Compound detail

SMILES: O=C(C[N@H+]1CC[C@H](O)CC1)O[C@H]1C[C@]2([NH+]3CCCCC3)C[C@H](c3ccccc3)[C@H]1[C@@H](c1ccccc1)C2

Formula: C32H44N2O3+2 | MW: 504.7150000000002

LogP: 2.1267000000000023 | TPSA: 55.41

HBA/HBD: 3/3 | RotB: 6

InChIKey: LOAWJKXPGJYKQN-XLTDDKOVSA-P

Recognized patterns

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

Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Ester Alcohol Ether

Ring system

Benzene ×2 Piperidine ×2 Cyclohexane ×3 Pipecolinyl ring ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.695614	-
DOCK_BASE_INTER_RANK	-0.624276	-
DOCK_BASE_INTER_RANK	-0.596335	-
DOCK_BASE_INTER_RANK	-0.812608	-
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	17.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	4.755589	-
DOCK_FINAL_RANK	4.155326	-
DOCK_FINAL_RANK	3.613926	-
DOCK_FINAL_RANK	5.110190	-
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:ALA158	1	-
DOCK_IFP::A:ALA209	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU186	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY13	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:GLY49	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU136	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL88	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	0.731647	-
DOCK_MAX_CLASH_OVERLAP	0.732564	-
DOCK_MAX_CLASH_OVERLAP	0.731718	-
DOCK_MAX_CLASH_OVERLAP	0.731762	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.709659	-
DOCK_PRE_RANK	4.115936	-
DOCK_PRE_RANK	3.561783	-
DOCK_PRE_RANK	5.057921	-
DOCK_PRIMARY_POSE_ID	6197	-
DOCK_PRIMARY_POSE_ID	10347	-
DOCK_PRIMARY_POSE_ID	11710	-
DOCK_PRIMARY_POSE_ID	14374	-
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_t10	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t22	-
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:LEU136;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ASN91;A:GLU186;A:GLY214;A:GLY215;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:TYR210;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ALA70;A:ASN126;A:ASN41;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=C(C[NH+]1CCCCC1)OC1CC2([NH+]3CCCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2	-
DOCK_SCAFFOLD	O=C(C[NH+]1CCCCC1)OC1CC2([NH+]3CCCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2	-
DOCK_SCAFFOLD	O=C(C[NH+]1CCCCC1)OC1CC2([NH+]3CCCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2	-
DOCK_SCAFFOLD	O=C(C[NH+]1CCCCC1)OC1CC2([NH+]3CCCCC3)CC(c3ccccc3)C1C(c1ccccc1)C2	-
DOCK_SCORE	-22.028800	-
DOCK_SCORE	-21.297500	-
DOCK_SCORE	-12.252000	-
DOCK_SCORE	-25.560000	-
DOCK_SCORE_INTER	-25.737700	-
DOCK_SCORE_INTER	-23.098200	-
DOCK_SCORE_INTER	-22.064400	-
DOCK_SCORE_INTER	-30.066500	-
DOCK_SCORE_INTER_KCAL	-6.147347	-
DOCK_SCORE_INTER_KCAL	-5.516913	-
DOCK_SCORE_INTER_KCAL	-5.269994	-
DOCK_SCORE_INTER_KCAL	-7.181263	-
DOCK_SCORE_INTER_NORM	-0.695614	-
DOCK_SCORE_INTER_NORM	-0.624276	-
DOCK_SCORE_INTER_NORM	-0.596335	-
DOCK_SCORE_INTER_NORM	-0.812608	-
DOCK_SCORE_INTRA	3.708900	-
DOCK_SCORE_INTRA	1.800710	-
DOCK_SCORE_INTRA	9.812390	-
DOCK_SCORE_INTRA	4.506490	-
DOCK_SCORE_INTRA_KCAL	0.885856	-
