Compound detail

SMILES: Clc1cccc(/C=N/Nc2ncnc3c(Nc4cccc(OCCN5CCSCC5)c4)ncnc23)c1

Formula: C25H25ClN8OS | MW: 521.0500000000004

LogP: 4.690400000000003 | TPSA: 100.45

HBA/HBD: 10/2 | RotB: 9

InChIKey: HEKOFISWNAWUKA-IBBHUPRXSA-N

Recognized patterns

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

Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×6 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2 P-gp efflux flag

Functional group

Secondary amine Tertiary amine Chlorine Aryl ether Sulfide Imine Ether

Ring system

Benzene ×2 Pyrimidine ×2 Thiazine

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.649710	-
DOCK_BASE_INTER_RANK	-0.600381	-
DOCK_BASE_INTER_RANK	-0.679215	-
DOCK_BASE_INTER_RANK	-0.557739	-
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	13.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	14	-
DOCK_FINAL_RANK	5.825909	-
DOCK_FINAL_RANK	8.116023	-
DOCK_FINAL_RANK	8.958970	-
DOCK_FINAL_RANK	6.870322	-
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:ALA111	1	-
DOCK_IFP::A:ALA209	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ALA77	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ASN112	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP332	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS328	1	-
DOCK_IFP::A:GLN36	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU82	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE83	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP81	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR331	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO50	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:VAL49	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	0.678076	-
DOCK_MAX_CLASH_OVERLAP	0.679904	-
DOCK_MAX_CLASH_OVERLAP	0.718904	-
DOCK_MAX_CLASH_OVERLAP	0.679819	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_PRE_RANK	4.175063	-
DOCK_PRE_RANK	6.044430	-
DOCK_PRE_RANK	7.439860	-
DOCK_PRE_RANK	5.528546	-
DOCK_PRIMARY_POSE_ID	2310	-
DOCK_PRIMARY_POSE_ID	16516	-
DOCK_PRIMARY_POSE_ID	26561	-
DOCK_PRIMARY_POSE_ID	37793	-
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_T02	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T13	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T16	-
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:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE91;B:PRO50;B:TRP47;B:VAL49	-
DOCK_RESIDUE_CONTACTS	A:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:CYS328;A:GLU274;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PRO275;A:SER200;A:TYR331;A:TYR389	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU82;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TRP81;A:TYR210;A:VAL88	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3cccc(OCCN4CCSCC4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3cccc(OCCN4CCSCC4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3cccc(OCCN4CCSCC4)c3)ncnc12)c1ccccc1	-
DOCK_SCAFFOLD	C(=NNc1ncnc2c(Nc3cccc(OCCN4CCSCC4)c3)ncnc12)c1ccccc1	-
DOCK_SCORE	-18.667100	-
DOCK_SCORE	-17.461200	-
DOCK_SCORE	-21.506500	-
DOCK_SCORE	-19.762300	-
DOCK_SCORE_INTER	-23.389600	-
DOCK_SCORE_INTER	-21.613700	-
DOCK_SCORE_INTER	-24.451700	-
DOCK_SCORE_INTER	-20.078600	-
DOCK_SCORE_INTER_KCAL	-5.586512	-
DOCK_SCORE_INTER_KCAL	-5.162346	-
DOCK_SCORE_INTER_KCAL	-5.840191	-
DOCK_SCORE_INTER_KCAL	-4.795693	-
DOCK_SCORE_INTER_NORM	-0.649710	-
DOCK_SCORE_INTER_NORM	-0.600381	-
DOCK_SCORE_INTER_NORM	-0.679215	-
DOCK_SCORE_INTER_NORM	-0.557739	-
DOCK_SCORE_INTRA	4.722430	-
DOCK_SCORE_INTRA	4.122280	-
DOCK_SCORE_INTRA	2.945200	-
DOCK_SCORE_INTRA	0.316266	-
DOCK_SCORE_INTRA_KCAL	1.127934	-
DOCK_SCORE_INTRA_KCAL	0.984590	-
DOCK_SCORE_INTRA_KCAL	0.703449	-
DOCK_SCORE_INTRA_KCAL	0.075539	-
DOCK_SCORE_INTRA_NORM	0.131179	-
DOCK_SCORE_INTRA_NORM	0.114508	-
DOCK_SCORE_INTRA_NORM	0.081811	-
DOCK_SCORE_INTRA_NORM	0.008785	-
DOCK_SCORE_KCAL	-4.458562	-
DOCK_SCORE_KCAL	-4.170538	-
DOCK_SCORE_KCAL	-5.136741	-
DOCK_SCORE_KCAL	-4.720146	-
DOCK_SCORE_NORM	-0.518531	-
DOCK_SCORE_NORM	-0.485034	-
DOCK_SCORE_NORM	-0.597404	-
DOCK_SCORE_NORM	-0.548954	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.030243	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000840	-
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_T02_top1000.sdf	-
DOCK_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FILE	results_T13_top1000.sdf	-
DOCK_SOURCE_FILE	results_T16_top1000.sdf	-
DOCK_SOURCE_FORMULA	C25H25ClN8OS	-
DOCK_SOURCE_FORMULA	C25H25ClN8OS	-
DOCK_SOURCE_FORMULA	C25H25ClN8OS	-
DOCK_SOURCE_FORMULA	C25H25ClN8OS	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBA	10.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_HEAVY_ATOMS	36.000000	-
DOCK_SOURCE_LOGP	4.690400	-
DOCK_SOURCE_LOGP	4.690400	-
DOCK_SOURCE_LOGP	4.690400	-
DOCK_SOURCE_LOGP	4.690400	-
DOCK_SOURCE_MW	521.050000	-
DOCK_SOURCE_MW	521.050000	-
DOCK_SOURCE_MW	521.050000	-
DOCK_SOURCE_MW	521.050000	-
DOCK_SOURCE_NAME	OHD_MAC_26	-
DOCK_SOURCE_NAME	OHD_MAC_26	-
DOCK_SOURCE_NAME	OHD_MAC_26	-
DOCK_SOURCE_NAME	OHD_MAC_26	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	100.450000	-
DOCK_SOURCE_TPSA	100.450000	-
DOCK_SOURCE_TPSA	100.450000	-
DOCK_SOURCE_TPSA	100.450000	-
DOCK_STRAIN_DELTA	39.514093	-
DOCK_STRAIN_DELTA	46.526548	-
DOCK_STRAIN_DELTA	37.318500	-
DOCK_STRAIN_DELTA	34.362929	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T02	-
DOCK_TARGET	T09	-
DOCK_TARGET	T13	-
DOCK_TARGET	T16	-
EXACT_MASS	520.1560561000001	Da
FORMULA	C25H25ClN8OS	-
HBA	10	-
HBD	2	-
LOGP	4.690400000000003	-
MOL_WEIGHT	521.0500000000004	g/mol
QED_SCORE	0.24021483133190488	-
ROTATABLE_BONDS	9	-
TPSA	100.45	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
T02	T02	dockmulti_91311c650f2e_T02	4 native pose available	5.825908708628535	-18.6671	17	0.81	-	Best pose
T16	T16	dockmulti_91311c650f2e_T16	4 native pose available	6.870321733375402	-19.7623	9	0.75	-	Best pose
T09	T09	dockmulti_91311c650f2e_T09	2 native pose available	8.116023195184516	-17.4612	8	0.38	-	Best pose
T13	T13	dockmulti_91311c650f2e_T13	4 native pose available	8.958969797044404	-21.5065	16	0.84	-	Best pose

