Compound detail

SMILES: Cc1ccc(Nc2nc(N)nc(CS[C@@H](C)C(=O)NCc3ccccc3Cl)n2)cc1

Formula: C21H23ClN6OS | MW: 442.9760000000001

LogP: 4.097320000000002 | TPSA: 105.82000000000001

HBA/HBD: 7/3 | RotB: 8

InChIKey: UGGYRZIPPNMWNE-AWEZNQCLSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Primary amine Secondary amine ×2 Chlorine Sulfide

Ring system

Benzene ×2 Triazine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.879344	-
DOCK_BASE_INTER_RANK	-1.067900	-
DOCK_BASE_INTER_RANK	-0.743596	-
DOCK_BASE_INTER_RANK	-0.624042	-
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	10.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	8.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	1.123432	-
DOCK_FINAL_RANK	1.000146	-
DOCK_FINAL_RANK	2.297971	-
DOCK_FINAL_RANK	1.712446	-
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:ALA212	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY112	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE135	1	-
DOCK_IFP::A:PHE180	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL136	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	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	0.614809	-
DOCK_MAX_CLASH_OVERLAP	0.614774	-
DOCK_MAX_CLASH_OVERLAP	0.614801	-
DOCK_MAX_CLASH_OVERLAP	0.614773	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.086846	-
DOCK_PRE_RANK	0.981541	-
DOCK_PRE_RANK	2.269351	-
DOCK_PRE_RANK	1.679053	-
DOCK_PRIMARY_POSE_ID	625	-
DOCK_PRIMARY_POSE_ID	5368	-
DOCK_PRIMARY_POSE_ID	12169	-
DOCK_PRIMARY_POSE_ID	13520	-
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_t01	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE135;A:PHE180;A:PHE32;A:PHE35;A:PRO27;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL136;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA212;A:ARG14;A:ASP161;A:GLY205;A:LEU208;A:LEU263;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:GLY112;A:GLY13;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:TRP21;A:TYR110	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:SER395;A:THR397	-
DOCK_SCAFFOLD	O=C(CSCc1ncnc(Nc2ccccc2)n1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CSCc1ncnc(Nc2ccccc2)n1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CSCc1ncnc(Nc2ccccc2)n1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CSCc1ncnc(Nc2ccccc2)n1)NCc1ccccc1	-
DOCK_SCORE	-15.790800	-
DOCK_SCORE	-29.938700	-
DOCK_SCORE	-18.228800	-
DOCK_SCORE	-13.761200	-
DOCK_SCORE_INTER	-26.380300	-
DOCK_SCORE_INTER	-32.037000	-
DOCK_SCORE_INTER	-22.307900	-
DOCK_SCORE_INTER	-18.721300	-
DOCK_SCORE_INTER_KCAL	-6.300829	-
DOCK_SCORE_INTER_KCAL	-7.651909	-
DOCK_SCORE_INTER_KCAL	-5.328153	-
DOCK_SCORE_INTER_KCAL	-4.471508	-
DOCK_SCORE_INTER_NORM	-0.879344	-
DOCK_SCORE_INTER_NORM	-1.067900	-
DOCK_SCORE_INTER_NORM	-0.743596	-
DOCK_SCORE_INTER_NORM	-0.624042	-
DOCK_SCORE_INTRA	10.589600	-
DOCK_SCORE_INTRA	2.098240	-
DOCK_SCORE_INTRA	4.079060	-
DOCK_SCORE_INTRA	4.932170	-
DOCK_SCORE_INTRA_KCAL	2.529284	-
DOCK_SCORE_INTRA_KCAL	0.501156	-
DOCK_SCORE_INTRA_KCAL	0.974267	-
DOCK_SCORE_INTRA_KCAL	1.178029	-
DOCK_SCORE_INTRA_NORM	0.352985	-
DOCK_SCORE_INTRA_NORM	0.069941	-
DOCK_SCORE_INTRA_NORM	0.135969	-
DOCK_SCORE_INTRA_NORM	0.164406	-
DOCK_SCORE_KCAL	-3.771569	-
DOCK_SCORE_KCAL	-7.150739	-
DOCK_SCORE_KCAL	-4.353876	-
DOCK_SCORE_KCAL	-3.286808	-
DOCK_SCORE_NORM	-0.526359	-
DOCK_SCORE_NORM	-0.997957	-
DOCK_SCORE_NORM	-0.607628	-
DOCK_SCORE_NORM	-0.458707	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.027879	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000929	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_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	C21H23ClN6OS	-
DOCK_SOURCE_FORMULA	C21H23ClN6OS	-
DOCK_SOURCE_FORMULA	C21H23ClN6OS	-
DOCK_SOURCE_FORMULA	C21H23ClN6OS	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
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	4.097320	-
DOCK_SOURCE_LOGP	4.097320	-
DOCK_SOURCE_LOGP	4.097320	-
DOCK_SOURCE_LOGP	4.097320	-
DOCK_SOURCE_MW	442.976000	-
DOCK_SOURCE_MW	442.976000	-
DOCK_SOURCE_MW	442.976000	-
DOCK_SOURCE_MW	442.976000	-
DOCK_SOURCE_NAME	Z135082068	-
DOCK_SOURCE_NAME	Z135082068	-
DOCK_SOURCE_NAME	Z135082068	-
DOCK_SOURCE_NAME	Z135082068	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	105.820000	-
DOCK_SOURCE_TPSA	105.820000	-
DOCK_SOURCE_TPSA	105.820000	-
DOCK_SOURCE_TPSA	105.820000	-
DOCK_STRAIN_DELTA	27.638089	-
DOCK_STRAIN_DELTA	14.665366	-
DOCK_STRAIN_DELTA	22.619347	-
DOCK_STRAIN_DELTA	25.720292	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T08	-
DOCK_TARGET	T18	-
DOCK_TARGET	T20	-
EXACT_MASS	442.1342580360001	Da
FORMULA	C21H23ClN6OS	-
HBA	7	-
HBD	3	-
LOGP	4.097320000000002	-
MOL_WEIGHT	442.9760000000001	g/mol
QED_SCORE	0.48181726347255627	-
ROTATABLE_BONDS	8	-
TPSA	105.82000000000001	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	1.0001462219980781	-29.9387	11	0.58	-	Best pose
T01	T01	selection_import_t01	1 native pose available	1.1234315118959386	-15.7908	15	0.71	-	Best pose
T20	T20	selection_import_t20	1 native pose available	1.712445518595198	-13.7612	5	0.62	-	Best pose
T18	T18	selection_import_t18	1 native pose available	2.2979713944991356	-18.2288	10	0.77	-	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
627	1.0001462219980781	-1.0679	-29.9387	7	16	11	0.58	0.83	0.80	0.80	-	no	geometry warning; 10 clashes; 6 protein contact clashes; 5 cofactor-context clashes	Open pose

T01 — T01 1 poses · report selection_import_t01

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
625	1.1234315118959386	-0.879344	-15.7908	7	22	15	0.71	0.20	0.20	0.20	-	no	geometry warning; 10 clashes; 5 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 27.6	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
641	1.712445518595198	-0.624042	-13.7612	6	8	5	0.62	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 6 protein contact clashes; moderate strain Δ 25.7	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
648	2.2979713944991356	-0.743596	-18.2288	5	13	10	0.77	-	-	-	-	no	geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 22.6	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

Z135082068

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