Compound detail

SMILES: Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(c1cnnn1CCc1cc(O)cc(O)c1)O2

Formula: C23H27N3O4 | MW: 409.48600000000016

LogP: 3.8032600000000025 | TPSA: 100.63000000000001

HBA/HBD: 6/3 | RotB: 4

InChIKey: PLWJVAUPROOFIG-QHCPKHFHSA-N

Recognized patterns

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

Highlighted: 1 pattern Aryl ether Clear highlight

Bio motif

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

Functional group

Phenol ×3 Aryl ether Ether

Ring system

Benzene ×2 Chromane Chromene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.894578	-
DOCK_BASE_INTER_RANK	-0.856627	-
DOCK_BASE_INTER_RANK	-0.782884	-
DOCK_BASE_INTER_RANK	-1.038120	-
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	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	22	-
DOCK_EXPERIMENT_ID	11	-
DOCK_FINAL_RANK	3.436556	-
DOCK_FINAL_RANK	3.170256	-
DOCK_FINAL_RANK	2.796868	-
DOCK_FINAL_RANK	1.894089	-
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:ALA10	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:GLN124	1	-
DOCK_IFP::A:GLN36	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU21	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO70	1	-
DOCK_IFP::A:SER218	1	-
DOCK_IFP::A:SER22	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:THR71	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASN245	1	-
DOCK_IFP::B:ASP71	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B: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	0.609458	-
DOCK_MAX_CLASH_OVERLAP	0.609475	-
DOCK_MAX_CLASH_OVERLAP	0.609481	-
DOCK_MAX_CLASH_OVERLAP	0.609495	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.397384	-
DOCK_PRE_RANK	1.864108	-
DOCK_PRE_RANK	3.139827	-
DOCK_PRE_RANK	2.758154	-
DOCK_PRIMARY_POSE_ID	14476	-
DOCK_PRIMARY_POSE_ID	337	-
DOCK_PRIMARY_POSE_ID	9876	-
DOCK_PRIMARY_POSE_ID	7037	-
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_t11	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t01	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASN65;A:ASP22;A:GLN36;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA40;A:ALA70;A:ASN41;A:GLN42;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU39;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_RESIDUE_CONTACTS	A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO70;A:SER218;A:THR71;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	B:ALA90;B:ARG74;B:ASN245;B:ASP71;B:GLY214;B:GLY215;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:VAL88	-
DOCK_SCAFFOLD	c1ccc(CCn2nncc2C2CCc3ccccc3O2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2nncc2C2CCc3ccccc3O2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2nncc2C2CCc3ccccc3O2)cc1	-
DOCK_SCAFFOLD	c1ccc(CCn2nncc2C2CCc3ccccc3O2)cc1	-
DOCK_SCORE	-28.154100	-
DOCK_SCORE	-20.010300	-
DOCK_SCORE	-17.904400	-
DOCK_SCORE	-18.777300	-
DOCK_SCORE_INTER	-23.486500	-
DOCK_SCORE_INTER	-26.837300	-
DOCK_SCORE_INTER	-25.698800	-
DOCK_SCORE_INTER	-31.143700	-
DOCK_SCORE_INTER_KCAL	-5.609657	-
DOCK_SCORE_INTER_KCAL	-6.409982	-
DOCK_SCORE_INTER_KCAL	-7.438548	-
DOCK_SCORE_INTER_KCAL	-6.138056	-
DOCK_SCORE_INTER_NORM	-1.038120	-
DOCK_SCORE_INTER_NORM	-0.894578	-
DOCK_SCORE_INTER_NORM	-0.856627	-
DOCK_SCORE_INTER_NORM	-0.782884	-
DOCK_SCORE_INTRA	7.794460	-
DOCK_SCORE_INTRA	4.709240	-
DOCK_SCORE_INTRA	2.989650	-
DOCK_SCORE_INTRA	6.827080	-
DOCK_SCORE_INTRA_KCAL	1.630621	-
DOCK_SCORE_INTRA_KCAL	1.861676	-
DOCK_SCORE_INTRA_KCAL	1.124783	-
DOCK_SCORE_INTRA_KCAL	0.714066	-
DOCK_SCORE_INTRA_NORM	0.227569	-
DOCK_SCORE_INTRA_NORM	0.099655	-
DOCK_SCORE_INTRA_NORM	0.156975	-
DOCK_SCORE_INTRA_NORM	0.259815	-
DOCK_SCORE_KCAL	-6.724494	-
DOCK_SCORE_KCAL	-4.779380	-
DOCK_SCORE_KCAL	-4.484883	-
DOCK_SCORE_KCAL	-4.276394	-
DOCK_SCORE_NORM	-0.667009	-
DOCK_SCORE_NORM	-0.938470	-
DOCK_SCORE_NORM	-0.625910	-
DOCK_SCORE_NORM	-0.596812	-
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	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C23H27N3O4	-
DOCK_SOURCE_FORMULA	C23H27N3O4	-
DOCK_SOURCE_FORMULA	C23H27N3O4	-
DOCK_SOURCE_FORMULA	C23H27N3O4	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_LOGP	3.803260	-
DOCK_SOURCE_LOGP	3.803260	-
DOCK_SOURCE_LOGP	3.803260	-
DOCK_SOURCE_LOGP	3.803260	-
DOCK_SOURCE_MW	409.486000	-
DOCK_SOURCE_MW	409.486000	-
DOCK_SOURCE_MW	409.486000	-
DOCK_SOURCE_MW	409.486000	-
DOCK_SOURCE_NAME	MK215	-
DOCK_SOURCE_NAME	MK215	-
DOCK_SOURCE_NAME	MK215	-
DOCK_SOURCE_NAME	MK215	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_STRAIN_DELTA	23.536397	-
DOCK_STRAIN_DELTA	28.859798	-
DOCK_STRAIN_DELTA	23.831879	-
DOCK_STRAIN_DELTA	29.117153	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T22	-
DOCK_TARGET	T11	-
DOCK_TARGET	T15	-
EXACT_MASS	409.20015634399994	Da
FORMULA	C23H27N3O4	-
HBA	6	-
HBD	3	-
LOGP	3.8032600000000025	-
MOL_WEIGHT	409.48600000000016	g/mol
QED_SCORE	0.6059275359886755	-
ROTATABLE_BONDS	4	-
TPSA	100.63000000000001	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
T01	T01	selection_import_t01	1 native pose available	1.894088803071696	-20.0103	19	0.90	-	Best pose
T22	T22	selection_import_t22	1 native pose available	2.796868091957932	-28.1541	13	0.62	-	Best pose
T15	T15	selection_import_t15	1 native pose available	3.170255678907523	-18.7773	9	0.69	-	Best pose
T11	T11	selection_import_t11	1 native pose available	3.4365558718772338	-17.9044	13	0.72	-	Best pose

T01 — T01 1 poses · report selection_import_t01

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
337	1.894088803071696	-0.894578	-20.0103	6	19	19	0.90	0.20	0.20	0.20	-	no	geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 23.5	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
238	2.796868091957932	-1.03812	-28.1541	16	17	13	0.62	0.40	0.36	0.45	-	no	geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 28.9	Open pose

T15 — T15 1 poses · report selection_import_t15

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
390	3.170255678907523	-0.782884	-18.7773	7	13	9	0.69	-	-	-	-	no	geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 23.8	Open pose

T11 — T11 1 poses · report selection_import_t11

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
263	3.4365558718772338	-0.856627	-17.9044	6	17	13	0.72	0.60	0.60	0.75	-	no	geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 29.1	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

MK215

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