Compound detail

Native ligand reference

This compound is marked as the uploaded native ligand reference for docking comparison and docking IFP projection overlay.

Target T08 Report dockmulti_91311c650f2e_T08

SMILES: COC(=O)C1CCN(C(=O)c2ccc(N(CCCO)Cc3cnc4nc(N)nc(N)c4n3)cc2)CC1

Formula: C24H30N8O4 | MW: 494.5560000000004

LogP: 0.9984000000000006 | TPSA: 173.67999999999998

HBA/HBD: 11/3 | RotB: 8

InChIKey: NKRKEQBTIYLTPA-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×6 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×2 P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide Ester Primary amine ×2 Alcohol Tertiary amine ×2 Lactam Ether

Ring system

Benzene Pyrimidine Pyrazine Pipecolinyl ring

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.780992	-
DOCK_BASE_INTER_RANK	-0.924042	-
DOCK_BASE_INTER_RANK	-0.719348	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	5.682540	-
DOCK_FINAL_RANK	5.069262	-
DOCK_FINAL_RANK	6.730311	-
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:ALA32	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE55	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR180	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR178	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	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:ILE76	1	-
DOCK_IFP::B:MET78	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	0.682260	-
DOCK_MAX_CLASH_OVERLAP	0.682170	-
DOCK_MAX_CLASH_OVERLAP	0.682201	-
DOCK_NATIVE_REFERENCE	1	-
DOCK_NATIVE_REFERENCE	1	-
DOCK_NATIVE_REPORT_ID	dockmulti_91311c650f2e_T07	-
DOCK_NATIVE_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_NATIVE_TARGET	T07	-
DOCK_NATIVE_TARGET	T08	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	4.094302	-
DOCK_PRE_RANK	3.863343	-
DOCK_PRE_RANK	4.929955	-
DOCK_PRIMARY_POSE_ID	3365	-
DOCK_PRIMARY_POSE_ID	12853	-
DOCK_PRIMARY_POSE_ID	15197	-
DOCK_PRIMARY_POSE_ID	23043	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T12	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:THR180;A:THR83;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER207;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3ncncc3n2)cc1)N1CCCCC1	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3ncncc3n2)cc1)N1CCCCC1	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3ncncc3n2)cc1)N1CCCCC1	-
DOCK_SCORE	-30.784600	-
DOCK_SCORE	-32.864100	-
DOCK_SCORE	-26.812900	-
DOCK_SCORE_INTER	-28.115700	-
DOCK_SCORE_INTER	-33.265500	-
DOCK_SCORE_INTER	-25.896500	-
DOCK_SCORE_INTER_KCAL	-6.715322	-
DOCK_SCORE_INTER_KCAL	-7.945332	-
DOCK_SCORE_INTER_KCAL	-6.185275	-
DOCK_SCORE_INTER_NORM	-0.780992	-
DOCK_SCORE_INTER_NORM	-0.924042	-
DOCK_SCORE_INTER_NORM	-0.719348	-
DOCK_SCORE_INTRA	-2.668850	-
DOCK_SCORE_INTRA	0.401426	-
DOCK_SCORE_INTRA	-0.916380	-
DOCK_SCORE_INTRA_KCAL	-0.637444	-
DOCK_SCORE_INTRA_KCAL	0.095879	-
DOCK_SCORE_INTRA_KCAL	-0.218874	-
DOCK_SCORE_INTRA_NORM	-0.074135	-
DOCK_SCORE_INTRA_NORM	0.011151	-
DOCK_SCORE_INTRA_NORM	-0.025455	-
DOCK_SCORE_KCAL	-7.352779	-
DOCK_SCORE_KCAL	-7.849459	-
DOCK_SCORE_KCAL	-6.404154	-
DOCK_SCORE_NORM	-0.855127	-
DOCK_SCORE_NORM	-0.912891	-
DOCK_SCORE_NORM	-0.744803	-
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_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T12_top1000.sdf	-
DOCK_SOURCE_FORMULA	C24H30N8O4	-
DOCK_SOURCE_FORMULA	C24H30N8O4	-
DOCK_SOURCE_FORMULA	C24H30N8O4	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBA	11.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_LOGP	0.998400	-
DOCK_SOURCE_LOGP	0.998400	-
DOCK_SOURCE_LOGP	0.998400	-
DOCK_SOURCE_MW	494.556000	-
DOCK_SOURCE_MW	494.556000	-
DOCK_SOURCE_MW	494.556000	-
DOCK_SOURCE_NAME	OHD_Leishmania_127	-
DOCK_SOURCE_NAME	OHD_Leishmania_127	-
DOCK_SOURCE_NAME	OHD_Leishmania_127	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	173.680000	-
DOCK_SOURCE_TPSA	173.680000	-
DOCK_SOURCE_TPSA	173.680000	-
DOCK_STRAIN_DELTA	38.470634	-
DOCK_STRAIN_DELTA	32.098652	-
DOCK_STRAIN_DELTA	42.005928	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T08	-
DOCK_TARGET	T12	-
EXACT_MASS	494.2390014399999	Da
FORMULA	C24H30N8O4	-
HBA	11	-
HBD	3	-
LOGP	0.9984000000000006	-
MOL_WEIGHT	494.5560000000004	g/mol
QED_SCORE	0.38106119031911095	-
ROTATABLE_BONDS	8	-
TPSA	173.67999999999998	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
T08	T08	dockmulti_91311c650f2e_T08	4 native pose available	5.06926198045265	-32.8641	18	0.95	-	Best pose
T03	T03	dockmulti_91311c650f2e_T03	3 native pose available	5.682540471857508	-30.7846	19	0.95	-	Best pose
T12	T12	dockmulti_91311c650f2e_T12	1 native pose available	6.730310548114257	-26.8129	15	0.94	-	Best pose
T07	T07	dockmulti_91311c650f2e_T07	1 native pose available	-	-	19	1.00	-	Best pose

