Compound detail

SMILES: CCOC(=O)C1CCN(C(=O)c2ccc(N(CC)Cc3cnc4[nH+]c(N)nc(N)c4n3)cc2)CC1

Formula: C24H31N8O3+ | MW: 479.56500000000034

LogP: 1.4451 | TPSA: 154.7

HBA/HBD: 9/2 | RotB: 7

InChIKey: HEPDQIIFCBFHRJ-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Ether 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 Tertiary amine ×2 Lactam Ether

Ring system

Benzene Pyrimidine Pyrazine Pipecolinyl ring

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Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.739124	-
DOCK_BASE_INTER_RANK	-0.816120	-
DOCK_BASE_INTER_RANK	-1.052550	-
DOCK_BASE_INTER_RANK	-0.794446	-
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	16.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	7	-
DOCK_FINAL_RANK	5.476196	-
DOCK_FINAL_RANK	6.480728	-
DOCK_FINAL_RANK	4.643498	-
DOCK_FINAL_RANK	7.871522	-
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:ALA32	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLY157	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:LYS198	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	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:PRO210	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR180	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR178	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG97	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS155	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:LYS95	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE55	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL87	1	-
DOCK_IFP::D:ARG287	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	0.690064	-
DOCK_MAX_CLASH_OVERLAP	0.690077	-
DOCK_MAX_CLASH_OVERLAP	0.690092	-
DOCK_MAX_CLASH_OVERLAP	0.677287	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	3.557907	-
DOCK_PRE_RANK	4.842617	-
DOCK_PRE_RANK	3.193246	-
DOCK_PRE_RANK	5.038522	-
DOCK_PRIMARY_POSE_ID	3388	-
DOCK_PRIMARY_POSE_ID	6620	-
DOCK_PRIMARY_POSE_ID	10525	-
DOCK_PRIMARY_POSE_ID	15292	-
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_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T04	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T07	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG97;A:ASP52;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO88;A:THR180;A:THR54;A:THR83;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG97;B:ASP52;B:CYS155;B:GLY157;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:SER86;B:THR180;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1	-
DOCK_SCAFFOLD	O=C(c1ccc(NCc2cnc3ncncc3[nH+]2)cc1)N1CCCCC1	-
DOCK_SCORE	-24.709000	-
DOCK_SCORE	-23.425800	-
DOCK_SCORE	-36.641400	-
DOCK_SCORE	-29.576600	-
DOCK_SCORE_INTER	-25.869300	-
DOCK_SCORE_INTER	-28.564200	-
DOCK_SCORE_INTER	-36.839400	-
DOCK_SCORE_INTER	-27.805600	-
DOCK_SCORE_INTER_KCAL	-6.178779	-
DOCK_SCORE_INTER_KCAL	-6.822445	-
DOCK_SCORE_INTER_KCAL	-8.798943	-
DOCK_SCORE_INTER_KCAL	-6.641256	-
DOCK_SCORE_INTER_NORM	-0.739124	-
DOCK_SCORE_INTER_NORM	-0.816120	-
DOCK_SCORE_INTER_NORM	-1.052550	-
DOCK_SCORE_INTER_NORM	-0.794446	-
DOCK_SCORE_INTRA	1.160350	-
DOCK_SCORE_INTRA	5.138360	-
DOCK_SCORE_INTRA	0.197995	-
DOCK_SCORE_INTRA	-1.771030	-
DOCK_SCORE_INTRA_KCAL	0.277145	-
DOCK_SCORE_INTRA_KCAL	1.227277	-
DOCK_SCORE_INTRA_KCAL	0.047290	-
DOCK_SCORE_INTRA_KCAL	-0.423003	-
DOCK_SCORE_INTRA_NORM	0.033153	-
DOCK_SCORE_INTRA_NORM	0.146810	-
DOCK_SCORE_INTRA_NORM	0.005657	-
DOCK_SCORE_INTRA_NORM	-0.050601	-
DOCK_SCORE_KCAL	-5.901646	-
DOCK_SCORE_KCAL	-5.595159	-
DOCK_SCORE_KCAL	-8.751652	-
DOCK_SCORE_KCAL	-7.064253	-
DOCK_SCORE_NORM	-0.705971	-
DOCK_SCORE_NORM	-0.669309	-
DOCK_SCORE_NORM	-1.046900	-
DOCK_SCORE_NORM	-0.845047	-
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_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T04_top1000.sdf	-
DOCK_SOURCE_FILE	results_T07_top1000.sdf	-
DOCK_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FORMULA	C24H31N8O3+	-
DOCK_SOURCE_FORMULA	C24H31N8O3+	-
DOCK_SOURCE_FORMULA	C24H31N8O3+	-
DOCK_SOURCE_FORMULA	C24H31N8O3+	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_LOGP	1.445100	-
DOCK_SOURCE_LOGP	1.445100	-
DOCK_SOURCE_LOGP	1.445100	-
DOCK_SOURCE_LOGP	1.445100	-
DOCK_SOURCE_MW	479.565000	-
DOCK_SOURCE_MW	479.565000	-
DOCK_SOURCE_MW	479.565000	-
DOCK_SOURCE_MW	479.565000	-
DOCK_SOURCE_NAME	OHD_Leishmania_135	-
DOCK_SOURCE_NAME	OHD_Leishmania_135	-
DOCK_SOURCE_NAME	OHD_Leishmania_135	-
DOCK_SOURCE_NAME	OHD_Leishmania_135	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	154.700000	-
DOCK_SOURCE_TPSA	154.700000	-
DOCK_SOURCE_TPSA	154.700000	-
DOCK_SOURCE_TPSA	154.700000	-
DOCK_STRAIN_DELTA	43.971492	-
DOCK_STRAIN_DELTA	39.301847	-
DOCK_STRAIN_DELTA	36.170872	-
DOCK_STRAIN_DELTA	59.216661	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T04	-
DOCK_TARGET	T07	-
DOCK_TARGET	T09	-
EXACT_MASS	479.25136327209	Da
FORMULA	C24H31N8O3+	-
HBA	9	-
HBD	2	-
LOGP	1.4451	-
MOL_WEIGHT	479.56500000000034	g/mol
QED_SCORE	0.4789210563057314	-
ROTATABLE_BONDS	7	-
TPSA	154.7	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
T07	T07	dockmulti_91311c650f2e_T07	3 native pose available	4.643498246436422	-36.6414	17	0.89	-	Best pose
T03	T03	dockmulti_91311c650f2e_T03	3 native pose available	5.476196025311045	-24.709	19	0.95	-	Best pose
T04	T04	dockmulti_91311c650f2e_T04	2 native pose available	6.480727755154504	-23.4258	14	0.74	-	Best pose
T09	T09	dockmulti_91311c650f2e_T09	2 native pose available	7.87152207715595	-29.5766	20	0.95	-	Best pose

