Compound detail

SMILES: Cc1c(C)c2c(c(C)c1O)CC[C@](C)(C(=O)NCC[NH2+]CCNC(=O)/C=C/c1ccc(O)c(O)c1)O2

Formula: C27H36N3O6+ | MW: 498.60000000000036

LogP: 1.3215599999999996 | TPSA: 144.73

HBA/HBD: 6/6 | RotB: 9

InChIKey: DHAPJLDAOJIHOD-PMHUYKBPSA-O

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

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 ×6 Gatekeeper aromatic ×2 Michael acceptor (extended) 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

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Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.743037	-
DOCK_BASE_INTER_RANK	-0.778320	-
DOCK_BASE_INTER_RANK	-0.547023	-
DOCK_BASE_INTER_RANK	-0.574476	-
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	12.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	5.706028	-
DOCK_FINAL_RANK	6.224197	-
DOCK_FINAL_RANK	7.425183	-
DOCK_FINAL_RANK	6.367278	-
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:ALA209	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP71	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN119	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LYS114	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER87	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:TYR69	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:MET75	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER43	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	0.613583	-
DOCK_MAX_CLASH_OVERLAP	0.615528	-
DOCK_MAX_CLASH_OVERLAP	0.615469	-
DOCK_MAX_CLASH_OVERLAP	0.613599	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_PRE_RANK	3.992245	-
DOCK_PRE_RANK	4.304281	-
DOCK_PRE_RANK	4.998171	-
DOCK_PRE_RANK	4.608469	-
DOCK_PRIMARY_POSE_ID	2011	-
DOCK_PRIMARY_POSE_ID	11129	-
DOCK_PRIMARY_POSE_ID	37546	-
DOCK_PRIMARY_POSE_ID	51013	-
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	dockmulti_91311c650f2e_T02	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T07	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T16	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T21	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLN119;A:LEU208;A:LEU209;A:LYS114;A:LYS178;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:TRP221;A:TYR174;A:TYR98	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ARG74;A:ASN91;A:ASP71;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:SER87;A:TRP92;A:TYR210;A:TYR69;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:MET75;B:PRO12;B:SER43;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCC[NH2+]CCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCC[NH2+]CCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCC[NH2+]CCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCAFFOLD	O=C(C=Cc1ccccc1)NCC[NH2+]CCNC(=O)C1CCc2ccccc2O1	-
DOCK_SCORE	-26.144600	-
DOCK_SCORE	-29.295000	-
DOCK_SCORE	-18.302700	-
DOCK_SCORE	-19.103100	-
DOCK_SCORE_INTER	-26.749300	-
DOCK_SCORE_INTER	-28.019500	-
DOCK_SCORE_INTER	-19.692800	-
DOCK_SCORE_INTER	-20.681100	-
DOCK_SCORE_INTER_KCAL	-6.388963	-
DOCK_SCORE_INTER_KCAL	-6.692345	-
DOCK_SCORE_INTER_KCAL	-4.703547	-
DOCK_SCORE_INTER_KCAL	-4.939598	-
DOCK_SCORE_INTER_NORM	-0.743037	-
DOCK_SCORE_INTER_NORM	-0.778320	-
DOCK_SCORE_INTER_NORM	-0.547023	-
DOCK_SCORE_INTER_NORM	-0.574476	-
DOCK_SCORE_INTRA	0.604726	-
DOCK_SCORE_INTRA	-1.275440	-
DOCK_SCORE_INTRA	1.390170	-
DOCK_SCORE_INTRA	1.578070	-
DOCK_SCORE_INTRA_KCAL	0.144436	-
DOCK_SCORE_INTRA_KCAL	-0.304634	-
DOCK_SCORE_INTRA_KCAL	0.332037	-
DOCK_SCORE_INTRA_KCAL	0.376916	-
DOCK_SCORE_INTRA_NORM	0.016798	-
DOCK_SCORE_INTRA_NORM	-0.035429	-
DOCK_SCORE_INTRA_NORM	0.038616	-
DOCK_SCORE_INTRA_NORM	0.043835	-
DOCK_SCORE_KCAL	-6.244533	-
DOCK_SCORE_KCAL	-6.996994	-
DOCK_SCORE_KCAL	-4.371527	-
DOCK_SCORE_KCAL	-4.562699	-
DOCK_SCORE_NORM	-0.726239	-
DOCK_SCORE_NORM	-0.813749	-
DOCK_SCORE_NORM	-0.508407	-
DOCK_SCORE_NORM	-0.530641	-
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	results_T02_top1000.sdf	-
DOCK_SOURCE_FILE	results_T07_top1000.sdf	-
DOCK_SOURCE_FILE	results_T16_top1000.sdf	-
DOCK_SOURCE_FILE	results_T21_top1000.sdf	-
DOCK_SOURCE_FORMULA	C27H36N3O6+	-
DOCK_SOURCE_FORMULA	C27H36N3O6+	-
DOCK_SOURCE_FORMULA	C27H36N3O6+	-
DOCK_SOURCE_FORMULA	C27H36N3O6+	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HBD	6.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_LOGP	1.321560	-
DOCK_SOURCE_LOGP	1.321560	-
DOCK_SOURCE_LOGP	1.321560	-
DOCK_SOURCE_LOGP	1.321560	-
DOCK_SOURCE_MW	498.600000	-
DOCK_SOURCE_MW	498.600000	-
DOCK_SOURCE_MW	498.600000	-
DOCK_SOURCE_MW	498.600000	-
DOCK_SOURCE_NAME	MK3	-
DOCK_SOURCE_NAME	MK3	-
DOCK_SOURCE_NAME	MK3	-
DOCK_SOURCE_NAME	MK3	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_STRAIN_DELTA	40.563046	-
DOCK_STRAIN_DELTA	43.998610	-
DOCK_STRAIN_DELTA	52.450197	-
DOCK_STRAIN_DELTA	41.313479	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T02	-
DOCK_TARGET	T07	-
DOCK_TARGET	T16	-
DOCK_TARGET	T21	-
EXACT_MASS	498.2598622920899	Da
FORMULA	C27H36N3O6+	-
HBA	6	-
HBD	6	-
LOGP	1.3215599999999996	-
MOL_WEIGHT	498.60000000000036	g/mol
QED_SCORE	0.17478290565863847	-
ROTATABLE_BONDS	9	-
TPSA	144.73	A^2

