Compound detail

SMILES: CC(=O)c1ccc(-c2ccsc2-c2cc3ccccc3c[nH+]2)cc1

Formula: C21H16NOS+ | MW: 330.4320000000001

LogP: 5.252000000000003 | TPSA: 31.21

HBA/HBD: 2/- | RotB: 3

InChIKey: ZWQAQCUSFKBSLC-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N H-bond acceptor O H-bond donor Gatekeeper aromatic ×2

Functional group

Carbonyl Ketone

Ring system

Benzene ×2 Pyridine Isoquinoline Thiophene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.174410	-
DOCK_BASE_INTER_RANK	-1.169710	-
DOCK_BASE_INTER_RANK	-1.247410	-
DOCK_BASE_INTER_RANK	-1.383560	-
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	12.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	3	-
DOCK_FINAL_RANK	0.105289	-
DOCK_FINAL_RANK	1.535653	-
DOCK_FINAL_RANK	0.458242	-
DOCK_FINAL_RANK	1.673181	-
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:ALA32	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ASN175	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL164	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:GLY157	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	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	0.623312	-
DOCK_MAX_CLASH_OVERLAP	0.623301	-
DOCK_MAX_CLASH_OVERLAP	0.623381	-
DOCK_MAX_CLASH_OVERLAP	0.623362	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.441570	-
DOCK_PRE_RANK	1.522305	-
DOCK_PRE_RANK	1.661115	-
DOCK_PRE_RANK	0.090618	-
DOCK_PRIMARY_POSE_ID	275	-
DOCK_PRIMARY_POSE_ID	1588	-
DOCK_PRIMARY_POSE_ID	5594	-
DOCK_PRIMARY_POSE_ID	4936	-
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_t09	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ASP52;A:ILE45;A:MET53;A:NDP301;A:PHE56;A:SER86;A:THR83;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL49;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:SER86;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_SCAFFOLD	c1ccc(-c2ccsc2-c2cc3ccccc3c[nH+]2)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2ccsc2-c2cc3ccccc3c[nH+]2)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2ccsc2-c2cc3ccccc3c[nH+]2)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2ccsc2-c2cc3ccccc3c[nH+]2)cc1	-
DOCK_SCORE	-26.556200	-
DOCK_SCORE	-23.654500	-
DOCK_SCORE	-32.766900	-
DOCK_SCORE	-29.204700	-
DOCK_SCORE_INTER	-28.185900	-
DOCK_SCORE_INTER	-29.937900	-
DOCK_SCORE_INTER	-28.073000	-
DOCK_SCORE_INTER	-33.205500	-
DOCK_SCORE_INTER_KCAL	-6.705124	-
DOCK_SCORE_INTER_KCAL	-7.931001	-
DOCK_SCORE_INTER_KCAL	-7.150548	-
DOCK_SCORE_INTER_KCAL	-6.732089	-
DOCK_SCORE_INTER_NORM	-1.247410	-
DOCK_SCORE_INTER_NORM	-1.169710	-
DOCK_SCORE_INTER_NORM	-1.174410	-
DOCK_SCORE_INTER_NORM	-1.383560	-
DOCK_SCORE_INTRA	1.629650	-
DOCK_SCORE_INTRA	0.438606	-
DOCK_SCORE_INTRA	4.418490	-
DOCK_SCORE_INTRA	0.733240	-
DOCK_SCORE_INTRA_KCAL	0.389235	-
DOCK_SCORE_INTRA_KCAL	1.055339	-
DOCK_SCORE_INTRA_KCAL	0.104759	-
DOCK_SCORE_INTRA_KCAL	0.175131	-
DOCK_SCORE_INTRA_NORM	0.067902	-
DOCK_SCORE_INTRA_NORM	0.018275	-
DOCK_SCORE_INTRA_NORM	0.030552	-
DOCK_SCORE_INTRA_NORM	0.184104	-
DOCK_SCORE_KCAL	-7.826243	-
DOCK_SCORE_KCAL	-6.342842	-
DOCK_SCORE_KCAL	-5.649783	-
DOCK_SCORE_KCAL	-6.975426	-
DOCK_SCORE_NORM	-1.365290	-
DOCK_SCORE_NORM	-1.106510	-
DOCK_SCORE_NORM	-0.985604	-
DOCK_SCORE_NORM	-1.216860	-
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	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C21H16NOS+	-
DOCK_SOURCE_FORMULA	C21H16NOS+	-
DOCK_SOURCE_FORMULA	C21H16NOS+	-
DOCK_SOURCE_FORMULA	C21H16NOS+	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HBD	0.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_LOGP	5.252000	-
DOCK_SOURCE_LOGP	5.252000	-
DOCK_SOURCE_LOGP	5.252000	-
DOCK_SOURCE_LOGP	5.252000	-
DOCK_SOURCE_MW	330.432000	-
DOCK_SOURCE_MW	330.432000	-
DOCK_SOURCE_MW	330.432000	-
DOCK_SOURCE_MW	330.432000	-
DOCK_SOURCE_NAME	ulfkktlib_973	-
DOCK_SOURCE_NAME	ulfkktlib_973	-
DOCK_SOURCE_NAME	ulfkktlib_973	-
DOCK_SOURCE_NAME	ulfkktlib_973	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	31.210000	-
DOCK_SOURCE_TPSA	31.210000	-
DOCK_SOURCE_TPSA	31.210000	-
DOCK_SOURCE_TPSA	31.210000	-
DOCK_STRAIN_DELTA	12.766062	-
DOCK_STRAIN_DELTA	7.386782	-
DOCK_STRAIN_DELTA	10.603774	-
DOCK_STRAIN_DELTA	9.035671	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T09	-
DOCK_TARGET	T08	-
DOCK_TARGET	T03	-
DOCK_TARGET	T01	-
EXACT_MASS	330.09471155208996	Da
FORMULA	C21H16NOS+	-
HBA	2	-
HBD	0	-
LOGP	5.252000000000003	-
MOL_WEIGHT	330.4320000000001	g/mol
QED_SCORE	0.47187470320979286	-
ROTATABLE_BONDS	3	-
TPSA	31.21	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	0.10528892999500275	-32.7669	13	0.68	-	Best pose
T03	T03	selection_import_t03	1 native pose available	0.45824176420557783	-23.6545	13	0.65	-	Best pose
T09	T09	selection_import_t09	1 native pose available	1.5356533775760015	-29.2047	14	0.67	-	Best pose
T01	T01	selection_import_t01	1 native pose available	1.67318136802326	-26.5562	13	0.62	-	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
195	0.10528892999500275	-1.38356	-32.7669	2	17	13	0.68	0.17	0.20	0.20	-	no	geometry warning; 10 clashes; 2 protein contact clashes; 1 cofactor-context clash	Open pose

T03 — T03 1 poses · report selection_import_t03

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
233	0.45824176420557783	-1.16971	-23.6545	2	16	13	0.65	0.14	0.20	0.20	-	no	geometry warning; 10 clashes; 3 protein contact clashes	Open pose

T09 — T09 1 poses · report selection_import_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
176	1.5356533775760015	-1.24741	-29.2047	2	17	14	0.67	0.14	0.17	0.17	-	no	geometry warning; 12 clashes; 1 protein clash	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
275	1.67318136802326	-1.17441	-26.5562	2	15	13	0.62	0.20	0.20	0.20	-	no	geometry warning; 11 clashes; 1 protein clash; 1 cofactor-context clash	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

ulfkktlib_973

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