Compound detail

SMILES: COc1cc(/C=[NH+]/Nc2ncnc3c(Nc4cccc(OCc5ccncc5)c4)ncnc23)cc(OC)c1O

Formula: C27H25N8O4+ | MW: 525.5490000000002

LogP: 2.3868 | TPSA: 150.4

HBA/HBD: 11/4 | RotB: 10

InChIKey: SJASIXNMHPLVNQ-IIHBXENTSA-O

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

Catechol ×2 ATP mimic pyrimidine ×2 Resorcinol H-bond acceptor N ×5 H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base ×3

Functional group

Secondary amine Phenol Aryl ether ×3 Hydrazine Ether ×3

Ring system

Benzene ×2 Pyridine Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.938281	-
DOCK_BASE_INTER_RANK	-0.671642	-
DOCK_BASE_INTER_RANK	-0.744537	-
DOCK_BASE_INTER_RANK	-0.597075	-
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	21.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	24.000000	-
DOCK_CLASH_COUNT	20.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	17	-
DOCK_FINAL_RANK	2.386399	-
DOCK_FINAL_RANK	4.172990	-
DOCK_FINAL_RANK	5.379670	-
DOCK_FINAL_RANK	2.497512	-
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:ALA365	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG228	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ARG361	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP330	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS375	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:ILE199	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR360	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE182	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET79	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:THR54	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	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	0.674760	-
DOCK_MAX_CLASH_OVERLAP	0.674742	-
DOCK_MAX_CLASH_OVERLAP	0.674829	-
DOCK_MAX_CLASH_OVERLAP	0.674656	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.281143	-
DOCK_PRE_RANK	4.014759	-
DOCK_PRE_RANK	5.261138	-
DOCK_PRE_RANK	2.434312	-
DOCK_PRIMARY_POSE_ID	5069	-
DOCK_PRIMARY_POSE_ID	5773	-
DOCK_PRIMARY_POSE_ID	7768	-
DOCK_PRIMARY_POSE_ID	11235	-
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_t08	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:TYR98	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE182;B:ILE45;B:LEU94;B:MET53;B:MET79;B:PHE56;B:PHE91;B:PRO50;B:THR54;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA365;A:ARG228;A:ARG287;A:ARG331;A:ARG361;A:ASP330;A:CYS375;A:GLY229;A:GLY286;A:GLY376;A:ILE199;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362	-
DOCK_SCAFFOLD	C(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1	-
DOCK_SCORE	-31.771900	-
DOCK_SCORE	-17.879800	-
DOCK_SCORE	-21.325500	-
DOCK_SCORE	-18.772700	-
DOCK_SCORE_INTER	-36.593000	-
DOCK_SCORE_INTER	-26.194000	-
DOCK_SCORE_INTER	-29.036900	-
DOCK_SCORE_INTER	-23.285900	-
DOCK_SCORE_INTER_KCAL	-8.740092	-
DOCK_SCORE_INTER_KCAL	-6.256332	-
DOCK_SCORE_INTER_KCAL	-6.935347	-
DOCK_SCORE_INTER_KCAL	-5.561744	-
DOCK_SCORE_INTER_NORM	-0.938281	-
DOCK_SCORE_INTER_NORM	-0.671642	-
DOCK_SCORE_INTER_NORM	-0.744537	-
DOCK_SCORE_INTER_NORM	-0.597075	-
DOCK_SCORE_INTRA	4.821040	-
DOCK_SCORE_INTRA	8.314200	-
DOCK_SCORE_INTRA	7.688970	-
DOCK_SCORE_INTRA	4.513250	-
DOCK_SCORE_INTRA_KCAL	1.151486	-
DOCK_SCORE_INTRA_KCAL	1.985813	-
DOCK_SCORE_INTRA_KCAL	1.836480	-
DOCK_SCORE_INTRA_KCAL	1.077972	-
