630	-
DOCK_SCORE_INTRA	10.708500	-
DOCK_SCORE_INTRA	4.817540	-
DOCK_SCORE_INTRA	8.820160	-
DOCK_SCORE_INTRA_KCAL	2.106660	-
DOCK_SCORE_INTRA_KCAL	2.557682	-
DOCK_SCORE_INTRA_KCAL	1.150650	-
DOCK_SCORE_INTRA_KCAL	2.111788	-
DOCK_SCORE_INTRA_NORM	0.141692	-
DOCK_SCORE_INTRA_NORM	0.259417	-
DOCK_SCORE_INTRA_NORM	0.260048	-
DOCK_SCORE_INTRA_NORM	0.314955	-
DOCK_SCORE_KCAL	-4.841719	-
DOCK_SCORE_KCAL	-3.792277	-
DOCK_SCORE_KCAL	-3.383851	-
DOCK_SCORE_KCAL	-5.887912	-
DOCK_SCORE_NORM	-0.466986	-
DOCK_SCORE_NORM	-0.725044	-
DOCK_SCORE_NORM	-0.416691	-
DOCK_SCORE_NORM	-0.596214	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.040954	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.001205	-
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	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H23N7O5+2	-
DOCK_SOURCE_FORMULA	C22H23N7O5+2	-
DOCK_SOURCE_FORMULA	C22H23N7O5+2	-
DOCK_SOURCE_FORMULA	C22H23N7O5+2	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	7.000000	-
DOCK_SOURCE_HBD	7.000000	-
DOCK_SOURCE_HBD	7.000000	-
DOCK_SOURCE_HBD	7.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_HEAVY_ATOMS	34.000000	-
DOCK_SOURCE_LOGP	-0.591000	-
DOCK_SOURCE_LOGP	-0.591000	-
DOCK_SOURCE_LOGP	-0.591000	-
DOCK_SOURCE_LOGP	-0.591000	-
DOCK_SOURCE_MW	465.470000	-
DOCK_SOURCE_MW	465.470000	-
DOCK_SOURCE_MW	465.470000	-
DOCK_SOURCE_MW	465.470000	-
DOCK_SOURCE_NAME	OHD_MAC_51	-
DOCK_SOURCE_NAME	OHD_MAC_51	-
DOCK_SOURCE_NAME	OHD_MAC_51	-
DOCK_SOURCE_NAME	OHD_MAC_51	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	184.220000	-
DOCK_SOURCE_TPSA	184.220000	-
DOCK_SOURCE_TPSA	184.220000	-
DOCK_SOURCE_TPSA	184.220000	-
DOCK_STRAIN_DELTA	63.597436	-
DOCK_STRAIN_DELTA	49.097979	-
DOCK_STRAIN_DELTA	42.652710	-
DOCK_STRAIN_DELTA	64.749393	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T20	-
DOCK_TARGET	T17	-
DOCK_TARGET	T05	-
EXACT_MASS	465.17496967617996	Da
FORMULA	C22H23N7O5+2	-
HBA	9	-
HBD	7	-
LOGP	-0.5910000000000006	-
MOL_WEIGHT	465.47000000000014	g/mol
QED_SCORE	0.07788642443623682	-
ROTATABLE_BONDS	8	-
TPSA	184.21999999999997	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
T17	T17	selection_import_t17	1 native pose available	3.092385510270697	-15.8775	7	0.58	-	Best pose
T20	T20	selection_import_t20	1 native pose available	3.8110211276449113	-14.1675	7	0.88	-	Best pose
T05	T05	selection_import_t05	1 native pose available	4.730412768768846	-24.6515	13	0.76	-	Best pose
T12	T12	selection_import_t12	1 native pose available	5.6600674556403945	-20.2713	14	0.88	-	Best 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
413	3.092385510270697	-0.726403	-15.8775	11	17	7	0.58	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 1 protein clash; high strain Δ 49.1	Open pose

T20 — T20 1 poses · report selection_import_t20

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
374	3.8110211276449113	-0.558384	-14.1675	6	11	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 42.7	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
314	4.730412768768846	-0.986296	-24.6515	14	22	13	0.76	0.29	0.50	0.60	-	no	geometry warning; 15 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 64.7	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
342	5.6600674556403945	-0.91117	-20.2713	12	16	14	0.88	0.33	0.40	0.50	-	no	geometry warning; 14 clashes; 3 protein clashes; high strain Δ 63.6	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_MAC_51

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