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: 498.6000000000003

LogP: 1.3215600000000012 | TPSA: 144.73

HBA/HBD: 6/6 | RotB: 9

InChIKey: DHAPJLDAOJIHOD-WZSLKZGSSA-O

Recognized patterns

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

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	-0.540843	-
DOCK_BASE_INTER_RANK	-0.469045	-
DOCK_BASE_INTER_RANK	-0.521837	-
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	12.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	16	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	8.436023	-
DOCK_FINAL_RANK	5.694701	-
DOCK_FINAL_RANK	5.995829	-
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_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR25	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLU115	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:LEU44	1	-
DOCK_IFP::B:MET78	1	-
DOCK_IFP::B:PRO18	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.615670	-
DOCK_MAX_CLASH_OVERLAP	0.615714	-
DOCK_MAX_CLASH_OVERLAP	0.613872	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_PRE_RANK	5.335502	-
DOCK_PRE_RANK	2.961278	-
DOCK_PRE_RANK	3.415168	-
DOCK_PRIMARY_POSE_ID	23729	-
DOCK_PRIMARY_POSE_ID	43328	-
DOCK_PRIMARY_POSE_ID	48448	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T12	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T18	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG116;B:ARG46;B:CYS72;B:GLU115;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:LEU44;B:MET78;B:PRO18;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:THR25;A:TRP21;A:TYR110;A:VAL53	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463	-
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	-14.675300	-
DOCK_SCORE	-13.633500	-
DOCK_SCORE	-15.267300	-
DOCK_SCORE_INTER	-19.470300	-
DOCK_SCORE_INTER	-16.885600	-
DOCK_SCORE_INTER	-18.786100	-
DOCK_SCORE_INTER_KCAL	-4.650403	-
DOCK_SCORE_INTER_KCAL	-4.033058	-
DOCK_SCORE_INTER_KCAL	-4.486985	-
DOCK_SCORE_INTER_NORM	-0.540843	-
DOCK_SCORE_INTER_NORM	-0.469045	-
DOCK_SCORE_INTER_NORM	-0.521837	-
DOCK_SCORE_INTRA	4.794990	-
DOCK_SCORE_INTRA	3.252140	-
DOCK_SCORE_INTRA	3.518870	-
DOCK_SCORE_INTRA_KCAL	1.145264	-
DOCK_SCORE_INTRA_KCAL	0.776761	-
DOCK_SCORE_INTRA_KCAL	0.840468	-
DOCK_SCORE_INTRA_NORM	0.133194	-
DOCK_SCORE_INTRA_NORM	0.090337	-
DOCK_SCORE_INTRA_NORM	0.097746	-
DOCK_SCORE_KCAL	-3.505137	-
DOCK_SCORE_KCAL	-3.256307	-
DOCK_SCORE_KCAL	-3.646534	-
DOCK_SCORE_NORM	-0.407648	-
DOCK_SCORE_NORM	-0.378708	-
DOCK_SCORE_NORM	-0.424090	-
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_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_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_SOURCE_FILE	results_T12_top1000.sdf	-
DOCK_SOURCE_FILE	results_T18_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
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_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_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_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_TPSA	144.730000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_SOURCE_TPSA	144.730000	-
DOCK_STRAIN_DELTA	63.675346	-
DOCK_STRAIN_DELTA	57.557053	-
DOCK_STRAIN_DELTA	55.011025	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T12	-
DOCK_TARGET	T18	-
DOCK_TARGET	T20	-
EXACT_MASS	498.2598622920899	Da
FORMULA	C27H36N3O6+	-
HBA	6	-
HBD	6	-
LOGP	1.3215600000000012	-
MOL_WEIGHT	498.6000000000003	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
T18	T18	dockmulti_91311c650f2e_T18	4 native pose available	5.694701376700789	-13.6335	10	0.77	-	Best pose
T20	T20	dockmulti_91311c650f2e_T20	4 native pose available	5.995829072771361	-15.2673	7	0.88	-	Best pose
T12	T12	dockmulti_91311c650f2e_T12	4 native pose available	8.436023141303744	-14.6753	14	0.88	-	Best pose

T18 — T18 4 poses · report dockmulti_91311c650f2e_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
1241	5.694701376700789	-0.469045	-13.6335	5	13	10	0.77	-	-	-	-	no	geometry warning; 12 clashes; 3 protein contact clashes; high strain Δ 57.6	Open pose
1240	7.58824114704059	-0.52535	-11.3856	5	14	11	0.85	-	-	-	-	no	geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 63.0	Open pose
1239	7.060976306131772	-0.470906	-14.037	2	13	7	0.54	-	-	-	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 53.3	Open pose
1242	8.774254358368546	-0.485923	-17.5583	6	15	11	0.85	-	-	-	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 66.0	Open pose

T20 — T20 4 poses · report dockmulti_91311c650f2e_T20

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
1483	5.995829072771361	-0.521837	-15.2673	6	15	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 55.0	Open pose
1484	6.337695957991542	-0.475892	-14.9012	8	13	8	1.00	0.50	1.00	1.00	-	no	geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 46.5	Open pose
1486	7.700432244535667	-0.368913	-15.2554	5	15	8	1.00	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 10 protein contact clashes; high strain Δ 51.5	Open pose
1485	8.578490817579972	-0.33747	-4.74236	4	11	5	0.62	1.00	1.00	1.00	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 56.6	Open pose

T12 — T12 4 poses · report dockmulti_91311c650f2e_T12

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
786	8.436023141303744	-0.540843	-14.6753	9	19	14	0.88	0.50	0.60	0.60	-	no	geometry warning; 13 clashes; 10 protein contact clashes; high strain Δ 63.7	Open pose
784	9.674820860890787	-0.680148	-19.176	8	16	11	0.69	0.08	0.20	0.30	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 57.6	Open pose
787	9.73056913297714	-0.684802	-22.4788	10	17	13	0.81	0.17	0.20	0.30	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash; high strain Δ 47.1	Open pose
785	13.97506447111011	-0.770765	-16.315	12	20	15	0.94	0.33	0.40	0.50	-	yes	excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 59.3	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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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

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