Compound detail

SMILES: COc1ccc(Nc2[nH+]cnc3/c(=N/[NH+]=C/c4cc(O)c(O)c(O)c4)nc[nH]c23)cc1

Formula: C20H19N7O4+2 | MW: 421.41700000000014

LogP: -0.34360000000000085 | TPSA: 163.99

HBA/HBD: 8/6 | RotB: 5

InChIKey: JTECOBSICVLCOU-ZNLRHDTNSA-P

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

Catechol ×2 ATP mimic pyrimidine ×2 Resorcinol H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×7 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Phenol ×3 Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.182610	-
DOCK_BASE_INTER_RANK	-0.814603	-
DOCK_BASE_INTER_RANK	-1.032360	-
DOCK_BASE_INTER_RANK	-0.788953	-
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	14.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	14	-
DOCK_FINAL_RANK	3.362209	-
DOCK_FINAL_RANK	4.287501	-
DOCK_FINAL_RANK	5.408456	-
DOCK_FINAL_RANK	4.780661	-
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:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LEU382	1	-
DOCK_IFP::A:LYS247	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:MET78	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PRO245	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR114	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	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: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	0.670803	-
DOCK_MAX_CLASH_OVERLAP	0.670817	-
DOCK_MAX_CLASH_OVERLAP	0.660963	-
DOCK_MAX_CLASH_OVERLAP	0.670801	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.245837	-
DOCK_PRE_RANK	4.227032	-
DOCK_PRE_RANK	5.301952	-
DOCK_PRE_RANK	4.719969	-
DOCK_PRIMARY_POSE_ID	3035	-
DOCK_PRIMARY_POSE_ID	6424	-
DOCK_PRIMARY_POSE_ID	7803	-
DOCK_PRIMARY_POSE_ID	9175	-
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_t05	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:SER227;A:TYR114;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:MET78;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:LYS247;A:MET386;A:PHE383;A:PRO245;A:VAL335;A:VAL336	-
DOCK_SCAFFOLD	C(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1	-
DOCK_SCORE	-27.460000	-
DOCK_SCORE	-19.737100	-
DOCK_SCORE	-24.756700	-
DOCK_SCORE	-14.334400	-
DOCK_SCORE_INTER	-36.660900	-
DOCK_SCORE_INTER	-25.252700	-
DOCK_SCORE_INTER	-32.003300	-
DOCK_SCORE_INTER	-24.457500	-
DOCK_SCORE_INTER_KCAL	-8.756309	-
DOCK_SCORE_INTER_KCAL	-6.031506	-
DOCK_SCORE_INTER_KCAL	-7.643860	-
DOCK_SCORE_INTER_KCAL	-5.841576	-
DOCK_SCORE_INTER_NORM	-1.182610	-
DOCK_SCORE_INTER_NORM	-0.814603	-
DOCK_SCORE_INTER_NORM	-1.032360	-
DOCK_SCORE_INTER_NORM	-0.788953	-
DOCK_SCORE_INTRA	9.121110	-
DOCK_SCORE_INTRA	5.515650	-
DOCK_SCORE_INTRA	7.245970	-
DOCK_SCORE_INTRA	10.123200	-
DOCK_SCORE_INTRA_KCAL	2.178541	-
DOCK_SCORE_INTRA_KCAL	1.317391	-
DOCK_SCORE_INTRA_KCAL	1.730671	-
DOCK_SCORE_INTRA_KCAL	2.417886	-
DOCK_SCORE_INTRA_NORM	0.294229	-
DOCK_SCORE_INTRA_NORM	0.177924	-
DOCK_SCORE_INTRA_NORM	0.233741	-
DOCK_SCORE_INTRA_NORM	0.326554	-
DOCK_SCORE_KCAL	-6.558711	-
DOCK_SCORE_KCAL	-4.714127	-
DOCK_SCORE_KCAL	-5.913039	-
DOCK_SCORE_KCAL	-3.423714	-
DOCK_SCORE_NORM	-0.885807	-
DOCK_SCORE_NORM	-0.636679	-
DOCK_SCORE_NORM	-0.798605	-
DOCK_SCORE_NORM	-0.462399	-
DOCK_SCORE_RESTR	0.079816	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000580	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.002575	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000019	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C20H19N7O4+2	-
DOCK_SOURCE_FORMULA	C20H19N7O4+2	-
DOCK_SOURCE_FORMULA	C20H19N7O4+2	-
DOCK_SOURCE_FORMULA	C20H19N7O4+2	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	-0.343600	-
DOCK_SOURCE_LOGP	-0.343600	-
DOCK_SOURCE_LOGP	-0.343600	-
DOCK_SOURCE_LOGP	-0.343600	-
DOCK_SOURCE_MW	421.417000	-
DOCK_SOURCE_MW	421.417000	-
DOCK_SOURCE_MW	421.417000	-
DOCK_SOURCE_MW	421.417000	-
DOCK_SOURCE_NAME	OHD_MAC_77	-
DOCK_SOURCE_NAME	OHD_MAC_77	-
DOCK_SOURCE_NAME	OHD_MAC_77	-
DOCK_SOURCE_NAME	OHD_MAC_77	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	163.990000	-
DOCK_SOURCE_TPSA	163.990000	-
DOCK_SOURCE_TPSA	163.990000	-
DOCK_SOURCE_TPSA	163.990000	-
DOCK_STRAIN_DELTA	61.945389	-
DOCK_STRAIN_DELTA	39.676360	-
DOCK_STRAIN_DELTA	58.263707	-
DOCK_STRAIN_DELTA	39.775974	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T05	-
DOCK_TARGET	T10	-
DOCK_TARGET	T12	-
DOCK_TARGET	T14	-
EXACT_MASS	421.14875492818	Da
FORMULA	C20H19N7O4+2	-
HBA	8	-
HBD	6	-
LOGP	-0.34360000000000085	-
MOL_WEIGHT	421.41700000000014	g/mol
QED_SCORE	0.1457025976985977	-
ROTATABLE_BONDS	5	-
TPSA	163.99	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
T05	T05	selection_import_t05	1 native pose available	3.362209139717641	-27.46	12	0.71	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.287500977859231	-19.7371	17	1.00	-	Best pose
T14	T14	selection_import_t14	1 native pose available	4.7806605886002185	-14.3344	7	0.47	-	Best pose
T12	T12	selection_import_t12	1 native pose available	5.4084556747815595	-24.7567	16	1.00	-	Best 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
325	3.362209139717641	-1.18261	-27.46	10	16	12	0.71	0.29	0.50	0.60	-	no	geometry warning; 14 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 61.9	Open pose

T10 — T10 1 poses · report selection_import_t10

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
328	4.287500977859231	-0.814603	-19.7371	10	19	17	1.00	0.46	0.55	0.73	-	no	geometry warning; 15 clashes; 1 protein clash; high strain Δ 39.7	Open pose

T14 — T14 1 poses · report selection_import_t14

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
367	4.7806605886002185	-0.788953	-14.3344	6	13	7	0.47	0.00	0.20	0.20	-	no	geometry warning; 18 clashes; 3 protein clashes; high strain Δ 39.8	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
351	5.4084556747815595	-1.03236	-24.7567	12	18	16	1.00	0.42	0.50	0.50	-	no	geometry warning; 13 clashes; 4 protein clashes; high strain Δ 58.3	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_77

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