Compound detail

SMILES: CCn1c(CSc2nc3ccccc3s2)nnc1SCC(=O)c1ccc(O)c(O)c1

Formula: C20H18N4O3S3 | MW: 458.59000000000015

LogP: 4.5862000000000025 | TPSA: 101.13000000000001

HBA/HBD: 9/2 | RotB: 8

InChIKey: APBXJKZUYAAVJS-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Phenol Clear highlight

Bio motif

Catechol H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 PAINS — catechol

Functional group

Carbonyl Ketone Phenol ×2 Sulfide ×2

Ring system

Benzene ×2 Benzothiazole Thiazole

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.839972	-
DOCK_BASE_INTER_RANK	-0.927956	-
DOCK_BASE_INTER_RANK	-0.545333	-
DOCK_BASE_INTER_RANK	-0.886151	-
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	9.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	3.643947	-
DOCK_FINAL_RANK	4.193927	-
DOCK_FINAL_RANK	3.468206	-
DOCK_FINAL_RANK	4.789428	-
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:ALA212	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET471	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY72	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:MET75	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:SER43	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:TYR46	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	0.624291	-
DOCK_MAX_CLASH_OVERLAP	0.624584	-
DOCK_MAX_CLASH_OVERLAP	0.624246	-
DOCK_MAX_CLASH_OVERLAP	0.624288	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	3	-
DOCK_POSE_COUNT	3	-
DOCK_PRE_RANK	2.713489	-
DOCK_PRE_RANK	2.905756	-
DOCK_PRE_RANK	2.920711	-
DOCK_PRE_RANK	3.845925	-
DOCK_PRIMARY_POSE_ID	7707	-
DOCK_PRIMARY_POSE_ID	11709	-
DOCK_PRIMARY_POSE_ID	48980	-
DOCK_PRIMARY_POSE_ID	51839	-
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_T04	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T07	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T21	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA212;A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY214;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:GLU467;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER395;A:SER464;A:SER470;A:THR397;A:THR463	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG140;A:ARG141;A:ASN103;A:HIS102;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER43;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	O=C(CSc1nnc(CSc2nc3ccccc3s2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(CSc2nc3ccccc3s2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(CSc2nc3ccccc3s2)[nH]1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(CSc1nnc(CSc2nc3ccccc3s2)[nH]1)c1ccccc1	-
DOCK_SCORE	-24.243000	-
DOCK_SCORE	-25.236200	-
DOCK_SCORE	-14.902100	-
DOCK_SCORE	-21.913200	-
DOCK_SCORE_INTER	-25.199100	-
DOCK_SCORE_INTER	-27.838700	-
DOCK_SCORE_INTER	-16.360000	-
DOCK_SCORE_INTER	-26.584500	-
DOCK_SCORE_INTER_KCAL	-6.018704	-
DOCK_SCORE_INTER_KCAL	-6.649162	-
DOCK_SCORE_INTER_KCAL	-3.907521	-
DOCK_SCORE_INTER_KCAL	-6.349601	-
DOCK_SCORE_INTER_NORM	-0.839972	-
DOCK_SCORE_INTER_NORM	-0.927956	-
DOCK_SCORE_INTER_NORM	-0.545333	-
DOCK_SCORE_INTER_NORM	-0.886151	-
DOCK_SCORE_INTRA	0.956197	-
DOCK_SCORE_INTRA	2.602540	-
DOCK_SCORE_INTRA	1.457870	-
DOCK_SCORE_INTRA	4.671380	-
DOCK_SCORE_INTRA_KCAL	0.228384	-
DOCK_SCORE_INTRA_KCAL	0.621606	-
DOCK_SCORE_INTRA_KCAL	0.348206	-
DOCK_SCORE_INTRA_KCAL	1.115740	-
DOCK_SCORE_INTRA_NORM	0.031873	-
DOCK_SCORE_INTRA_NORM	0.086751	-
DOCK_SCORE_INTRA_NORM	0.048595	-
DOCK_SCORE_INTRA_NORM	0.155713	-
DOCK_SCORE_KCAL	-5.790344	-
DOCK_SCORE_KCAL	-6.027565	-
DOCK_SCORE_KCAL	-3.559307	-
DOCK_SCORE_KCAL	-5.233880	-
DOCK_SCORE_NORM	-0.808098	-
DOCK_SCORE_NORM	-0.841205	-
DOCK_SCORE_NORM	-0.496737	-
DOCK_SCORE_NORM	-0.730438	-
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	results_T04_top1000.sdf	-
DOCK_SOURCE_FILE	results_T07_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
DOCK_SOURCE_FILE	results_T21_top1000.sdf	-
DOCK_SOURCE_FORMULA	C20H18N4O3S3	-
DOCK_SOURCE_FORMULA	C20H18N4O3S3	-
DOCK_SOURCE_FORMULA	C20H18N4O3S3	-
DOCK_SOURCE_FORMULA	C20H18N4O3S3	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_LOGP	4.586200	-
DOCK_SOURCE_LOGP	4.586200	-
DOCK_SOURCE_LOGP	4.586200	-
DOCK_SOURCE_LOGP	4.586200	-
DOCK_SOURCE_MW	458.590000	-
DOCK_SOURCE_MW	458.590000	-
DOCK_SOURCE_MW	458.590000	-
DOCK_SOURCE_MW	458.590000	-
DOCK_SOURCE_NAME	Z20255081	-
DOCK_SOURCE_NAME	Z20255081	-
DOCK_SOURCE_NAME	Z20255081	-
DOCK_SOURCE_NAME	Z20255081	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	101.130000	-
DOCK_SOURCE_TPSA	101.130000	-
DOCK_SOURCE_TPSA	101.130000	-
DOCK_SOURCE_TPSA	101.130000	-
DOCK_STRAIN_DELTA	27.507640	-
DOCK_STRAIN_DELTA	33.469519	-
DOCK_STRAIN_DELTA	21.124923	-
DOCK_STRAIN_DELTA	27.725054	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T04	-
DOCK_TARGET	T07	-
DOCK_TARGET	T20	-
DOCK_TARGET	T21	-
EXACT_MASS	458.05410343600005	Da
FORMULA	C20H18N4O3S3	-
HBA	9	-
HBD	2	-
LOGP	4.5862000000000025	-
MOL_WEIGHT	458.59000000000015	g/mol
QED_SCORE	0.22465249772934234	-
ROTATABLE_BONDS	8	-
TPSA	101.13000000000001	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
T20	T20	dockmulti_91311c650f2e_T20	3 native pose available	3.4682060112592965	-14.9021	7	0.88	-	Best pose
T04	T04	dockmulti_91311c650f2e_T04	3 native pose available	3.643947498485026	-24.243	12	0.63	-	Best pose
T07	T07	dockmulti_91311c650f2e_T07	3 native pose available	4.1939269832523465	-25.2362	12	0.63	-	Best pose
T21	T21	dockmulti_91311c650f2e_T21	3 native pose available	4.78942812688077	-21.9132	13	0.93	-	Best pose

