Compound detail

SMILES: Cc1c(C)c2c(c(C)c1O)CC[C@](C)(COCc1cn(CCc3ccc(O)c(O)c3)nn1)O2

Formula: C25H31N3O5 | MW: 453.5390000000002

LogP: 3.8633600000000032 | TPSA: 109.86000000000001

HBA/HBD: 7/3 | RotB: 7

InChIKey: PLJCYGFKJICCHP-RUZDIDTESA-N

Recognized patterns

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

Highlighted: 1 pattern Phenol Clear highlight

Bio motif

Catechol Hydroquinone H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Phenol ×3 Aryl ether Ether ×2

Ring system

Benzene ×2 Chromane Chromene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.791369	-
DOCK_BASE_INTER_RANK	-0.965430	-
DOCK_BASE_INTER_RANK	-0.820276	-
DOCK_BASE_INTER_RANK	-0.811195	-
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	14.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	6	-
DOCK_FINAL_RANK	3.573421	-
DOCK_FINAL_RANK	2.354605	-
DOCK_FINAL_RANK	2.476097	-
DOCK_FINAL_RANK	4.111285	-
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:ALA32	1	-
DOCK_IFP::A:ALA34	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU135	1	-
DOCK_IFP::A:GLU50	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET169	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO52	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::A:VAL87	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_IFP::D:HIS267	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	0.610310	-
DOCK_MAX_CLASH_OVERLAP	0.626320	-
DOCK_MAX_CLASH_OVERLAP	0.610192	-
DOCK_MAX_CLASH_OVERLAP	0.610174	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.061138	-
DOCK_PRE_RANK	3.518238	-
DOCK_PRE_RANK	2.415007	-
DOCK_PRE_RANK	2.319056	-
DOCK_PRIMARY_POSE_ID	4318	-
DOCK_PRIMARY_POSE_ID	3631	-
DOCK_PRIMARY_POSE_ID	1664	-
DOCK_PRIMARY_POSE_ID	13829	-
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_t06	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:GLU50;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO52;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206;D:HIS267	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:GLU135;A:HIS102;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	c1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1	-
DOCK_SCORE	-26.828300	-
DOCK_SCORE	-18.615700	-
DOCK_SCORE	-16.601200	-
DOCK_SCORE	-17.903300	-
DOCK_SCORE_INTER	-26.115200	-
DOCK_SCORE_INTER	-26.769400	-
DOCK_SCORE_INTER	-31.859200	-
DOCK_SCORE_INTER	-27.069100	-
DOCK_SCORE_INTER_KCAL	-7.609442	-
DOCK_SCORE_INTER_KCAL	-6.237511	-
DOCK_SCORE_INTER_KCAL	-6.465346	-
DOCK_SCORE_INTER_KCAL	-6.393764	-
DOCK_SCORE_INTER_NORM	-0.811195	-
DOCK_SCORE_INTER_NORM	-0.820276	-
DOCK_SCORE_INTER_NORM	-0.791369	-
DOCK_SCORE_INTER_NORM	-0.965430	-
DOCK_SCORE_INTRA	9.165780	-
DOCK_SCORE_INTRA	8.153750	-
DOCK_SCORE_INTRA	5.030910	-
DOCK_SCORE_INTRA	9.180450	-
DOCK_SCORE_INTRA_KCAL	2.189210	-
DOCK_SCORE_INTRA_KCAL	2.192714	-
DOCK_SCORE_INTRA_KCAL	1.947491	-
DOCK_SCORE_INTRA_KCAL	1.201613	-
DOCK_SCORE_INTRA_NORM	0.277751	-
DOCK_SCORE_INTRA_NORM	0.278195	-
DOCK_SCORE_INTRA_NORM	0.152452	-
DOCK_SCORE_INTRA_NORM	0.247083	-
DOCK_SCORE_KCAL	-6.407832	-
DOCK_SCORE_KCAL	-3.965130	-
DOCK_SCORE_KCAL	-4.446285	-
DOCK_SCORE_KCAL	-4.276132	-
DOCK_SCORE_NORM	-0.542525	-
DOCK_SCORE_NORM	-0.564111	-
DOCK_SCORE_NORM	-0.503067	-
DOCK_SCORE_NORM	-0.812978	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.333534	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.010107	-
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	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H31N3O5	-
DOCK_SOURCE_FORMULA	C25H31N3O5	-
DOCK_SOURCE_FORMULA	C25H31N3O5	-
DOCK_SOURCE_FORMULA	C25H31N3O5	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_LOGP	3.863360	-
DOCK_SOURCE_LOGP	3.863360	-
DOCK_SOURCE_LOGP	3.863360	-
DOCK_SOURCE_LOGP	3.863360	-
DOCK_SOURCE_MW	453.539000	-
DOCK_SOURCE_MW	453.539000	-
DOCK_SOURCE_MW	453.539000	-
DOCK_SOURCE_MW	453.539000	-
DOCK_SOURCE_NAME	MK152	-
DOCK_SOURCE_NAME	MK152	-
DOCK_SOURCE_NAME	MK152	-
DOCK_SOURCE_NAME	MK152	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	109.860000	-
DOCK_SOURCE_TPSA	109.860000	-
DOCK_SOURCE_TPSA	109.860000	-
DOCK_SOURCE_TPSA	109.860000	-
DOCK_STRAIN_DELTA	37.255163	-
DOCK_STRAIN_DELTA	34.846278	-
DOCK_STRAIN_DELTA	39.954451	-
DOCK_STRAIN_DELTA	27.027754	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T06	-
DOCK_TARGET	T07	-
DOCK_TARGET	T21	-
DOCK_TARGET	T03	-
EXACT_MASS	453.226371092	Da
FORMULA	C25H31N3O5	-
HBA	7	-
HBD	3	-
LOGP	3.8633600000000032	-
MOL_WEIGHT	453.5390000000002	g/mol
QED_SCORE	0.46603028920830625	-
ROTATABLE_BONDS	7	-
TPSA	109.86000000000001	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	2.3546054172072024	-17.9033	15	0.75	-	Best pose
T06	T06	selection_import_t06	1 native pose available	2.4760970820300683	-16.6012	15	0.71	-	Best pose
T07	T07	selection_import_t07	1 native pose available	3.5734208585569096	-26.8283	14	0.74	-	Best pose
T21	T21	selection_import_t21	1 native pose available	4.111285453773599	-18.6157	12	0.86	-	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
309	2.3546054172072024	-0.820276	-17.9033	4	18	15	0.75	0.14	0.20	0.20	-	no	geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 27.0	Open pose

T06 — T06 1 poses · report selection_import_t06

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	2.4760970820300683	-0.791369	-16.6012	4	20	15	0.71	0.00	0.00	0.25	-	no	geometry warning; 13 clashes; 1 protein clash; high strain Δ 40.0	Open pose

T07 — T07 1 poses · report selection_import_t07

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
255	3.5734208585569096	-0.96543	-26.8283	8	17	14	0.74	0.33	0.20	0.20	-	no	geometry warning; 15 clashes; 2 protein clashes; high strain Δ 37.3	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
271	4.111285453773599	-0.811195	-18.6157	13	14	12	0.86	0.58	0.67	0.75	-	no	geometry warning; 13 clashes; 2 protein clashes; high strain Δ 34.8	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

MK152

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