Compound detail

SMILES: CC(C)(C)Nc1nc(Nc2ccc3c(c2)CS(=O)(=O)C3)nc2[nH]ccc12

Formula: C18H21N5O2S | MW: 371.46600000000007

LogP: 3.340300000000002 | TPSA: 99.77

HBA/HBD: 6/3 | RotB: 3

InChIKey: HNKZXYLSBQBGNK-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Cyclohexane Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2

Functional group

Secondary amine ×2 Sulfone

Ring system

Benzene Pyrimidine Pyrrole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.267990	-
DOCK_BASE_INTER_RANK	-0.947290	-
DOCK_BASE_INTER_RANK	-1.342770	-
DOCK_BASE_INTER_RANK	-1.201650	-
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	8.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	13	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	1.214730	-
DOCK_FINAL_RANK	3.839943	-
DOCK_FINAL_RANK	4.415693	-
DOCK_FINAL_RANK	1.265836	-
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:ALA111	1	-
DOCK_IFP::A:ALA15	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN112	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS70	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE238	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO113	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::C:ALA365	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLY56	1	-
DOCK_IFP::C:ILE199	1	-
DOCK_IFP::C:LEU334	1	-
DOCK_IFP::C:LYS60	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PHE182	1	-
DOCK_IFP::C:PHE203	1	-
DOCK_IFP::C:PHE367	1	-
DOCK_IFP::C:PRO336	1	-
DOCK_IFP::C:SER162	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:SER364	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL55	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	0.685552	-
DOCK_MAX_CLASH_OVERLAP	0.685520	-
DOCK_MAX_CLASH_OVERLAP	0.685607	-
DOCK_MAX_CLASH_OVERLAP	0.685527	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.172261	-
DOCK_PRE_RANK	4.353002	-
DOCK_PRE_RANK	3.815911	-
DOCK_PRE_RANK	1.242084	-
DOCK_PRIMARY_POSE_ID	8225	-
DOCK_PRIMARY_POSE_ID	6180	-
DOCK_PRIMARY_POSE_ID	12321	-
DOCK_PRIMARY_POSE_ID	4902	-
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_t13	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	C:ALA365;C:ARG287;C:ASP327;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER162;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:CYS70;A:GLU274;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE238;A:PRO113;A:PRO275;A:SER200;A:TYR389	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TYR174;A:VAL211	-
DOCK_SCAFFOLD	O=S1(=O)Cc2ccc(Nc3ncc4cc[nH]c4n3)cc2C1	-
DOCK_SCAFFOLD	O=S1(=O)Cc2ccc(Nc3ncc4cc[nH]c4n3)cc2C1	-
DOCK_SCAFFOLD	O=S1(=O)Cc2ccc(Nc3ncc4cc[nH]c4n3)cc2C1	-
DOCK_SCAFFOLD	O=S1(=O)Cc2ccc(Nc3ncc4cc[nH]c4n3)cc2C1	-
DOCK_SCORE	-27.470200	-
DOCK_SCORE	-14.083300	-
DOCK_SCORE	-32.387500	-
DOCK_SCORE	-30.298000	-
DOCK_SCORE_INTER	-32.967700	-
DOCK_SCORE_INTER	-31.242900	-
DOCK_SCORE_INTER	-24.629500	-
DOCK_SCORE_INTER	-34.912000	-
DOCK_SCORE_INTER_KCAL	-8.338592	-
DOCK_SCORE_INTER_KCAL	-7.874203	-
DOCK_SCORE_INTER_KCAL	-7.462242	-
DOCK_SCORE_INTER_KCAL	-5.882658	-
DOCK_SCORE_INTER_NORM	-1.342770	-
DOCK_SCORE_INTER_NORM	-1.267990	-
DOCK_SCORE_INTER_NORM	-0.947290	-
DOCK_SCORE_INTER_NORM	-1.201650	-
DOCK_SCORE_INTRA	0.944926	-
