Compound detail

SMILES: O=C1COc2ccc(C(=O)CSc3nnc(-c4ccccc4)c(-c4ccccc4)n3)cc2N1

Formula: C25H18N4O3S | MW: 454.51100000000014

LogP: 4.5115000000000025 | TPSA: 94.07

HBA/HBD: 7/1 | RotB: 6

InChIKey: IJPISJNZOMRBNO-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Aryl ether Clear highlight

Bio motif

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 ×3 Metal chelator

Functional group

Carbonyl ×2 Amide Ketone Secondary amine Lactam Aryl ether Sulfide Ether

Ring system

Benzene ×3 Benzomorpholine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.650120	-
DOCK_BASE_INTER_RANK	-0.831698	-
DOCK_BASE_INTER_RANK	-0.762646	-
DOCK_BASE_INTER_RANK	-0.894589	-
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	17.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	21	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	4.388182	-
DOCK_FINAL_RANK	5.850085	-
DOCK_FINAL_RANK	1.915764	-
DOCK_FINAL_RANK	3.739628	-
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:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG137	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS138	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PRO115	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR114	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL58	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:PRO12	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	0.721908	-
DOCK_MAX_CLASH_OVERLAP	0.721916	-
DOCK_MAX_CLASH_OVERLAP	0.721896	-
DOCK_MAX_CLASH_OVERLAP	0.721965	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	5.820555	-
DOCK_PRE_RANK	4.354053	-
DOCK_PRE_RANK	1.889027	-
DOCK_PRE_RANK	3.723065	-
DOCK_PRIMARY_POSE_ID	14052	-
DOCK_PRIMARY_POSE_ID	3162	-
DOCK_PRIMARY_POSE_ID	12035	-
DOCK_PRIMARY_POSE_ID	6571	-
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_t10	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:HIS11;B:PRO12;B:SER71;B:TYR46	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58	-
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:SER46;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:SER112;A:SER227;A:TYR114;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_SCAFFOLD	O=C1COc2ccc(C(=O)CSc3nnc(-c4ccccc4)c(-c4ccccc4)n3)cc2N1	-
DOCK_SCAFFOLD	O=C1COc2ccc(C(=O)CSc3nnc(-c4ccccc4)c(-c4ccccc4)n3)cc2N1	-
DOCK_SCAFFOLD	O=C1COc2ccc(C(=O)CSc3nnc(-c4ccccc4)c(-c4ccccc4)n3)cc2N1	-
DOCK_SCAFFOLD	O=C1COc2ccc(C(=O)CSc3nnc(-c4ccccc4)c(-c4ccccc4)n3)cc2N1	-
DOCK_SCORE	-22.058800	-
DOCK_SCORE	-28.196000	-
DOCK_SCORE	-17.964700	-
DOCK_SCORE	-19.394200	-
DOCK_SCORE_INTER	-25.167300	-
DOCK_SCORE_INTER	-21.453900	-
DOCK_SCORE_INTER	-27.446000	-
DOCK_SCORE_INTER	-29.521400	-
DOCK_SCORE_INTER_KCAL	-7.051068	-
DOCK_SCORE_INTER_KCAL	-6.011109	-
DOCK_SCORE_INTER_KCAL	-6.555367	-
DOCK_SCORE_INTER_KCAL	-5.124178	-
DOCK_SCORE_INTER_NORM	-0.831698	-
DOCK_SCORE_INTER_NORM	-0.762646	-
DOCK_SCORE_INTER_NORM	-0.894589	-
DOCK_SCORE_INTER_NORM	-0.650120	-
DOCK_SCORE_INTRA	5.773170	-
DOCK_SCORE_INTRA	3.489290	-
DOCK_SCORE_INTRA	5.387190	-
DOCK_SCORE_INTRA	1.325440	-
DOCK_SCORE_INTRA_KCAL	1.286709	-
DOCK_SCORE_INTRA_KCAL	0.316576	-
