Compound detail

SMILES: O=C(CCCN1C(=O)/C(=C/c2cccs2)SC1=S)Nc1ccc(O)cc1

Formula: C18H16N2O3S3 | MW: 404.538

LogP: 4.073800000000003 | TPSA: 69.64

HBA/HBD: 6/2 | RotB: 6

InChIKey: PWJJIPLEGRVLQL-PTNGSMBKSA-N

Recognized patterns

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

Highlighted: 1 pattern Dithiocarbamate Clear highlight

Bio motif

Acrylamide Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×2 H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Secondary amine Phenol Tertiary amine Lactam Sulfide Enone Dithiocarbamate Thioamide Alkene

Ring system

Benzene Thiophene

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.988078	-
DOCK_BASE_INTER_RANK	-1.218380	-
DOCK_BASE_INTER_RANK	-0.891734	-
DOCK_BASE_INTER_RANK	-0.898197	-
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	9.000000	-
DOCK_CLASH_COUNT	4.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	11	-
DOCK_FINAL_RANK	3.443478	-
DOCK_FINAL_RANK	2.498456	-
DOCK_FINAL_RANK	2.832111	-
DOCK_FINAL_RANK	3.357950	-
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:ALA34	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASN327	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP332	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS328	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY199	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY393	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE51	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:THR184	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR331	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:TYR57	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	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	0.612354	-
DOCK_MAX_CLASH_OVERLAP	0.612355	-
DOCK_MAX_CLASH_OVERLAP	0.612356	-
DOCK_MAX_CLASH_OVERLAP	0.612395	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	2.847097	-
DOCK_PRE_RANK	1.622878	-
DOCK_PRE_RANK	2.501067	-
DOCK_PRE_RANK	2.983024	-
DOCK_PRIMARY_POSE_ID	10310	-
DOCK_PRIMARY_POSE_ID	15043	-
DOCK_PRIMARY_POSE_ID	22822	-
DOCK_PRIMARY_POSE_ID	27902	-
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	dockmulti_91311c650f2e_T06	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T11	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T13	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:THR86;A:TYR57;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ALA111;A:ARG154;A:ARG277;A:ASN327;A:ASP332;A:ASP88;A:CYS328;A:GLU274;A:GLY199;A:GLY237;A:GLY393;A:HIS197;A:LYS69;A:SER200;A:TYR331;A:TYR389	-
DOCK_SCAFFOLD	O=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCCN1C(=O)C(=Cc2cccs2)SC1=S)Nc1ccccc1	-
DOCK_SCORE	-24.402200	-
DOCK_SCORE	-29.703600	-
DOCK_SCORE	-20.062000	-
DOCK_SCORE	-24.155300	-
DOCK_SCORE_INTER	-25.690000	-
DOCK_SCORE_INTER	-31.677900	-
DOCK_SCORE_INTER	-23.185100	-
DOCK_SCORE_INTER	-23.353100	-
DOCK_SCORE_INTER_KCAL	-6.135954	-
DOCK_SCORE_INTER_KCAL	-7.566140	-
DOCK_SCORE_INTER_KCAL	-5.537668	-
DOCK_SCORE_INTER_KCAL	-5.577795	-
DOCK_SCORE_INTER_NORM	-0.988078	-
DOCK_SCORE_INTER_NORM	-1.218380	-
DOCK_SCORE_INTER_NORM	-0.891734	-
DOCK_SCORE_INTER_NORM	-0.898197	-
DOCK_SCORE_INTRA	1.287880	-
DOCK_SCORE_INTRA	1.416010	-
DOCK_SCORE_INTRA	3.123040	-
DOCK_SCORE_INTRA	-0.802164	-
DOCK_SCORE_INTRA_KCAL	0.307605	-
DOCK_SCORE_INTRA_KCAL	0.338208	-
DOCK_SCORE_INTRA_KCAL	0.745926	-
DOCK_SCORE_INTRA_KCAL	-0.191594	-
DOCK_SCORE_INTRA_NORM	0.049534	-
DOCK_SCORE_INTRA_NORM	0.054462	-
DOCK_SCORE_INTRA_NORM	0.120117	-
DOCK_SCORE_INTRA_NORM	-0.030853	-
DOCK_SCORE_KCAL	-5.828368	-
DOCK_SCORE_KCAL	-7.094586	-
DOCK_SCORE_KCAL	-4.791728	-
DOCK_SCORE_KCAL	-5.769397	-
DOCK_SCORE_NORM	-0.938544	-
DOCK_SCORE_NORM	-1.142450	-
DOCK_SCORE_NORM	-0.771617	-
DOCK_SCORE_NORM	-0.929050	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.558362	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.021476	-
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	results_T06_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T11_top1000.sdf	-
DOCK_SOURCE_FILE	results_T13_top1000.sdf	-
DOCK_SOURCE_FORMULA	C18H16N2O3S3	-
DOCK_SOURCE_FORMULA	C18H16N2O3S3	-
DOCK_SOURCE_FORMULA	C18H16N2O3S3	-
DOCK_SOURCE_FORMULA	C18H16N2O3S3	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
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	4.073800	-
DOCK_SOURCE_LOGP	4.073800	-
DOCK_SOURCE_LOGP	4.073800	-
DOCK_SOURCE_LOGP	4.073800	-
DOCK_SOURCE_MW	404.538000	-
DOCK_SOURCE_MW	404.538000	-
DOCK_SOURCE_MW	404.538000	-
DOCK_SOURCE_MW	404.538000	-
DOCK_SOURCE_NAME	Z56838410	-
DOCK_SOURCE_NAME	Z56838410	-
DOCK_SOURCE_NAME	Z56838410	-
DOCK_SOURCE_NAME	Z56838410	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	69.640000	-
DOCK_SOURCE_TPSA	69.640000	-
DOCK_SOURCE_TPSA	69.640000	-
DOCK_SOURCE_TPSA	69.640000	-
DOCK_STRAIN_DELTA	21.939692	-
DOCK_STRAIN_DELTA	26.592973	-
DOCK_STRAIN_DELTA	17.517390	-
DOCK_STRAIN_DELTA	18.248764	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T06	-
DOCK_TARGET	T08	-
DOCK_TARGET	T11	-
DOCK_TARGET	T13	-
EXACT_MASS	404.032305372	Da
FORMULA	C18H16N2O3S3	-
HBA	6	-
HBD	2	-
LOGP	4.073800000000003	-
MOL_WEIGHT	404.538	g/mol
QED_SCORE	0.4314119235751442	-
ROTATABLE_BONDS	6	-
TPSA	69.64	A^2

