Compound detail

SMILES: Cc1c(C)c2c(c(C)c1O)CC[C@](C)(C(=O)NCCNC(=O)/C=C/c1ccc(O)c(O)c1)O2

Formula: C25H30N2O6 | MW: 454.5230000000002

LogP: 2.7581600000000015 | TPSA: 128.12

HBA/HBD: 6/5 | RotB: 6

InChIKey: AMIHNQRDTPPPEP-UVXPNCNTSA-N

Recognized patterns

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

Highlighted: 1 pattern Chromene Clear highlight

Bio motif

Acrylamide Catechol Michael acceptor Hydroquinone Chalcone Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor O ×3 H-bond donor ×5 Gatekeeper aromatic ×2 Michael acceptor (extended) β-Turn mimetic Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Phenol ×3 Aryl ether Enone Ether Alkene

Ring system

Benzene ×2 Chromane Chromene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.887797	-
DOCK_BASE_INTER_RANK	-0.749937	-
DOCK_BASE_INTER_RANK	-0.737114	-
DOCK_BASE_INTER_RANK	-0.682875	-
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	14.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	17	-
DOCK_FINAL_RANK	3.668218	-
DOCK_FINAL_RANK	2.046355	-
DOCK_FINAL_RANK	3.251756	-
DOCK_FINAL_RANK	4.852477	-
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:ALA16	1	-
DOCK_IFP::A:ALA18	1	-
DOCK_IFP::A:ALA209	1	-
DOCK_IFP::A:ALA365	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:FAD501	1	-
DOCK_IFP::A:GLU202	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE378	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LEU377	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS60	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:LYS93	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE367	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR17	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:TYR69	1	-
DOCK_IFP::A:VAL366	1	-
DOCK_IFP::A:VAL381	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::B:HIS461	1	-
DOCK_IFP::B:PRO462	1	-
DOCK_IFP::B:VAL460	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	0.615230	-
DOCK_MAX_CLASH_OVERLAP	0.615368	-
DOCK_MAX_CLASH_OVERLAP	0.615451	-
DOCK_MAX_CLASH_OVERLAP	0.615403	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.638725	-
DOCK_PRE_RANK	2.006866	-
DOCK_PRE_RANK	3.217193	-
DOCK_PRE_RANK	4.816704	-
DOCK_PRIMARY_POSE_ID	1652	-
DOCK_PRIMARY_POSE_ID	6276	-
DOCK_PRIMARY_POSE_ID	10512	-
DOCK_PRIMARY_POSE_ID	11118	-
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_t10	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_RESIDUE_CONTACTS	A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:TRP47;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ALA16;A:ALA18;A:ARG116;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:LEU101;A:THR74;A:TYR17;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ARG74;A:ASN91;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:TYR210;A:TYR69;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA365;A:FAD501;A:GLU202;A:GLY229;A:GLY376;A:HIS428;A:ILE378;A:LEU332;A:LEU334;A:LEU377;A:LYS60;A:PHE198;A:PHE230;A:PHE367;A:SER364;A:THR374;A:VAL366;A:VAL381;B:HIS461;B:PRO462;B:VAL460	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCORE	-29.764200	-
DOCK_SCORE	-16.562900	-
DOCK_SCORE	-16.476300	-
DOCK_SCORE	-16.710500	-
DOCK_SCORE_INTER	-29.297300	-
DOCK_SCORE_INTER	-24.747900	-
DOCK_SCORE_INTER	-24.324800	-
DOCK_SCORE_INTER	-22.534900	-
DOCK_SCORE_INTER_KCAL	-6.997543	-
DOCK_SCORE_INTER_KCAL	-5.910937	-
DOCK_SCORE_INTER_KCAL	-5.809881	-
DOCK_SCORE_INTER_KCAL	-5.382371	-