T07 — T07 3 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
87	4.643498246436422	-1.05255	-36.6414	7	20	17	0.89	0.83	0.80	0.80	-	no	geometry warning; 15 clashes; 3 protein contact clashes; high strain Δ 36.2	Open pose
88	6.701023002482439	-1.03729	-39.6339	6	21	17	0.89	0.83	0.80	0.80	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 45.4	Open pose
86	6.891187406146223	-1.04094	-29.6961	6	20	16	0.84	0.83	0.80	0.80	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 43.6	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
70	5.476196025311045	-0.739124	-24.709	12	22	19	0.95	0.71	0.80	0.80	-	no	geometry warning; 13 clashes; 5 protein contact clashes; high strain Δ 44.0	Open pose
69	7.772060174584413	-0.71998	-20.8914	10	21	18	0.90	0.57	0.80	0.80	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash; high strain Δ 45.2	Open pose
71	9.113995759443968	-0.727321	-29.2617	10	22	18	0.90	0.57	0.80	0.80	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash; high strain Δ 65.2	Open pose

T04 — T04 2 poses · report dockmulti_91311c650f2e_T04

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
33	6.480727755154504	-0.81612	-23.4258	7	15	14	0.74	0.83	0.80	0.80	-	no	geometry warning; 16 clashes; 7 protein contact clashes; high strain Δ 39.3	Open pose
32	10.755888868764302	-0.9847	-29.0807	7	16	14	0.74	0.83	0.80	0.80	-	yes	excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 39.8	Open pose

T09 — T09 2 poses · report dockmulti_91311c650f2e_T09

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
95	7.87152207715595	-0.794446	-29.5766	6	22	20	0.95	0.57	0.67	0.67	-	no	geometry warning; 18 clashes; 7 protein contact clashes; high strain Δ 59.2	Open pose
94	12.364613215489982	-0.722233	-24.7408	9	21	18	0.86	0.71	0.67	0.67	-	yes	excluded; geometry warning; 18 clashes; 4 protein clashes; high strain Δ 29.4	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_135

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