Compound detail

SMILES: Cc1ccc(Cn2c(SCC(=O)Nc3cc(C)on3)nc3ccccc3c2=O)cc1

Formula: C22H20N4O3S | MW: 420.4940000000002

LogP: 3.7804400000000022 | TPSA: 90.02

HBA/HBD: 6/1 | RotB: 6

InChIKey: XVSPNERRBHUGOX-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfide

Ring system

Benzene ×2 Pyrimidine Isoxazole 1,2,4-Oxadiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.924140	-
DOCK_BASE_INTER_RANK	-0.954818	-
DOCK_BASE_INTER_RANK	-1.063060	-
DOCK_BASE_INTER_RANK	-1.134880	-
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	12.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	8	-
DOCK_FINAL_RANK	3.205252	-
DOCK_FINAL_RANK	0.843667	-
DOCK_FINAL_RANK	3.657756	-
DOCK_FINAL_RANK	0.680142	-
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:ALA32	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS224	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL237	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::D:ALA268	1	-
DOCK_IFP::D:ARG287	1	-
DOCK_IFP::D:HIS267	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	0.613147	-
DOCK_MAX_CLASH_OVERLAP	0.613224	-
DOCK_MAX_CLASH_OVERLAP	0.613248	-
DOCK_MAX_CLASH_OVERLAP	0.613162	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.171552	-
DOCK_PRE_RANK	0.818151	-
DOCK_PRE_RANK	3.632565	-
DOCK_PRE_RANK	0.659509	-
DOCK_PRIMARY_POSE_ID	2014	-
DOCK_PRIMARY_POSE_ID	2700	-
DOCK_PRIMARY_POSE_ID	4731	-
DOCK_PRIMARY_POSE_ID	5395	-
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_t03	-
DOCK_REPORT_ID	selection_import_t04	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL49	-
DOCK_RESIDUE_CONTACTS	A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;A:VAL237;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:LEU263;A:LYS224;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:ALA268;D:HIS267	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2c(=O)n1Cc1ccccc1)Nc1ccon1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2c(=O)n1Cc1ccccc1)Nc1ccon1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2c(=O)n1Cc1ccccc1)Nc1ccon1	-
DOCK_SCAFFOLD	O=C(CSc1nc2ccccc2c(=O)n1Cc1ccccc1)Nc1ccon1	-
DOCK_SCORE	-27.485300	-
DOCK_SCORE	-27.636500	-
DOCK_SCORE	-30.900900	-
DOCK_SCORE	-34.217700	-
DOCK_SCORE_INTER	-27.724200	-
DOCK_SCORE_INTER	-28.644500	-
DOCK_SCORE_INTER	-31.891700	-
DOCK_SCORE_INTER	-34.046500	-
DOCK_SCORE_INTER_KCAL	-6.621814	-
DOCK_SCORE_INTER_KCAL	-6.841624	-
DOCK_SCORE_INTER_KCAL	-7.617205	-
DOCK_SCORE_INTER_KCAL	-8.131870	-
DOCK_SCORE_INTER_NORM	-0.924140	-
DOCK_SCORE_INTER_NORM	-0.954818	-
DOCK_SCORE_INTER_NORM	-1.063060	-
DOCK_SCORE_INTER_NORM	-1.134880	-
DOCK_SCORE_INTRA	0.238903	-
DOCK_SCORE_INTRA	1.008050	-
DOCK_SCORE_INTRA	0.687196	-
DOCK_SCORE_INTRA	-0.171186	-
DOCK_SCORE_INTRA_KCAL	0.057061	-
DOCK_SCORE_INTRA_KCAL	0.240769	-
DOCK_SCORE_INTRA_KCAL	0.164134	-
DOCK_SCORE_INTRA_KCAL	-0.040887	-
DOCK_SCORE_INTRA_NORM	0.007963	-
DOCK_SCORE_INTRA_NORM	0.033601	-
DOCK_SCORE_INTRA_NORM	0.022906	-
DOCK_SCORE_INTRA_NORM	-0.005706	-
DOCK_SCORE_KCAL	-6.564754	-
DOCK_SCORE_KCAL	-6.600867	-
DOCK_SCORE_KCAL	-7.380556	-
DOCK_SCORE_KCAL	-8.172761	-
DOCK_SCORE_NORM	-0.916176	-
DOCK_SCORE_NORM	-0.921217	-
DOCK_SCORE_NORM	-1.030030	-
DOCK_SCORE_NORM	-1.140590	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.303622	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.010121	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H20N4O3S	-
DOCK_SOURCE_FORMULA	C22H20N4O3S	-
DOCK_SOURCE_FORMULA	C22H20N4O3S	-
DOCK_SOURCE_FORMULA	C22H20N4O3S	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_LOGP	3.780440	-
DOCK_SOURCE_LOGP	3.780440	-
DOCK_SOURCE_LOGP	3.780440	-
DOCK_SOURCE_LOGP	3.780440	-
DOCK_SOURCE_MW	420.494000	-
DOCK_SOURCE_MW	420.494000	-
DOCK_SOURCE_MW	420.494000	-
DOCK_SOURCE_MW	420.494000	-
DOCK_SOURCE_NAME	Z15971864	-
DOCK_SOURCE_NAME	Z15971864	-
DOCK_SOURCE_NAME	Z15971864	-
DOCK_SOURCE_NAME	Z15971864	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	90.020000	-
DOCK_SOURCE_TPSA	90.020000	-
DOCK_SOURCE_TPSA	90.020000	-
DOCK_SOURCE_TPSA	90.020000	-
DOCK_STRAIN_DELTA	25.910324	-
DOCK_STRAIN_DELTA	20.407828	-
DOCK_STRAIN_DELTA	20.165370	-
DOCK_STRAIN_DELTA	16.497955	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T04	-
DOCK_TARGET	T07	-
DOCK_TARGET	T08	-
EXACT_MASS	420.1256115	Da
FORMULA	C22H20N4O3S	-
HBA	6	-
HBD	1	-
LOGP	3.7804400000000022	-
MOL_WEIGHT	420.4940000000002	g/mol
QED_SCORE	0.3771239891814484	-
ROTATABLE_BONDS	6	-
TPSA	90.02	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	0.680142118085757	-34.2177	14	0.74	-	Best pose
T04	T04	selection_import_t04	1 native pose available	0.8436674172253846	-27.6365	11	0.58	-	Best pose
T03	T03	selection_import_t03	1 native pose available	3.205252391965921	-27.4853	14	0.70	-	Best pose
T07	T07	selection_import_t07	1 native pose available	3.657756044608444	-30.9009	11	0.58	-	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
654	0.680142118085757	-1.13488	-34.2177	4	19	14	0.74	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 3 protein contact clashes	Open pose

T04 — T04 1 poses · report selection_import_t04

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
667	0.8436674172253846	-0.954818	-27.6365	2	12	11	0.58	0.17	0.20	0.20	-	no	geometry warning; 13 clashes; 2 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 20.4	Open pose

T03 — T03 1 poses · report selection_import_t03

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
659	3.205252391965921	-0.92414	-27.4853	4	17	14	0.70	0.29	0.20	0.20	-	no	geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 25.9	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
668	3.657756044608444	-1.06306	-30.9009	4	15	11	0.58	0.17	0.20	0.20	-	no	geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 20.2	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

Z15971864

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