DOCK_SCORE_INTER_NORM	-0.887797	-
DOCK_SCORE_INTER_NORM	-0.749937	-
DOCK_SCORE_INTER_NORM	-0.737114	-
DOCK_SCORE_INTER_NORM	-0.682875	-
DOCK_SCORE_INTRA	-0.466949	-
DOCK_SCORE_INTRA	8.183770	-
DOCK_SCORE_INTRA	7.848520	-
DOCK_SCORE_INTRA	5.824420	-
DOCK_SCORE_INTRA_KCAL	-0.111529	-
DOCK_SCORE_INTRA_KCAL	1.954661	-
DOCK_SCORE_INTRA_KCAL	1.874588	-
DOCK_SCORE_INTRA_KCAL	1.391139	-
DOCK_SCORE_INTRA_NORM	-0.014150	-
DOCK_SCORE_INTRA_NORM	0.247993	-
DOCK_SCORE_INTRA_NORM	0.237834	-
DOCK_SCORE_INTRA_NORM	0.176497	-
DOCK_SCORE_KCAL	-7.109060	-
DOCK_SCORE_KCAL	-3.955982	-
DOCK_SCORE_KCAL	-3.935298	-
DOCK_SCORE_KCAL	-3.991236	-
DOCK_SCORE_NORM	-0.901947	-
DOCK_SCORE_NORM	-0.501907	-
DOCK_SCORE_NORM	-0.499281	-
DOCK_SCORE_NORM	-0.506377	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.001240	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000038	-
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	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H30N2O6	-
DOCK_SOURCE_FORMULA	C25H30N2O6	-
DOCK_SOURCE_FORMULA	C25H30N2O6	-
DOCK_SOURCE_FORMULA	C25H30N2O6	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
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	2.758160	-
DOCK_SOURCE_LOGP	2.758160	-
DOCK_SOURCE_LOGP	2.758160	-
DOCK_SOURCE_LOGP	2.758160	-
DOCK_SOURCE_MW	454.523000	-
DOCK_SOURCE_MW	454.523000	-
DOCK_SOURCE_MW	454.523000	-
DOCK_SOURCE_MW	454.523000	-
DOCK_SOURCE_NAME	MK2	-
DOCK_SOURCE_NAME	MK2	-
DOCK_SOURCE_NAME	MK2	-
DOCK_SOURCE_NAME	MK2	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	128.120000	-
DOCK_SOURCE_TPSA	128.120000	-
DOCK_SOURCE_TPSA	128.120000	-
DOCK_SOURCE_TPSA	128.120000	-
DOCK_STRAIN_DELTA	23.211148	-
DOCK_STRAIN_DELTA	29.294618	-
DOCK_STRAIN_DELTA	26.435952	-
DOCK_STRAIN_DELTA	27.159948	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T10	-
DOCK_TARGET	T16	-
DOCK_TARGET	T17	-
EXACT_MASS	454.21038667999994	Da
FORMULA	C25H30N2O6	-
HBA	6	-
HBD	5	-
LOGP	2.7581600000000015	-
MOL_WEIGHT	454.5230000000002	g/mol
QED_SCORE	0.2594247390120863	-
ROTATABLE_BONDS	6	-
TPSA	128.12	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
T10	T10	selection_import_t10	1 native pose available	2.046354722427361	-16.5629	12	0.71	-	Best pose
T16	T16	selection_import_t16	1 native pose available	3.25175569300742	-16.4763	10	0.83	-	Best pose
T03	T03	selection_import_t03	1 native pose available	3.668218072816871	-29.7642	8	0.40	-	Best pose
T17	T17	selection_import_t17	1 native pose available	4.852476672583878	-16.7105	9	0.75	-	Best 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
180	2.046354722427361	-0.749937	-16.5629	11	15	12	0.71	0.31	0.27	0.45	-	no	geometry warning; 14 clashes; 8 protein contact clashes; moderate strain Δ 29.3	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
347	3.25175569300742	-0.737114	-16.4763	7	18	10	0.83	-	-	-	-	no	geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 26.4	Open 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
297	3.668218072816871	-0.887797	-29.7642	5	12	8	0.40	0.29	0.20	0.20	-	no	geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 23.2	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
275	4.852476672583878	-0.682875	-16.7105	8	21	9	0.75	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 2 protein clashes; 2 cofactor-context clashes; moderate strain Δ 27.2	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

MK2

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