Compound detail

SMILES: COc1ccc(Oc2ccc([C@@H](C)N(C)c3ncc4c(N)nc(N)nc4n3)cc2)cc1

Formula: C22H23N7O2 | MW: 417.4730000000001

LogP: 3.5825000000000022 | TPSA: 125.3

HBA/HBD: 9/2 | RotB: 6

InChIKey: OWHDETKHTAYSHV-CYBMUJFWSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine ×2 Hydroquinone H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor ×2 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

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.982321	-
DOCK_BASE_INTER_RANK	-1.018210	-
DOCK_BASE_INTER_RANK	-0.634080	-
DOCK_BASE_INTER_RANK	-0.662419	-
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	17.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CLASH_COUNT	17.000000	-
DOCK_CLASH_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	16	-
DOCK_FINAL_RANK	4.303449	-
DOCK_FINAL_RANK	4.890837	-
DOCK_FINAL_RANK	4.686171	-
DOCK_FINAL_RANK	7.211127	-
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:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL53	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	0.683219	-
DOCK_MAX_CLASH_OVERLAP	0.683163	-
DOCK_MAX_CLASH_OVERLAP	0.683247	-
DOCK_MAX_CLASH_OVERLAP	0.683187	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	4	-
DOCK_PRE_RANK	3.701754	-
DOCK_PRE_RANK	4.219834	-
DOCK_PRE_RANK	4.170418	-
DOCK_PRE_RANK	5.970197	-
DOCK_PRIMARY_POSE_ID	10776	-
DOCK_PRIMARY_POSE_ID	13334	-
DOCK_PRIMARY_POSE_ID	18079	-
DOCK_PRIMARY_POSE_ID	42553	-
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_T07	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T10	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T18	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;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:TYR98;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1	-
DOCK_SCAFFOLD	c1ccc(Oc2ccc(CNc3ncc4cncnc4n3)cc2)cc1	-
DOCK_SCORE	-30.443300	-
DOCK_SCORE	-31.341000	-
DOCK_SCORE	-18.822400	-
DOCK_SCORE	-17.466900	-
DOCK_SCORE_INTER	-30.451900	-
DOCK_SCORE_INTER	-31.564400	-
DOCK_SCORE_INTER	-19.656500	-
DOCK_SCORE_INTER	-20.535000	-
DOCK_SCORE_INTER_KCAL	-7.273315	-
DOCK_SCORE_INTER_KCAL	-7.539031	-
DOCK_SCORE_INTER_KCAL	-4.694876	-
DOCK_SCORE_INTER_KCAL	-4.904703	-
DOCK_SCORE_INTER_NORM	-0.982321	-
DOCK_SCORE_INTER_NORM	-1.018210	-
DOCK_SCORE_INTER_NORM	-0.634080	-
DOCK_SCORE_INTER_NORM	-0.662419	-
DOCK_SCORE_INTRA	0.008615	-
DOCK_SCORE_INTRA	0.223373	-
DOCK_SCORE_INTRA	0.834048	-
DOCK_SCORE_INTRA	3.068140	-
DOCK_SCORE_INTRA_KCAL	0.002058	-
DOCK_SCORE_INTRA_KCAL	0.053352	-
DOCK_SCORE_INTRA_KCAL	0.199209	-
DOCK_SCORE_INTRA_KCAL	0.732813	-
DOCK_SCORE_INTRA_NORM	0.000278	-
DOCK_SCORE_INTRA_NORM	0.007206	-
DOCK_SCORE_INTRA_NORM	0.026905	-
DOCK_SCORE_INTRA_NORM	0.098972	-
DOCK_SCORE_KCAL	-7.271260	-
DOCK_SCORE_KCAL	-7.485672	-
DOCK_SCORE_KCAL	-4.495655	-
DOCK_SCORE_KCAL	-4.171899	-
DOCK_SCORE_NORM	-0.982043	-
DOCK_SCORE_NORM	-1.011000	-
DOCK_SCORE_NORM	-0.607175	-
DOCK_SCORE_NORM	-0.563447	-
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_T07_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T10_top1000.sdf	-
DOCK_SOURCE_FILE	results_T18_top1000.sdf	-
DOCK_SOURCE_FORMULA	C22H23N7O2	-
DOCK_SOURCE_FORMULA	C22H23N7O2	-
DOCK_SOURCE_FORMULA	C22H23N7O2	-
DOCK_SOURCE_FORMULA	C22H23N7O2	-
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	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	3.582500	-
DOCK_SOURCE_LOGP	3.582500	-
DOCK_SOURCE_LOGP	3.582500	-
DOCK_SOURCE_LOGP	3.582500	-
DOCK_SOURCE_MW	417.473000	-
DOCK_SOURCE_MW	417.473000	-
DOCK_SOURCE_MW	417.473000	-
DOCK_SOURCE_MW	417.473000	-
DOCK_SOURCE_NAME	KB_Leish_34	-
DOCK_SOURCE_NAME	KB_Leish_34	-
DOCK_SOURCE_NAME	KB_Leish_34	-
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_TPSA	125.300000	-
DOCK_SOURCE_TPSA	125.300000	-
DOCK_SOURCE_TPSA	125.300000	-
DOCK_SOURCE_TPSA	125.300000	-
DOCK_STRAIN_DELTA	22.028238	-
DOCK_STRAIN_DELTA	23.183377	-
DOCK_STRAIN_DELTA	20.595886	-
DOCK_STRAIN_DELTA	32.682155	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T07	-
DOCK_TARGET	T08	-
DOCK_TARGET	T10	-
DOCK_TARGET	T18	-
EXACT_MASS	417.19132297600004	Da
FORMULA	C22H23N7O2	-
HBA	9	-
HBD	2	-
LOGP	3.5825000000000022	-
MOL_WEIGHT	417.4730000000001	g/mol
QED_SCORE	0.48389203410019044	-
ROTATABLE_BONDS	6	-
TPSA	125.3	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	4 native pose available	4.30344868335865	-30.4433	15	0.79	-	Best pose
T10	T10	dockmulti_91311c650f2e_T10	2 native pose available	4.686171315488087	-18.8224	14	0.82	-	Best pose
T08	T08	dockmulti_91311c650f2e_T08	4 native pose available	4.890836947739789	-31.341	17	0.89	-	Best pose
T18	T18	dockmulti_91311c650f2e_T18	4 native pose available	7.211126743405219	-17.4669	9	0.69	-	Best 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
338	4.30344868335865	-0.982321	-30.4433	7	17	15	0.79	0.50	0.40	0.60	-	no	geometry warning; 17 clashes; 4 protein contact clashes; high strain Δ 22.0	Open pose
337	5.142744230564611	-0.984747	-28.4413	7	16	16	0.84	0.50	0.40	0.40	-	no	geometry warning; 16 clashes; 6 protein contact clashes; high strain Δ 29.6	Open pose
335	5.235768030452294	-0.959781	-26.4174	4	16	15	0.79	0.50	0.40	0.40	-	no	geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 31.0	Open pose
336	5.373058815181301	-0.994641	-28.9981	7	17	15	0.79	0.50	0.40	0.60	-	no	geometry warning; 19 clashes; 6 protein contact clashes; high strain Δ 24.5	Open pose