DOCK_SCORE_INTRA	0.580229	-
DOCK_SCORE_INTRA	10.546300	-
DOCK_SCORE_INTRA	7.441750	-
DOCK_SCORE_INTRA_KCAL	0.138585	-
DOCK_SCORE_INTRA_KCAL	1.777432	-
DOCK_SCORE_INTRA_KCAL	0.225692	-
DOCK_SCORE_INTRA_KCAL	2.518942	-
DOCK_SCORE_INTRA_NORM	0.286221	-
DOCK_SCORE_INTRA_NORM	0.405626	-
DOCK_SCORE_INTRA_NORM	0.036343	-
DOCK_SCORE_INTRA_NORM	0.022316	-
DOCK_SCORE_KCAL	-3.363740	-
DOCK_SCORE_KCAL	-7.236556	-
DOCK_SCORE_KCAL	-6.561147	-
DOCK_SCORE_KCAL	-7.735625	-
DOCK_SCORE_NORM	-1.165310	-
DOCK_SCORE_NORM	-1.056550	-
DOCK_SCORE_NORM	-1.245670	-
DOCK_SCORE_NORM	-0.541664	-
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	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_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_FORMULA	C18H21N5O2S	-
DOCK_SOURCE_FORMULA	C18H21N5O2S	-
DOCK_SOURCE_FORMULA	C18H21N5O2S	-
DOCK_SOURCE_FORMULA	C18H21N5O2S	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_HEAVY_ATOMS	26.000000	-
DOCK_SOURCE_LOGP	3.340300	-
DOCK_SOURCE_LOGP	3.340300	-
DOCK_SOURCE_LOGP	3.340300	-
DOCK_SOURCE_LOGP	3.340300	-
DOCK_SOURCE_MW	371.466000	-
DOCK_SOURCE_MW	371.466000	-
DOCK_SOURCE_MW	371.466000	-
DOCK_SOURCE_MW	371.466000	-
DOCK_SOURCE_NAME	KB_Leish_168	-
DOCK_SOURCE_NAME	KB_Leish_168	-
DOCK_SOURCE_NAME	KB_Leish_168	-
DOCK_SOURCE_NAME	KB_Leish_168	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	99.770000	-
DOCK_SOURCE_TPSA	99.770000	-
DOCK_SOURCE_TPSA	99.770000	-
DOCK_SOURCE_TPSA	99.770000	-
DOCK_STRAIN_DELTA	19.064440	-
DOCK_STRAIN_DELTA	40.666299	-
DOCK_STRAIN_DELTA	19.282450	-
DOCK_STRAIN_DELTA	30.921880	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T08	-
DOCK_TARGET	T13	-
DOCK_TARGET	T19	-
DOCK_TARGET	T10	-
EXACT_MASS	371.14159591200007	Da
FORMULA	C18H21N5O2S	-
HBA	6	-
HBD	3	-
LOGP	3.340300000000002	-
MOL_WEIGHT	371.46600000000007	g/mol
QED_SCORE	0.6528805714122333	-
ROTATABLE_BONDS	3	-
TPSA	99.77	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	1.2147299759656007	-27.4702	9	0.47	-	Best pose
T19	T19	selection_import_t19	1 native pose available	1.2658358512108203	-32.3875	8	0.30	-	Best pose
T13	T13	selection_import_t13	1 native pose available	3.839942609466761	-30.298	16	0.84	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.415693212768591	-14.0833	16	0.94	-	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
161	1.2147299759656007	-1.34277	-27.4702	9	11	9	0.47	0.33	0.40	0.40	-	no	geometry warning; 8 clashes; 1 protein clash; 6 cofactor-context clashes; high strain Δ 30.9	Open pose

T19 — T19 1 poses · report selection_import_t19

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
120	1.2658358512108203	-1.26799	-32.3875	5	20	8	0.30	0.00	0.00	0.00	-	no	geometry warning; 8 clashes; 1 protein clash	Open 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
95	3.839942609466761	-1.20165	-30.298	7	19	16	0.84	0.44	0.57	0.57	-	no	geometry warning; 7 clashes; 3 protein clashes	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
84	4.415693212768591	-0.94729	-14.0833	14	17	16	0.94	0.69	0.64	0.64	-	no	geometry warning; 7 clashes; 2 protein clashes; high strain Δ 40.7	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_168

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