DOCK_SCORE_INTRA_KCAL	0.833403	-
DOCK_SCORE_INTRA_KCAL	1.378899	-
DOCK_SCORE_INTRA_NORM	0.105736	-
DOCK_SCORE_INTRA_NORM	0.174945	-
DOCK_SCORE_INTRA_NORM	0.040165	-
DOCK_SCORE_INTRA_NORM	0.163248	-
DOCK_SCORE_KCAL	-4.290797	-
DOCK_SCORE_KCAL	-6.734502	-
DOCK_SCORE_KCAL	-4.632227	-
DOCK_SCORE_KCAL	-5.268656	-
DOCK_SCORE_NORM	-0.587702	-
DOCK_SCORE_NORM	-0.854425	-
DOCK_SCORE_NORM	-0.668450	-
DOCK_SCORE_NORM	-0.544384	-
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	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H18N4O3S	-
DOCK_SOURCE_FORMULA	C25H18N4O3S	-
DOCK_SOURCE_FORMULA	C25H18N4O3S	-
DOCK_SOURCE_FORMULA	C25H18N4O3S	-
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	4.511500	-
DOCK_SOURCE_LOGP	4.511500	-
DOCK_SOURCE_LOGP	4.511500	-
DOCK_SOURCE_LOGP	4.511500	-
DOCK_SOURCE_MW	454.511000	-
DOCK_SOURCE_MW	454.511000	-
DOCK_SOURCE_MW	454.511000	-
DOCK_SOURCE_MW	454.511000	-
DOCK_SOURCE_NAME	Z19223403	-
DOCK_SOURCE_NAME	Z19223403	-
DOCK_SOURCE_NAME	Z19223403	-
DOCK_SOURCE_NAME	Z19223403	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	94.070000	-
DOCK_SOURCE_TPSA	94.070000	-
DOCK_SOURCE_TPSA	94.070000	-
DOCK_SOURCE_TPSA	94.070000	-
DOCK_STRAIN_DELTA	23.236012	-
DOCK_STRAIN_DELTA	26.172061	-
DOCK_STRAIN_DELTA	21.299000	-
DOCK_STRAIN_DELTA	12.654739	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T18	-
DOCK_TARGET	T10	-
DOCK_TARGET	T21	-
DOCK_TARGET	T05	-
EXACT_MASS	454.10996143600005	Da
FORMULA	C25H18N4O3S	-
HBA	7	-
HBD	1	-
LOGP	4.5115000000000025	-
MOL_WEIGHT	454.51100000000014	g/mol
QED_SCORE	0.3383019222145434	-
ROTATABLE_BONDS	6	-
TPSA	94.07	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
T18	T18	selection_import_t18	1 native pose available	1.9157640057381464	-17.9647	10	0.77	-	Best pose
T05	T05	selection_import_t05	1 native pose available	3.739628168402167	-28.196	14	0.82	-	Best pose
T21	T21	selection_import_t21	1 native pose available	4.388181537658209	-19.3942	12	0.86	-	Best pose
T10	T10	selection_import_t10	1 native pose available	5.850085208860863	-22.0588	13	0.76	-	Best 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
514	1.9157640057381464	-0.65012	-17.9647	2	15	10	0.77	-	-	-	-	no	geometry warning; 16 clashes; 5 protein contact clashes; moderate strain Δ 21.3	Open pose

T05 — T05 1 poses · report selection_import_t05

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
452	3.739628168402167	-0.894589	-28.196	7	18	14	0.82	0.29	0.33	0.40	-	no	geometry warning; 17 clashes; 2 protein clashes; 3 cofactor-context clashes	Open pose

T21 — T21 1 poses · report selection_import_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
494	4.388181537658209	-0.762646	-19.3942	8	15	12	0.86	0.33	0.33	0.38	-	no	geometry warning; 17 clashes; 2 protein clashes; moderate strain Δ 26.2	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
475	5.850085208860863	-0.831698	-22.0588	9	14	13	0.76	0.54	0.45	0.45	-	no	geometry warning; 19 clashes; 3 protein clashes; moderate strain Δ 23.2	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

Z19223403

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