Compound detail

SMILES: N#Cc1ccc(CSc2nnc(-c3ccncc3)o2)cc1

Formula: C15H10N4OS | MW: 294.33900000000006

LogP: 3.295580000000001 | TPSA: 75.6

HBA/HBD: 6/- | RotB: 4

InChIKey: AUMUTOWDQNHFLE-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Catechol Clear highlight

Bio motif

H-bond acceptor N ×4 H-bond acceptor O Gatekeeper aromatic

Functional group

Nitrile Sulfide

Ring system

Benzene Pyridine Oxadiazole 1,3,4-Oxadiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.348950	-
DOCK_BASE_INTER_RANK	-1.173690	-
DOCK_BASE_INTER_RANK	-1.388730	-
DOCK_BASE_INTER_RANK	-1.058840	-
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	7.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	12	-
DOCK_EXPERIMENT_ID	17	-
DOCK_FINAL_RANK	1.216769	-
DOCK_FINAL_RANK	3.378116	-
DOCK_FINAL_RANK	2.519302	-
DOCK_FINAL_RANK	1.486026	-
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:ALA284	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG287	1	-
DOCK_IFP::A:ARG331	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY286	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE199	1	-
DOCK_IFP::A:ILE76	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET333	1	-
DOCK_IFP::A:MET78	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL366	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ASP13	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:TYR49	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	0.653513	-
DOCK_MAX_CLASH_OVERLAP	0.653452	-
DOCK_MAX_CLASH_OVERLAP	0.653394	-
DOCK_MAX_CLASH_OVERLAP	0.653478	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.198747	-
DOCK_PRE_RANK	3.365451	-
DOCK_PRE_RANK	2.509446	-
DOCK_PRE_RANK	1.472445	-
DOCK_PRIMARY_POSE_ID	3112	-
DOCK_PRIMARY_POSE_ID	6514	-
DOCK_PRIMARY_POSE_ID	7877	-
DOCK_PRIMARY_POSE_ID	11328	-
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_t05	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR194;A:VAL230;D:ARG287	-
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:MET78;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ALA284;A:ARG287;A:ARG331;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364;A:VAL366	-
DOCK_SCAFFOLD	c1ccc(CSc2nnc(-c3ccncc3)o2)cc1	-
DOCK_SCAFFOLD	c1ccc(CSc2nnc(-c3ccncc3)o2)cc1	-
DOCK_SCAFFOLD	c1ccc(CSc2nnc(-c3ccncc3)o2)cc1	-
DOCK_SCAFFOLD	c1ccc(CSc2nnc(-c3ccncc3)o2)cc1	-
DOCK_SCORE	-25.684200	-
DOCK_SCORE	-21.303400	-
DOCK_SCORE	-28.545900	-
DOCK_SCORE	-19.965600	-
DOCK_SCORE_INTER	-28.327900	-
DOCK_SCORE_INTER	-24.647600	-
DOCK_SCORE_INTER	-29.163400	-
DOCK_SCORE_INTER	-22.235600	-
DOCK_SCORE_INTER_KCAL	-6.766006	-
DOCK_SCORE_INTER_KCAL	-5.886981	-
DOCK_SCORE_INTER_KCAL	-6.965561	-
DOCK_SCORE_INTER_KCAL	-5.310884	-
DOCK_SCORE_INTER_NORM	-1.348950	-
DOCK_SCORE_INTER_NORM	-1.173690	-
DOCK_SCORE_INTER_NORM	-1.388730	-
DOCK_SCORE_INTER_NORM	-1.058840	-
DOCK_SCORE_INTRA	2.643710	-
DOCK_SCORE_INTRA	3.344150	-
DOCK_SCORE_INTRA	0.617414	-
DOCK_SCORE_INTRA	2.266710	-
DOCK_SCORE_INTRA_KCAL	0.631440	-
DOCK_SCORE_INTRA_KCAL	0.798737	-
DOCK_SCORE_INTRA_KCAL	0.147467	-
DOCK_SCORE_INTRA_KCAL	0.541395	-
