Compound detail

SMILES: C[NH+](C)Cc1cccc(Nc2nccc(-c3ccc(NCC[NH3+])c(C#N)c3)n2)c1

Formula: C22H27N7+2 | MW: 389.5070000000001

LogP: 1.0571800000000013 | TPSA: 105.71000000000001

HBA/HBD: 5/4 | RotB: 8

InChIKey: KCMGZOGVSPYOCX-UHFFFAOYSA-P

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×4 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine ×2 Nitrile

Ring system

Benzene ×2 Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.950172	-
DOCK_BASE_INTER_RANK	-0.849885	-
DOCK_BASE_INTER_RANK	-1.017590	-
DOCK_BASE_INTER_RANK	-0.839012	-
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	10.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	13	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	2.046855	-
DOCK_FINAL_RANK	2.638921	-
DOCK_FINAL_RANK	1.541129	-
DOCK_FINAL_RANK	1.976976	-
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:ALA67	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN327	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP332	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS328	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLY112	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY235	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:GLY393	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR331	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL97	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU179	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE55	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER44	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:TYR178	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL87	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	0.683311	-
DOCK_MAX_CLASH_OVERLAP	0.683272	-
DOCK_MAX_CLASH_OVERLAP	0.683304	-
DOCK_MAX_CLASH_OVERLAP	0.683399	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.010705	-
DOCK_PRE_RANK	2.591029	-
DOCK_PRE_RANK	1.473292	-
DOCK_PRE_RANK	1.929122	-
DOCK_PRIMARY_POSE_ID	5530	-
DOCK_PRIMARY_POSE_ID	6164	-
DOCK_PRIMARY_POSE_ID	8215	-
DOCK_PRIMARY_POSE_ID	11648	-
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_t09	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t13	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ASP52;B:ILE45;B:LEU179;B:LEU94;B:MET53;B:PHE55;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TYR162;B:TYR178;B:VAL156;B:VAL30;B:VAL31;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG116;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS141;A:ILE76;A:LEU101;A:THR117;A:THR74;A:TYR49;A:VAL97	-
DOCK_RESIDUE_CONTACTS	A:ALA67;A:ARG277;A:ASN327;A:ASP332;A:ASP88;A:CYS328;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:GLY393;A:HIS197;A:LYS69;A:SER200;A:TYR331;A:TYR389	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	c1ccc(Nc2nccc(-c3ccccc3)n2)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2nccc(-c3ccccc3)n2)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2nccc(-c3ccccc3)n2)cc1	-
DOCK_SCAFFOLD	c1ccc(Nc2nccc(-c3ccccc3)n2)cc1	-
DOCK_SCORE	-25.451100	-
DOCK_SCORE	-27.322100	-
DOCK_SCORE	-24.238800	-
DOCK_SCORE	-25.821800	-
DOCK_SCORE_INTER	-27.555000	-
DOCK_SCORE_INTER	-24.646700	-
DOCK_SCORE_INTER	-29.510000	-
DOCK_SCORE_INTER	-24.331400	-
DOCK_SCORE_INTER_KCAL	-6.581402	-
DOCK_SCORE_INTER_KCAL	-5.886766	-
DOCK_SCORE_INTER_KCAL	-7.048345	-
DOCK_SCORE_INTER_KCAL	-5.811458	-
DOCK_SCORE_INTER_NORM	-0.950172	-
DOCK_SCORE_INTER_NORM	-0.849885	-
DOCK_SCORE_INTER_NORM	-1.017590	-
