Compound detail

SMILES: [H]/N=C(/CCc1ccc(O)c(O)c1)CC(=O)COC[C@@]1(C)CNc2c(C)cc(C)c(C)c2O1

Formula: C25H32N2O5 | MW: 440.5400000000002

LogP: 4.214430000000003 | TPSA: 111.87

HBA/HBD: 7/4 | RotB: 9

InChIKey: DVZQILZXOGCUQA-YPJZEPPUSA-N

Recognized patterns

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

Highlighted: 1 pattern Ketone Clear highlight

Bio motif

Catechol H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base Lipinski HMW fragment

Functional group

Carbonyl Ketone Secondary amine Phenol ×2 Aryl ether Imine Ether ×2

Ring system

Benzene ×2 Benzomorpholine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.906888	-
DOCK_BASE_INTER_RANK	-0.666612	-
DOCK_BASE_INTER_RANK	-0.842945	-
DOCK_BASE_INTER_RANK	-0.994833	-
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	11.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	25.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.495655	-
DOCK_FINAL_RANK	5.324113	-
DOCK_FINAL_RANK	2.970828	-
DOCK_FINAL_RANK	2.602785	-
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:ALA40	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU135	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE46	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	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	0.622404	-
DOCK_MAX_CLASH_OVERLAP	0.622366	-
DOCK_MAX_CLASH_OVERLAP	0.622363	-
DOCK_MAX_CLASH_OVERLAP	0.622376	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.465425	-
DOCK_PRE_RANK	5.281893	-
DOCK_PRE_RANK	2.930758	-
DOCK_PRE_RANK	2.568900	-
DOCK_PRIMARY_POSE_ID	1625	-
DOCK_PRIMARY_POSE_ID	11766	-
DOCK_PRIMARY_POSE_ID	13776	-
DOCK_PRIMARY_POSE_ID	14440	-
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_t18	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO93;A:TRP47;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:THR117;A:TRP21;A:TYR110	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:GLU135;A:HIS102;A:MET98;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	N=C(CCc1ccccc1)CC(=O)COCC1CNc2ccccc2O1	-
DOCK_SCAFFOLD	N=C(CCc1ccccc1)CC(=O)COCC1CNc2ccccc2O1	-
DOCK_SCAFFOLD	N=C(CCc1ccccc1)CC(=O)COCC1CNc2ccccc2O1	-
DOCK_SCAFFOLD	N=C(CCc1ccccc1)CC(=O)COCC1CNc2ccccc2O1	-
DOCK_SCORE	-19.880600	-
DOCK_SCORE	-15.700300	-
DOCK_SCORE	-21.739800	-
DOCK_SCORE	-26.717400	-
DOCK_SCORE_INTER	-29.020400	-
DOCK_SCORE_INTER	-21.331600	-
DOCK_SCORE_INTER	-26.974200	-
DOCK_SCORE_INTER	-31.834700	-
DOCK_SCORE_INTER_KCAL	-6.931406	-
DOCK_SCORE_INTER_KCAL	-5.094967	-
DOCK_SCORE_INTER_KCAL	-6.442680	-
DOCK_SCORE_INTER_KCAL	-7.603591	-
DOCK_SCORE_INTER_NORM	-0.906888	-
DOCK_SCORE_INTER_NORM	-0.666612	-
DOCK_SCORE_INTER_NORM	-0.842945	-
DOCK_SCORE_INTER_NORM	-0.994833	-
DOCK_SCORE_INTRA	9.139860	-
DOCK_SCORE_INTRA	5.631300	-
DOCK_SCORE_INTRA	5.234470	-
DOCK_SCORE_INTRA	5.117250	-
DOCK_SCORE_INTRA_KCAL	2.183019	-
DOCK_SCORE_INTRA_KCAL	1.345013	-
DOCK_SCORE_INTRA_KCAL	1.250232	-
DOCK_SCORE_INTRA_KCAL	1.222235	-
DOCK_SCORE_INTRA_NORM	0.285621	-
DOCK_SCORE_INTRA_NORM	0.175978	-
DOCK_SCORE_INTRA_NORM	0.163577	-
DOCK_SCORE_INTRA_NORM	0.159914	-
DOCK_SCORE_KCAL	-4.748402	-
DOCK_SCORE_KCAL	-3.749954	-
DOCK_SCORE_KCAL	-5.192464	-
DOCK_SCORE_KCAL	-6.381344	-
DOCK_SCORE_NORM	-0.621267	-
DOCK_SCORE_NORM	-0.490634	-
DOCK_SCORE_NORM	-0.679368	-
DOCK_SCORE_NORM	-0.834919	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
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	0.000000	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H32N2O5	-
DOCK_SOURCE_FORMULA	C25H32N2O5	-
DOCK_SOURCE_FORMULA	C25H32N2O5	-
DOCK_SOURCE_FORMULA	C25H32N2O5	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	4.214430	-
DOCK_SOURCE_LOGP	4.214430	-
DOCK_SOURCE_LOGP	4.214430	-
DOCK_SOURCE_LOGP	4.214430	-
DOCK_SOURCE_MW	440.540000	-
DOCK_SOURCE_MW	440.540000	-
DOCK_SOURCE_MW	440.540000	-
DOCK_SOURCE_MW	440.540000	-
DOCK_SOURCE_NAME	TC322	-
DOCK_SOURCE_NAME	TC322	-
DOCK_SOURCE_NAME	TC322	-
DOCK_SOURCE_NAME	TC322	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	111.870000	-
DOCK_SOURCE_TPSA	111.870000	-
DOCK_SOURCE_TPSA	111.870000	-
DOCK_SOURCE_TPSA	111.870000	-
DOCK_STRAIN_DELTA	23.701096	-
DOCK_STRAIN_DELTA	30.788742	-
DOCK_STRAIN_DELTA	29.617240	-
DOCK_STRAIN_DELTA	26.023266	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T18	-
DOCK_TARGET	T21	-
DOCK_TARGET	T22	-
EXACT_MASS	440.231122124	Da
FORMULA	C25H32N2O5	-
HBA	7	-
HBD	4	-
LOGP	4.214430000000003	-
MOL_WEIGHT	440.5400000000002	g/mol
QED_SCORE	0.343212720387513	-
ROTATABLE_BONDS	9	-
TPSA	111.87	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
T03	T03	selection_import_t03	1 native pose available	1.495655295043211	-19.8806	8	0.40	-	Best pose
T22	T22	selection_import_t22	1 native pose available	2.6027851694161424	-26.7174	19	0.90	-	Best pose
T21	T21	selection_import_t21	1 native pose available	2.970827852890614	-21.7398	13	0.93	-	Best pose
T18	T18	selection_import_t18	1 native pose available	5.3241131212709725	-15.7003	9	0.69	-	Best 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
270	1.495655295043211	-0.906888	-19.8806	5	14	8	0.40	0.43	0.40	0.40	-	no	geometry warning; 14 clashes; 5 protein contact clashes; moderate strain Δ 23.7	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
202	2.6027851694161424	-0.994833	-26.7174	8	25	19	0.90	0.33	0.45	0.45	-	no	geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 26.0	Open pose

T21 — T21 1 poses · report selection_import_t21

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
218	2.970827852890614	-0.842945	-21.7398	14	16	13	0.93	0.58	0.67	0.75	-	no	geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 29.6	Open pose

T18 — T18 1 poses · report selection_import_t18

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
245	5.3241131212709725	-0.666612	-15.7003	6	10	9	0.69	-	-	-	-	no	geometry warning; 11 clashes; 4 protein clashes; high strain Δ 30.8	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

TC322

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