T20 — T20 3 poses · report dockmulti_91311c650f2e_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	RMSD	Excluded	Notes
2015	3.4682060112592965	-0.545333	-14.9021	4	12	7	0.88	-	no	geometry warning; 8 clashes; 5 protein contact clashes; high strain Δ 21.1	Open pose
2013	5.698126131080314	-0.65996	-17.4537	6	10	7	0.88	-	yes	excluded; geometry warning; 8 clashes; 1 protein clash; high strain Δ 21.6	Open pose
2014	8.731483174774025	-0.586029	-12.7625	9	10	7	0.88	-	yes	excluded; geometry warning; 7 clashes; 4 protein clashes; high strain Δ 28.7	Open pose

T04 — T04 3 poses · report dockmulti_91311c650f2e_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
1120	3.643947498485026	-0.839972	-24.243	2	13	12	0.63	0.00	0.00	0.00	-	no	geometry warning; 9 clashes; 5 protein contact clashes; high strain Δ 27.5	Open pose
1121	6.44328894203041	-0.762319	-19.2746	6	15	11	0.58	0.00	0.00	0.00	-	yes	excluded; geometry warning; 8 clashes; 2 protein clashes; high strain Δ 27.1	Open pose
1122	8.790750180079192	-0.786824	-21.257	6	13	12	0.63	0.33	0.20	0.40	-	yes	excluded; geometry warning; 9 clashes; 3 protein clashes; high strain Δ 22.9	Open pose

T07 — T07 3 poses · report dockmulti_91311c650f2e_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
1271	4.1939269832523465	-0.927956	-25.2362	2	15	12	0.63	0.00	0.00	0.00	-	no	geometry warning; 7 clashes; 7 protein contact clashes; high strain Δ 33.5	Open pose
1272	4.855860591429698	-0.931254	-28.2839	3	15	15	0.79	0.17	0.20	0.40	-	yes	excluded; geometry warning; 8 clashes; 1 protein clash; high strain Δ 21.9	Open pose
1270	9.483131774761153	-1.19533	-34.8331	9	17	13	0.68	0.50	0.40	0.40	-	yes	excluded; geometry warning; 8 clashes; 3 protein clashes; high strain Δ 36.7	Open pose

T21 — T21 3 poses · report dockmulti_91311c650f2e_T21

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
1983	4.78942812688077	-0.886151	-21.9132	8	18	13	0.93	0.33	0.44	0.62	-	no	geometry warning; 7 clashes; 10 protein contact clashes; high strain Δ 27.7	Open pose
1985	6.003412359709169	-0.76761	-19.0395	12	17	13	0.93	0.50	0.56	0.75	-	no	geometry warning; 7 clashes; 15 protein contact clashes; high strain Δ 24.6	Open pose
1984	11.040485967616378	-0.80145	-22.2689	10	14	10	0.71	0.42	0.33	0.38	-	yes	excluded; geometry warning; 10 clashes; 3 protein clashes; high strain Δ 33.6	Open pose

Heterocycles & Functional Groups

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

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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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⚗ AI Structural Analysis

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Edit compound

Z20255081

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