DOCK_SCORE_INTER_NORM	-0.839012	-
DOCK_SCORE_INTRA	2.103920	-
DOCK_SCORE_INTRA	-2.675470	-
DOCK_SCORE_INTRA	5.271220	-
DOCK_SCORE_INTRA	-1.490490	-
DOCK_SCORE_INTRA_KCAL	0.502513	-
DOCK_SCORE_INTRA_KCAL	-0.639025	-
DOCK_SCORE_INTRA_KCAL	1.259010	-
DOCK_SCORE_INTRA_KCAL	-0.355998	-
DOCK_SCORE_INTRA_NORM	0.072549	-
DOCK_SCORE_INTRA_NORM	-0.092258	-
DOCK_SCORE_INTRA_NORM	0.181766	-
DOCK_SCORE_INTRA_NORM	-0.051396	-
DOCK_SCORE_KCAL	-6.078893	-
DOCK_SCORE_KCAL	-6.525774	-
DOCK_SCORE_KCAL	-5.789340	-
DOCK_SCORE_KCAL	-6.167434	-
DOCK_SCORE_NORM	-0.877623	-
DOCK_SCORE_NORM	-0.942143	-
DOCK_SCORE_NORM	-0.835821	-
DOCK_SCORE_NORM	-0.890408	-
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	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T13_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H27N7+2	-
DOCK_SOURCE_FORMULA	C22H27N7+2	-
DOCK_SOURCE_FORMULA	C22H27N7+2	-
DOCK_SOURCE_FORMULA	C22H27N7+2	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	1.057180	-
DOCK_SOURCE_LOGP	1.057180	-
DOCK_SOURCE_LOGP	1.057180	-
DOCK_SOURCE_LOGP	1.057180	-
DOCK_SOURCE_MW	389.507000	-
DOCK_SOURCE_MW	389.507000	-
DOCK_SOURCE_MW	389.507000	-
DOCK_SOURCE_MW	389.507000	-
DOCK_SOURCE_NAME	KB_Leish_40	-
DOCK_SOURCE_NAME	KB_Leish_40	-
DOCK_SOURCE_NAME	KB_Leish_40	-
DOCK_SOURCE_NAME	KB_Leish_40	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	105.710000	-
DOCK_SOURCE_TPSA	105.710000	-
DOCK_SOURCE_TPSA	105.710000	-
DOCK_SOURCE_TPSA	105.710000	-
DOCK_STRAIN_DELTA	27.382803	-
DOCK_STRAIN_DELTA	33.728307	-
DOCK_STRAIN_DELTA	42.905793	-
DOCK_STRAIN_DELTA	33.709089	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T10	-
DOCK_TARGET	T13	-
DOCK_TARGET	T18	-
EXACT_MASS	389.2316967041801	Da
FORMULA	C22H27N7+2	-
HBA	5	-
HBD	4	-
LOGP	1.0571800000000013	-
MOL_WEIGHT	389.5070000000001	g/mol
QED_SCORE	0.4609725381847781	-
ROTATABLE_BONDS	8	-
TPSA	105.71000000000001	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
T13	T13	selection_import_t13	1 native pose available	1.541129080493546	-24.2388	13	0.68	-	Best pose
T18	T18	selection_import_t18	1 native pose available	1.9769756008820518	-25.8218	10	0.77	-	Best pose
T09	T09	selection_import_t09	1 native pose available	2.0468554196280935	-25.4511	17	0.81	-	Best pose
T10	T10	selection_import_t10	1 native pose available	2.6389209731256296	-27.3221	14	0.82	-	Best pose

T13 — T13 1 poses · report selection_import_t13

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
85	1.541129080493546	-1.01759	-24.2388	5	17	13	0.68	0.22	0.29	0.29	-	no	geometry warning; 9 clashes; 9 protein contact clashes; high strain Δ 42.9	Open pose

T18 — T18 1 poses · report selection_import_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
127	1.9769756008820518	-0.839012	-25.8218	4	15	10	0.77	-	-	-	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 33.7	Open pose

T09 — T09 1 poses · report selection_import_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
112	2.0468554196280935	-0.950172	-25.4511	4	20	17	0.81	0.00	0.00	0.00	-	no	geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 27.4	Open pose

T10 — T10 1 poses · report selection_import_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
68	2.6389209731256296	-0.849885	-27.3221	7	16	14	0.82	0.46	0.64	0.64	-	no	geometry warning; 10 clashes; 1 protein clash; high strain Δ 33.7	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_40

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