T10 — T10 2 poses · report dockmulti_91311c650f2e_T10

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
273	4.686171315488087	-0.63408	-18.8224	9	14	14	0.82	0.38	0.45	0.45	-	no	geometry warning; 17 clashes; 4 protein contact clashes; high strain Δ 20.6	Open pose
272	56.082892562415005	-0.739871	-16.5868	5	17	15	0.88	0.38	0.45	0.45	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash; high strain Δ 39.2	Open 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
481	4.890836947739789	-1.01821	-31.341	6	19	17	0.89	0.67	0.60	0.60	-	no	geometry warning; 18 clashes; 5 protein contact clashes; high strain Δ 23.2	Open pose
480	5.165106327420536	-1.02849	-31.2916	6	17	16	0.84	0.67	0.60	0.60	-	no	geometry warning; 16 clashes; 7 protein contact clashes; high strain Δ 21.1	Open pose
478	5.400652215111898	-1.00289	-29.6732	6	19	17	0.89	0.67	0.60	0.60	-	no	geometry warning; 17 clashes; 7 protein contact clashes; high strain Δ 25.3	Open pose
479	55.01644585145063	-1.03446	-29.5939	6	19	16	0.84	0.67	0.60	0.60	-	no	geometry warning; 19 clashes; 7 protein contact clashes	Open 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
466	7.211126743405219	-0.662419	-17.4669	9	14	9	0.69	-	-	-	-	no	geometry warning; 17 clashes; 10 protein contact clashes; high strain Δ 32.7	Open pose
464	7.307481733132459	-0.708796	-15.6296	6	15	10	0.77	-	-	-	-	no	geometry warning; 17 clashes; 9 protein contact clashes; high strain Δ 39.7	Open pose
465	9.377851986553342	-0.841964	-17.4762	3	14	9	0.69	-	-	-	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash; high strain Δ 42.0	Open pose
463	60.61271507046932	-0.798729	-22.2983	5	14	9	0.69	-	-	-	-	yes	excluded; geometry warning; 20 clashes; 3 protein clashes	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

KB_Leish_34

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