Samples

Batch	Amount	Purity	State

Containers

Name	Location	QR

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
T02	T02	dockmulti_91311c650f2e_T02	4 native pose available	5.706027826547977	-26.1446	18	0.86	-	Best pose
T07	T07	dockmulti_91311c650f2e_T07	4 native pose available	6.22419709568692	-29.295	15	0.79	-	Best pose
T21	T21	dockmulti_91311c650f2e_T21	4 native pose available	6.367278112405428	-19.1031	11	0.79	-	Best pose
T16	T16	dockmulti_91311c650f2e_T16	4 native pose available	7.425182853787874	-18.3027	11	0.92	-	Best pose

T02 — T02 4 poses · report dockmulti_91311c650f2e_T02

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
2011	5.706027826547977	-0.743037	-26.1446	5	22	18	0.86	0.20	0.20	0.20	-	no	geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 40.6	Open pose
2010	5.9821142219563175	-0.743174	-21.2134	5	21	18	0.86	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 57.3	Open pose
2012	6.051728550566184	-0.900154	-28.1429	2	21	18	0.86	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 48.4	Open pose
2013	7.72529690787295	-0.860957	-25.1423	5	21	18	0.86	0.20	0.20	0.20	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 44.8	Open pose

T07 — T07 4 poses · report dockmulti_91311c650f2e_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
691	6.22419709568692	-0.77832	-29.295	4	17	15	0.79	0.17	0.40	0.40	-	no	geometry warning; 12 clashes; 8 protein contact clashes; high strain Δ 44.0	Open pose
689	7.328521300895317	-0.835982	-24.2265	5	16	15	0.79	0.17	0.40	0.40	-	no	geometry warning; 14 clashes; 8 protein contact clashes; high strain Δ 57.8	Open pose
690	9.409315266972218	-1.05271	-26.0105	4	17	15	0.79	0.33	0.20	0.20	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 61.9	Open pose
688	10.094372295044739	-0.844333	-21.5743	4	14	13	0.68	0.33	0.20	0.20	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 80.7	Open pose

T21 — T21 4 poses · report dockmulti_91311c650f2e_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
1157	6.367278112405428	-0.574476	-19.1031	8	16	11	0.79	0.25	0.33	0.50	-	no	geometry warning; 13 clashes; 8 protein contact clashes; high strain Δ 41.3	Open pose
1156	8.144375397084657	-0.604565	-18.3073	7	16	12	0.86	0.25	0.33	0.50	-	no	geometry warning; 14 clashes; 9 protein contact clashes; high strain Δ 61.7	Open pose
1159	8.146773064511025	-0.65646	-20.8734	10	18	13	0.93	0.25	0.33	0.50	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 41.3	Open pose
1158	9.71105529201685	-0.731116	-19.4621	9	18	13	0.93	0.25	0.33	0.50	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 55.1	Open pose

T16 — T16 4 poses · report dockmulti_91311c650f2e_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
2905	7.425182853787874	-0.547023	-18.3027	8	19	11	0.92	-	-	-	-	no	geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 52.5	Open pose
2903	7.478732233143111	-0.489011	-16.5786	6	14	11	0.92	-	-	-	-	no	geometry warning; 14 clashes; 8 protein contact clashes; high strain Δ 58.0	Open pose
2904	8.13758035989908	-0.51539	-14.5457	5	12	7	0.58	-	-	-	-	no	geometry warning; 13 clashes; 8 protein contact clashes; high strain Δ 71.8	Open pose
2902	7.706660613385158	-0.610535	-20.7255	8	17	10	0.83	-	-	-	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 43.3	Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.

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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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⚗ AI Structural Analysis

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Edit compound

MK3

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Samples

Containers

Docking across targets

Heterocycles & Functional Groups

Heterocycles

Functional Groups

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer

⚗ AI Structural Analysis