Compound detail

SMILES: COc1ccc(Oc2ccc([C@@H](C)N(C)c3ncc4c(N)nc(N)[nH+]c4n3)cc2)cc1

Formula: C22H24N7O2+ | MW: 418.48100000000017

LogP: 3.0016000000000016 | TPSA: 126.55

HBA/HBD: 8/2 | RotB: 6

InChIKey: OWHDETKHTAYSHV-CYBMUJFWSA-O

Recognized patterns

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

Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

ATP mimic pyrimidine ×2 Hydroquinone H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Pyrimidine ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.844612	-
DOCK_BASE_INTER_RANK	-0.888832	-
DOCK_BASE_INTER_RANK	-0.994641	-
DOCK_BASE_INTER_RANK	-0.639517	-
DOCK_BASE_INTER_RANK	-1.034460	-
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_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	2	-
DOCK_FINAL_RANK	3.035416	-
DOCK_FINAL_RANK	1.832550	-
DOCK_FINAL_RANK	1.713411	-
DOCK_FINAL_RANK	3.204940	-
DOCK_FINAL_RANK	3.036004	-
DOCK_GEOMETRY_ALERT	warning	-
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_GEOM_OK	0	-
DOCK_HARD_GEOMETRY_FAIL	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:ALA10	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS469	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY117	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY459	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::A:VAL9	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_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.661366	-
DOCK_MAX_CLASH_OVERLAP	0.660738	-
DOCK_MAX_CLASH_OVERLAP	0.694053	-
DOCK_MAX_CLASH_OVERLAP	0.660655	-
DOCK_MAX_CLASH_OVERLAP	0.661334	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.993470	-
DOCK_PRE_RANK	1.801071	-
DOCK_PRE_RANK	3.149785	-
DOCK_PRE_RANK	1.675182	-
DOCK_PRE_RANK	2.982011	-
DOCK_PRIMARY_POSE_ID	4883	-
DOCK_PRIMARY_POSE_ID	704	-
DOCK_PRIMARY_POSE_ID	4171	-
DOCK_PRIMARY_POSE_ID	12909	-
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_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:GLU31;A:GLY117;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:SER470;A:THR397;A:THR463	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1	-
DOCK_SCORE	-28.998100	-
DOCK_SCORE	-23.493700	-
DOCK_SCORE	-20.391300	-
DOCK_SCORE	-28.239800	-
DOCK_SCORE	-29.593900	-
DOCK_SCORE_INTER	-30.833900	-
DOCK_SCORE_INTER	-19.825000	-
DOCK_SCORE_INTER	-32.068100	-
DOCK_SCORE_INTER	-26.183000	-
DOCK_SCORE_INTER	-27.553800	-
DOCK_SCORE_INTER_KCAL	-7.659337	-
DOCK_SCORE_INTER_KCAL	-6.253705	-
DOCK_SCORE_INTER_KCAL	-7.364554	-
DOCK_SCORE_INTER_KCAL	-6.581115	-
DOCK_SCORE_INTER_KCAL	-4.735122	-
DOCK_SCORE_INTER_NORM	-0.888832	-
DOCK_SCORE_INTER_NORM	-1.034460	-
DOCK_SCORE_INTER_NORM	-0.639517	-
DOCK_SCORE_INTER_NORM	-0.844612	-
DOCK_SCORE_INTER_NORM	-0.994641	-
DOCK_SCORE_INTRA	2.689300	-
DOCK_SCORE_INTRA	-0.686016	-
DOCK_SCORE_INTRA	1.835730	-
DOCK_SCORE_INTRA	2.474210	-
DOCK_SCORE_INTRA	-0.566276	-
DOCK_SCORE_INTRA_KCAL	-0.163852	-
DOCK_SCORE_INTRA_KCAL	-0.135253	-
DOCK_SCORE_INTRA_KCAL	0.590955	-
DOCK_SCORE_INTRA_KCAL	0.642329	-
DOCK_SCORE_INTRA_KCAL	0.438457	-
DOCK_SCORE_INTRA_NORM	-0.022129	-
DOCK_SCORE_INTRA_NORM	0.059217	-
DOCK_SCORE_INTRA_NORM	-0.018267	-
DOCK_SCORE_INTRA_NORM	0.079813	-
DOCK_SCORE_INTRA_NORM	0.086752	-
DOCK_SCORE_KCAL	-6.744963	-
DOCK_SCORE_KCAL	-5.611376	-
DOCK_SCORE_KCAL	-6.926080	-
DOCK_SCORE_KCAL	-4.870380	-
DOCK_SCORE_KCAL	-7.068385	-
DOCK_SCORE_NORM	-0.954643	-
DOCK_SCORE_NORM	-0.657784	-
DOCK_SCORE_NORM	-0.935424	-
DOCK_SCORE_NORM	-0.757861	-
