Compound detail

SMILES: C[C@@H](Sc1nnc(-c2cccs2)n1Cc1ccccc1)C(=O)NCc1ccc2c(c1)OCO2

Formula: C24H22N4O3S2 | MW: 478.5990000000001

LogP: 4.580600000000004 | TPSA: 78.27000000000001

HBA/HBD: 7/1 | RotB: 8

InChIKey: AIHAAYAIQLHTTF-MRXNPFEDSA-N

Recognized patterns

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

Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Catechol 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 Aryl ether ×2 Sulfide Ether ×2 Acetal

Ring system

Benzene ×2 Thiophene Benzodioxole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.784806	-
DOCK_BASE_INTER_RANK	-0.829199	-
DOCK_BASE_INTER_RANK	-0.625237	-
DOCK_BASE_INTER_RANK	-0.683825	-
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	11.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	0.266049	-
DOCK_FINAL_RANK	4.236363	-
DOCK_FINAL_RANK	3.041494	-
DOCK_FINAL_RANK	2.208024	-
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:ALA10	1	-
DOCK_IFP::A:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN36	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	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:HIS461	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL9	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	0.638934	-
DOCK_MAX_CLASH_OVERLAP	0.638947	-
DOCK_MAX_CLASH_OVERLAP	0.639053	-
DOCK_MAX_CLASH_OVERLAP	0.639030	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.241210	-
DOCK_PRE_RANK	4.194646	-
DOCK_PRE_RANK	3.003810	-
DOCK_PRE_RANK	2.171646	-
DOCK_PRIMARY_POSE_ID	1144	-
DOCK_PRIMARY_POSE_ID	6466	-
DOCK_PRIMARY_POSE_ID	11947	-
DOCK_PRIMARY_POSE_ID	13293	-
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_t02	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:THR137;A:TRP25;A:VAL9	-
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:LEU101;A:SER46;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:THR397;A:THR463	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CSc1nnc(-c2cccs2)n1Cc1ccccc1)NCc1ccc2c(c1)OCO2	-
DOCK_SCORE	-26.780800	-
DOCK_SCORE	-24.871200	-
DOCK_SCORE	-20.882900	-
DOCK_SCORE	-22.774100	-
DOCK_SCORE_INTER	-25.898600	-
DOCK_SCORE_INTER	-27.363600	-
DOCK_SCORE_INTER	-20.632800	-
DOCK_SCORE_INTER	-22.566200	-
DOCK_SCORE_INTER_KCAL	-6.185777	-
DOCK_SCORE_INTER_KCAL	-6.535686	-
DOCK_SCORE_INTER_KCAL	-4.928062	-
DOCK_SCORE_INTER_KCAL	-5.389847	-
DOCK_SCORE_INTER_NORM	-0.784806	-
DOCK_SCORE_INTER_NORM	-0.829199	-
DOCK_SCORE_INTER_NORM	-0.625237	-
DOCK_SCORE_INTER_NORM	-0.683825	-
DOCK_SCORE_INTRA	-0.882198	-
DOCK_SCORE_INTRA	2.492340	-
DOCK_SCORE_INTRA	-0.250063	-
DOCK_SCORE_INTRA	-0.207820	-
DOCK_SCORE_INTRA_KCAL	-0.210709	-
DOCK_SCORE_INTRA_KCAL	0.595285	-
DOCK_SCORE_INTRA_KCAL	-0.059727	-
DOCK_SCORE_INTRA_KCAL	-0.049637	-
DOCK_SCORE_INTRA_NORM	-0.026733	-
DOCK_SCORE_INTRA_NORM	0.075525	-
DOCK_SCORE_INTRA_NORM	-0.007578	-
DOCK_SCORE_INTRA_NORM	-0.006298	-
DOCK_SCORE_KCAL	-6.396487	-
DOCK_SCORE_KCAL	-5.940387	-
DOCK_SCORE_KCAL	-4.987797	-
DOCK_SCORE_KCAL	-5.439503	-
DOCK_SCORE_NORM	-0.811540	-
DOCK_SCORE_NORM	-0.753674	-
DOCK_SCORE_NORM	-0.632814	-
DOCK_SCORE_NORM	-0.690123	-
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	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C24H22N4O3S2	-
DOCK_SOURCE_FORMULA	C24H22N4O3S2	-
DOCK_SOURCE_FORMULA	C24H22N4O3S2	-
DOCK_SOURCE_FORMULA	C24H22N4O3S2	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_LOGP	4.580600	-
DOCK_SOURCE_LOGP	4.580600	-
DOCK_SOURCE_LOGP	4.580600	-
DOCK_SOURCE_LOGP	4.580600	-
DOCK_SOURCE_MW	478.599000	-
DOCK_SOURCE_MW	478.599000	-
DOCK_SOURCE_MW	478.599000	-
DOCK_SOURCE_MW	478.599000	-
DOCK_SOURCE_NAME	Z14345629	-
DOCK_SOURCE_NAME	Z14345629	-
DOCK_SOURCE_NAME	Z14345629	-
DOCK_SOURCE_NAME	Z14345629	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	78.270000	-
DOCK_SOURCE_TPSA	78.270000	-
DOCK_SOURCE_TPSA	78.270000	-
DOCK_SOURCE_TPSA	78.270000	-
DOCK_STRAIN_DELTA	19.900649	-
DOCK_STRAIN_DELTA	30.517519	-
DOCK_STRAIN_DELTA	28.273402	-
DOCK_STRAIN_DELTA	27.516970	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T02	-
DOCK_TARGET	T10	-
DOCK_TARGET	T18	-
DOCK_TARGET	T20	-
EXACT_MASS	478.1133325640001	Da
FORMULA	C24H22N4O3S2	-
HBA	7	-
HBD	1	-
LOGP	4.580600000000004	-
MOL_WEIGHT	478.5990000000001	g/mol
QED_SCORE	0.37364597273957695	-
ROTATABLE_BONDS	8	-
TPSA	78.27000000000001	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
T02	T02	selection_import_t02	1 native pose available	0.266049402089164	-26.7808	14	0.67	-	Best pose
T20	T20	selection_import_t20	1 native pose available	2.208024467598355	-22.7741	7	0.88	-	Best pose
T18	T18	selection_import_t18	1 native pose available	3.0414937734786935	-20.8829	8	0.62	-	Best pose
T10	T10	selection_import_t10	1 native pose available	4.2363630208353875	-24.8712	15	0.88	-	Best pose

T02 — T02 1 poses · report selection_import_t02

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	0.266049402089164	-0.784806	-26.7808	1	18	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 7 clashes; 1 protein contact clash	Open pose

T20 — T20 1 poses · report selection_import_t20

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
414	2.208024467598355	-0.683825	-22.7741	4	13	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 6 clashes; 1 protein clash; moderate strain Δ 27.5	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
426	3.0414937734786935	-0.625237	-20.8829	5	12	8	0.62	-	-	-	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 28.3	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
370	4.2363630208353875	-0.829199	-24.8712	15	16	15	0.88	0.54	0.55	0.64	-	no	geometry warning; 11 clashes; 2 protein clashes; high strain Δ 30.5	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

Z14345629

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