DOCK_SCORE_INTRA_KCAL	0.430092	-
DOCK_SCORE_INTRA_KCAL	2.343650	-
DOCK_SCORE_INTRA_KCAL	1.076357	-
DOCK_SCORE_INTRA_NORM	0.100240	-
DOCK_SCORE_INTRA_NORM	0.048668	-
DOCK_SCORE_INTRA_NORM	0.265200	-
DOCK_SCORE_INTRA_NORM	0.121797	-
DOCK_SCORE_KCAL	-5.261491	-
DOCK_SCORE_KCAL	-5.086823	-
DOCK_SCORE_KCAL	-2.926341	-
DOCK_SCORE_KCAL	-6.104904	-
DOCK_SCORE_NORM	-0.595374	-
DOCK_SCORE_NORM	-0.575608	-
DOCK_SCORE_NORM	-0.331135	-
DOCK_SCORE_NORM	-0.690811	-
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	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C32H44N2O3+2	-
DOCK_SOURCE_FORMULA	C32H44N2O3+2	-
DOCK_SOURCE_FORMULA	C32H44N2O3+2	-
DOCK_SOURCE_FORMULA	C32H44N2O3+2	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	37.000000	-
DOCK_SOURCE_HEAVY_ATOMS	37.000000	-
DOCK_SOURCE_HEAVY_ATOMS	37.000000	-
DOCK_SOURCE_HEAVY_ATOMS	37.000000	-
DOCK_SOURCE_LOGP	2.126700	-
DOCK_SOURCE_LOGP	2.126700	-
DOCK_SOURCE_LOGP	2.126700	-
DOCK_SOURCE_LOGP	2.126700	-
DOCK_SOURCE_MW	504.715000	-
DOCK_SOURCE_MW	504.715000	-
DOCK_SOURCE_MW	504.715000	-
DOCK_SOURCE_MW	504.715000	-
DOCK_SOURCE_NAME	OSA_Lib_78	-
DOCK_SOURCE_NAME	OSA_Lib_78	-
DOCK_SOURCE_NAME	OSA_Lib_78	-
DOCK_SOURCE_NAME	OSA_Lib_78	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_TPSA	55.410000	-
DOCK_SOURCE_TPSA	55.410000	-
DOCK_SOURCE_TPSA	55.410000	-
DOCK_SOURCE_TPSA	55.410000	-
DOCK_STRAIN_DELTA	32.734218	-
DOCK_STRAIN_DELTA	29.239073	-
DOCK_STRAIN_DELTA	35.814166	-
DOCK_STRAIN_DELTA	35.874619	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T10	-
DOCK_TARGET	T16	-
DOCK_TARGET	T18	-
DOCK_TARGET	T22	-
EXACT_MASS	504.33409610818	Da
FORMULA	C32H44N2O3+2	-
HBA	3	-
HBD	3	-
LOGP	2.1267000000000023	-
MOL_WEIGHT	504.7150000000002	g/mol
QED_SCORE	0.5286529993281288	-
ROTATABLE_BONDS	6	-
TPSA	55.41	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
T18	T18	selection_import_t18	1 native pose available	3.6139256947282776	-12.252	8	0.62	-	Best pose
T16	T16	selection_import_t16	1 native pose available	4.155325660406347	-21.2975	9	0.75	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.755589338185813	-22.0288	16	0.94	-	Best pose
T22	T22	selection_import_t22	1 native pose available	5.110190366967956	-25.56	16	0.76	-	Best 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
189	3.6139256947282776	-0.596335	-12.252	3	13	8	0.62	-	-	-	-	no	geometry warning; 19 clashes; 1 protein clash; high strain Δ 35.8	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
182	4.155325660406347	-0.624276	-21.2975	2	18	9	0.75	-	-	-	-	no	geometry warning; 18 clashes; 2 protein clashes; moderate strain Δ 29.2	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
101	4.755589338185813	-0.695614	-22.0288	7	18	16	0.94	0.38	0.36	0.45	-	no	geometry warning; 17 clashes; 2 protein clashes; high strain Δ 32.7	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
136	5.110190366967956	-0.812608	-25.56	9	22	16	0.76	0.20	0.18	0.27	-	no	geometry warning; 18 clashes; 2 protein clashes; high strain Δ 35.9	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

OSA_Lib_78

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