DOCK_SCORE_NORM	-0.910961	-
DOCK_SCORE_RESTR	0.000000	-
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_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	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_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SELECTION_EXCLUDED	0	-
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_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H24N7O2+	-
DOCK_SOURCE_FORMULA	C22H24N7O2+	-
DOCK_SOURCE_FORMULA	C22H24N7O2+	-
DOCK_SOURCE_FORMULA	C22H24N7O2+	-
DOCK_SOURCE_FORMULA	C22H24N7O2+	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	3.001600	-
DOCK_SOURCE_LOGP	3.001600	-
DOCK_SOURCE_LOGP	3.001600	-
DOCK_SOURCE_LOGP	3.001600	-
DOCK_SOURCE_LOGP	3.001600	-
DOCK_SOURCE_MW	418.481000	-
DOCK_SOURCE_MW	418.481000	-
DOCK_SOURCE_MW	418.481000	-
DOCK_SOURCE_MW	418.481000	-
DOCK_SOURCE_MW	418.481000	-
DOCK_SOURCE_NAME	OHD_Leishmania_406	-
DOCK_SOURCE_NAME	KB_Leish_34	-
DOCK_SOURCE_NAME	KB_Leish_34	-
DOCK_SOURCE_NAME	OHD_Leishmania_406	-
DOCK_SOURCE_NAME	KB_Leish_34	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	126.550000	-
DOCK_SOURCE_TPSA	126.550000	-
DOCK_SOURCE_TPSA	126.550000	-
DOCK_SOURCE_TPSA	126.550000	-
DOCK_SOURCE_TPSA	126.550000	-
DOCK_STRAIN_DELTA	24.514317	-
DOCK_STRAIN_DELTA	37.241478	-
DOCK_STRAIN_DELTA	36.416855	-
DOCK_STRAIN_DELTA	30.956475	-
DOCK_STRAIN_DELTA	28.584917	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T07	-
DOCK_TARGET	T02	-
DOCK_TARGET	T20	-
DOCK_TARGET	T08	-
DOCK_TARGET	T02	-
EXACT_MASS	418.19859942809	Da
FORMULA	C22H24N7O2+	-
HBA	8	-
HBD	2	-
LOGP	3.0016000000000016	-
MOL_WEIGHT	418.48100000000017	g/mol
QED_SCORE	0.489204730311213	-
ROTATABLE_BONDS	6	-
TPSA	126.55	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
T08	T08	selection_import_t08	1 native pose available	1.7134112149889114	-29.5939	16	0.84	-	Best pose
T07	T07	selection_import_t07	1 native pose available	1.832549972618827	-28.9981	15	0.79	-	Best pose
T20	T20	selection_import_t20	1 native pose available	3.0354158862778213	-20.3913	7	0.88	-	Best pose
T02	T02	selection_import_t02	2 native pose available	3.036003608320648	-23.4937	14	0.67	-	Best pose

T08 — T08 1 poses · report selection_import_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
142	1.7134112149889114	-1.03446	-29.5939	6	19	16	0.84	0.67	0.60	0.60	-	no	geometry warning; 19 clashes; 4 protein contact clashes; 2 cofactor-context clashes; moderate strain Δ 28.6	Open pose

T07 — T07 1 poses · report selection_import_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
108	1.832549972618827	-0.994641	-28.9981	7	17	15	0.79	0.50	0.40	0.60	-	no	geometry warning; 19 clashes; 5 protein contact clashes; 3 cofactor-context clashes; moderate strain Δ 24.5	Open pose

T20 — T20 1 poses · report selection_import_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
30	3.0354158862778213	-0.639517	-20.3913	3	14	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 1 protein clash; high strain Δ 36.4	Open pose

T02 — T02 2 poses · report selection_import_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
143	3.036003608320648	-0.844612	-23.4937	5	17	14	0.67	0.60	0.60	0.60	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 31.0	Open pose
26	3.204939574247354	-0.888832	-28.2398	6	19	16	0.76	0.80	0.80	0.80	-	no	geometry warning; 14 clashes; 2 protein clashes; high strain Δ 37.2	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

KB_Leish_34

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