T08 — T08 4 poses · report dockmulti_91311c650f2e_T08

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
71	5.06926198045265	-0.924042	-32.8641	7	18	18	0.95	0.83	0.80	0.80	-	no	geometry warning; 18 clashes; 3 protein contact clashes; high strain Δ 32.1	Open pose
- ★ Native	-	-	-	6	19	19	1.00	1.00	1.00	1.00	-	no	Native reference ligand	Open pose
73	7.936002175552865	-0.973798	-33.9056	8	21	16	0.84	0.83	0.80	0.80	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 61.2	Open pose
72	9.413951240297864	-1.02977	-38.3693	9	23	17	0.89	0.67	0.80	0.80	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 52.6	Open pose

T03 — T03 3 poses · report dockmulti_91311c650f2e_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
47	5.682540471857508	-0.780992	-30.7846	12	22	19	0.95	0.57	0.80	0.80	-	no	geometry warning; 16 clashes; 5 protein contact clashes; high strain Δ 38.5	Open pose
48	9.739040295876764	-0.769883	-25.7222	14	20	17	0.85	0.57	0.60	0.60	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 44.7	Open pose
49	14.319486327303022	-0.724153	-27.9119	6	19	15	0.75	0.43	0.60	0.60	-	yes	excluded; geometry warning; 17 clashes; 2 protein clashes; high strain Δ 64.8	Open pose

T12 — T12 1 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
100	6.730310548114257	-0.719348	-26.8129	13	19	15	0.94	0.58	0.60	0.60	-	no	geometry warning; 16 clashes; 7 protein contact clashes; high strain Δ 42.0	Open pose

T07 — T07 1 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
- ★ Native	-	-	-	6	19	19	1.00	1.00	1.00	1.00	-	no	Native reference ligand	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

OHD_Leishmania_127

Native ligand reference

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