T02 — T02 4 poses · report dockmulti_91311c650f2e_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
2310	5.825908708628535	-0.64971	-18.6671	0	21	17	0.81	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 6 protein contact clashes; high strain Δ 39.5	Open pose
2308	6.626389575561139	-0.764599	-23.5345	2	17	14	0.67	0.20	0.20	0.20	-	no	geometry warning; 16 clashes; 8 protein contact clashes; high strain Δ 40.5	Open pose
2311	10.696089840028915	-0.783533	-24.9492	5	19	15	0.71	0.00	0.20	0.20	-	yes	excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 45.5	Open pose
2309	11.436404437618762	-0.827759	-21.9922	5	21	16	0.76	0.20	0.40	0.40	-	yes	excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 37.6	Open pose

T16 — T16 4 poses · report dockmulti_91311c650f2e_T16

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
3152	6.870321733375402	-0.557739	-19.7623	4	15	9	0.75	-	-	-	-	no	geometry warning; 14 clashes; 10 protein contact clashes; high strain Δ 34.4	Open pose
3154	11.19188595623392	-0.601709	-14.8051	3	15	10	0.83	-	-	-	-	yes	excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 38.0	Open pose
3153	12.604935622414184	-0.482364	-5.50888	4	15	5	0.42	-	-	-	-	yes	excluded; geometry warning; 17 clashes; 3 protein clashes; high normalized intra; high strain Δ 45.4	Open pose
3155	13.136139902746507	-0.680116	-24.0446	4	19	9	0.75	-	-	-	-	yes	excluded; geometry warning; 15 clashes; 4 protein clashes; high strain Δ 47.0	Open pose

T09 — T09 2 poses · report dockmulti_91311c650f2e_T09

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
1319	8.116023195184516	-0.600381	-17.4612	2	12	8	0.38	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 12 protein contact clashes; high strain Δ 46.5	Open pose
1320	7.144697201093516	-0.66438	-23.2682	4	17	16	0.76	0.29	0.17	0.17	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 28.2	Open pose

T13 — T13 4 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
1112	8.958969797044404	-0.679215	-21.5065	10	19	16	0.84	0.56	0.57	0.57	-	no	geometry warning; 14 clashes; 17 protein contact clashes; high strain Δ 37.3	Open pose
1111	9.154012993422636	-0.790874	-21.8518	9	23	15	0.79	0.56	0.57	0.57	-	no	geometry warning; 17 clashes; 15 protein contact clashes; high strain Δ 42.7	Open pose
1110	13.494986240004152	-0.778033	-22.8904	12	21	16	0.84	0.56	0.57	0.57	-	yes	excluded; geometry warning; 18 clashes; 2 protein clashes; high strain Δ 46.2	Open pose
1113	13.996316682324466	-0.935175	-30.3559	12	21	15	0.79	0.56	0.71	0.71	-	yes	excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 47.0	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

OHD_MAC_26

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