DOCK_SCORE_INTRA_NORM	0.125891	-
DOCK_SCORE_INTRA_NORM	0.159245	-
DOCK_SCORE_INTRA_NORM	0.029401	-
DOCK_SCORE_INTRA_NORM	0.107939	-
DOCK_SCORE_KCAL	-6.134568	-
DOCK_SCORE_KCAL	-5.088232	-
DOCK_SCORE_KCAL	-6.818074	-
DOCK_SCORE_KCAL	-4.768704	-
DOCK_SCORE_NORM	-1.223060	-
DOCK_SCORE_NORM	-1.014450	-
DOCK_SCORE_NORM	-1.359330	-
DOCK_SCORE_NORM	-0.950744	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.003289	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000157	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C15H10N4OS	-
DOCK_SOURCE_FORMULA	C15H10N4OS	-
DOCK_SOURCE_FORMULA	C15H10N4OS	-
DOCK_SOURCE_FORMULA	C15H10N4OS	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_LOGP	3.295580	-
DOCK_SOURCE_LOGP	3.295580	-
DOCK_SOURCE_LOGP	3.295580	-
DOCK_SOURCE_LOGP	3.295580	-
DOCK_SOURCE_MW	294.339000	-
DOCK_SOURCE_MW	294.339000	-
DOCK_SOURCE_MW	294.339000	-
DOCK_SOURCE_MW	294.339000	-
DOCK_SOURCE_NAME	Z21488718	-
DOCK_SOURCE_NAME	Z21488718	-
DOCK_SOURCE_NAME	Z21488718	-
DOCK_SOURCE_NAME	Z21488718	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	75.600000	-
DOCK_SOURCE_TPSA	75.600000	-
DOCK_SOURCE_TPSA	75.600000	-
DOCK_SOURCE_TPSA	75.600000	-
DOCK_STRAIN_DELTA	14.109711	-
DOCK_STRAIN_DELTA	8.174153	-
DOCK_STRAIN_DELTA	4.149098	-
DOCK_STRAIN_DELTA	9.321234	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T05	-
DOCK_TARGET	T10	-
DOCK_TARGET	T12	-
DOCK_TARGET	T17	-
EXACT_MASS	294.05753194	Da
FORMULA	C15H10N4OS	-
HBA	6	-
HBD	0	-
LOGP	3.295580000000001	-
MOL_WEIGHT	294.33900000000006	g/mol
QED_SCORE	0.6871576191148245	-
ROTATABLE_BONDS	4	-
TPSA	75.6	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
T05	T05	selection_import_t05	1 native pose available	1.2167690104404725	-25.6842	10	0.59	-	Best pose
T17	T17	selection_import_t17	1 native pose available	1.4860261846578509	-19.9656	8	0.67	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.519301932614363	-28.5459	15	0.94	-	Best pose
T10	T10	selection_import_t10	1 native pose available	3.3781155952566757	-21.3034	16	0.94	-	Best pose

T05 — T05 1 poses · report selection_import_t05

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
402	1.2167690104404725	-1.34895	-25.6842	5	11	10	0.59	0.29	0.33	0.60	-	no	geometry warning; 7 clashes; 1 protein clash; 1 cofactor-context clash	Open pose

T17 — T17 1 poses · report selection_import_t17

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
485	1.4860261846578509	-1.05884	-19.9656	4	14	8	0.67	1.00	1.00	1.00	-	no	geometry warning; 7 clashes; 1 protein clash	Open pose

T12 — T12 1 poses · report selection_import_t12

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
425	2.519301932614363	-1.38873	-28.5459	10	15	15	0.94	0.58	0.50	0.60	-	no	geometry warning; 6 clashes; 2 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
418	3.3781155952566757	-1.17369	-21.3034	12	18	16	0.94	0.77	0.73	0.73	-	no	geometry warning; 6 clashes; 2 protein clashes	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

Z21488718

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