DOCK_SCORE_INTRA_NORM	0.123616	-
DOCK_SCORE_INTRA_NORM	0.213185	-
DOCK_SCORE_INTRA_NORM	0.197153	-
DOCK_SCORE_INTRA_NORM	0.115724	-
DOCK_SCORE_KCAL	-7.588591	-
DOCK_SCORE_KCAL	-4.270519	-
DOCK_SCORE_KCAL	-5.093510	-
DOCK_SCORE_KCAL	-4.483784	-
DOCK_SCORE_NORM	-0.814665	-
DOCK_SCORE_NORM	-0.458457	-
DOCK_SCORE_NORM	-0.546807	-
DOCK_SCORE_NORM	-0.481351	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.022506	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000577	-
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	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_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_FORMULA	C27H25N8O4+	-
DOCK_SOURCE_FORMULA	C27H25N8O4+	-
DOCK_SOURCE_FORMULA	C27H25N8O4+	-
DOCK_SOURCE_FORMULA	C27H25N8O4+	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	39.000000	-
DOCK_SOURCE_HEAVY_ATOMS	39.000000	-
DOCK_SOURCE_HEAVY_ATOMS	39.000000	-
DOCK_SOURCE_HEAVY_ATOMS	39.000000	-
DOCK_SOURCE_LOGP	2.386800	-
DOCK_SOURCE_LOGP	2.386800	-
DOCK_SOURCE_LOGP	2.386800	-
DOCK_SOURCE_LOGP	2.386800	-
DOCK_SOURCE_MW	525.549000	-
DOCK_SOURCE_MW	525.549000	-
DOCK_SOURCE_MW	525.549000	-
DOCK_SOURCE_MW	525.549000	-
DOCK_SOURCE_NAME	OHD_MAC_6	-
DOCK_SOURCE_NAME	OHD_MAC_6	-
DOCK_SOURCE_NAME	OHD_MAC_6	-
DOCK_SOURCE_NAME	OHD_MAC_6	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	150.400000	-
DOCK_SOURCE_TPSA	150.400000	-
DOCK_SOURCE_TPSA	150.400000	-
DOCK_SOURCE_TPSA	150.400000	-
DOCK_STRAIN_DELTA	57.793885	-
DOCK_STRAIN_DELTA	77.110174	-
DOCK_STRAIN_DELTA	62.743508	-
DOCK_STRAIN_DELTA	40.890810	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T08	-
DOCK_TARGET	T09	-
DOCK_TARGET	T12	-
DOCK_TARGET	T17	-
EXACT_MASS	525.19932770009	Da
FORMULA	C27H25N8O4+	-
HBA	11	-
HBD	4	-
LOGP	2.3868	-
MOL_WEIGHT	525.5490000000002	g/mol
QED_SCORE	0.1571608541541148	-
ROTATABLE_BONDS	10	-
TPSA	150.4	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
T08	T08	selection_import_t08	1 native pose available	2.3863990415942307	-31.7719	14	0.74	-	Best pose
T17	T17	selection_import_t17	1 native pose available	2.4975116144205343	-18.7727	11	0.92	-	Best pose
T09	T09	selection_import_t09	1 native pose available	4.172990021832736	-17.8798	14	0.67	-	Best pose
T12	T12	selection_import_t12	1 native pose available	5.379669631627305	-21.3255	14	0.88	-	Best 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
328	2.3863990415942307	-0.938281	-31.7719	6	15	14	0.74	0.33	0.40	0.40	-	no	geometry warning; 21 clashes; 6 protein contact clashes; 2 cofactor-context clashes; high strain Δ 57.8	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
392	2.4975116144205343	-0.597075	-18.7727	6	22	11	0.92	0.00	0.00	1.00	-	no	geometry warning; 20 clashes; 5 protein contact clashes; high strain Δ 40.9	Open pose

T09 — T09 1 poses · report selection_import_t09

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
355	4.172990021832736	-0.671642	-17.8798	3	21	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 16 clashes; 2 protein clashes; high strain Δ 77.1	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
316	5.379669631627305	-0.744537	-21.3255	10	17	14	0.88	0.33	0.50	0.70	-	no	geometry warning; 24 clashes; 2 protein clashes; high strain Δ 62.7	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_6

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