Samples

Batch	Amount	Purity	State

Containers

Name	Location	QR

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	dockmulti_91311c650f2e_T08	2 native pose available	2.49845620085653	-29.7036	11	0.58	-	Best pose
T11	T11	dockmulti_91311c650f2e_T11	2 native pose available	2.8321107826460645	-20.062	13	0.72	-	Best pose
T13	T13	dockmulti_91311c650f2e_T13	2 native pose available	3.357950100826238	-24.1553	12	0.63	-	Best pose
T06	T06	dockmulti_91311c650f2e_T06	2 native pose available	3.443478328376499	-24.4022	16	0.76	-	Best pose

T08 — T08 2 poses · report dockmulti_91311c650f2e_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
2190	2.49845620085653	-1.21838	-29.7036	7	14	11	0.58	0.33	0.40	0.60	-	no	geometry warning; 6 clashes; 4 protein contact clashes; high strain Δ 26.6	Open pose
2191	2.7279237487927914	-1.22359	-30.2501	7	16	15	0.79	0.50	0.40	0.60	-	no	geometry warning; 7 clashes; 6 protein contact clashes; moderate strain Δ 17.3	Open pose

T11 — T11 2 poses · report dockmulti_91311c650f2e_T11

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
2306	2.8321107826460645	-0.891734	-20.062	4	14	13	0.72	0.40	0.40	0.75	-	no	geometry warning; 9 clashes; 4 protein contact clashes; moderate strain Δ 17.5	Open pose
2307	5.021844140425047	-0.814942	-22.0214	5	13	13	0.72	0.60	0.60	0.75	-	yes	excluded; geometry warning; 5 clashes; 1 protein clash; moderate strain Δ 19.3	Open pose

T13 — T13 2 poses · report dockmulti_91311c650f2e_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
2453	3.357950100826238	-0.898197	-24.1553	6	16	12	0.63	0.22	0.29	0.29	-	no	geometry warning; 4 clashes; 9 protein contact clashes; moderate strain Δ 18.2	Open pose
2454	3.673307905439357	-1.03562	-27.883	5	18	15	0.79	0.33	0.43	0.43	-	no	geometry warning; 5 clashes; 9 protein contact clashes; moderate strain Δ 19.8	Open pose

T06 — T06 2 poses · report dockmulti_91311c650f2e_T06

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
1731	3.443478328376499	-0.988078	-24.4022	1	19	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 7 clashes; 7 protein contact clashes; high strain Δ 21.9	Open pose
1732	4.8530682191239904	-0.774103	-16.1097	1	15	13	0.62	0.00	0.00	0.00	-	no	geometry warning; 4 clashes; 14 protein contact clashes; moderate strain Δ 16.1	Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.

Loading PharmaFP-250 analysis…

Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.

Loading…

⚗ AI Structural Analysis

Expert medicinal chemistry analysis powered by Claude.

Click Run Analysis to generate an AI-powered structural decomposition.
Requires ANTHROPIC_API_KEY environment variable.

Edit compound

Z56838410

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Samples

Containers

Docking across targets

Heterocycles & Functional Groups

Heterocycles

Functional Groups

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer

⚗ AI Structural Analysis