Compound detail

SMILES: CN(c1cccc(NC(=O)c2cccc(C(N)=[NH2+])c2)c1OCc1ccc(C(N)=[NH2+])cc1)S(=O)(=O)Cc1ccccc1

Formula: C30H32N6O4S+2 | MW: 572.6910000000003

LogP: 0.4129000000000024 | TPSA: 178.92999999999998

HBA/HBD: 4/5 | RotB: 11

InChIKey: RNFSHQNCGCUURG-UHFFFAOYSA-P

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) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×5 Gatekeeper aromatic ×4 Ionizable base ×4 Metal chelator ×3

Functional group

Carbonyl Amide Primary amine ×2 Secondary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×4

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.700223	-
DOCK_BASE_INTER_RANK	-0.568842	-
DOCK_BASE_INTER_RANK	-0.532983	-
DOCK_BASE_INTER_RANK	-0.830286	-
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	12.000000	-
DOCK_CLASH_COUNT	22.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	19	-
DOCK_FINAL_RANK	5.446949	-
DOCK_FINAL_RANK	4.827204	-
DOCK_FINAL_RANK	4.229715	-
DOCK_FINAL_RANK	4.761502	-
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:ALA102	1	-
DOCK_IFP::A:ALA182	1	-
DOCK_IFP::A:ALA363	1	-
DOCK_IFP::A:ALA365	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG228	1	-
DOCK_IFP::A:ASN147	1	-
DOCK_IFP::A:ASP105	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:HIS359	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU189	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU227	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LYS198	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PRO224	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR360	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL362	1	-
DOCK_IFP::A:VAL366	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL58	1	-
DOCK_IFP::C:ARG222	1	-
DOCK_IFP::C:ARG228	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ARG331	1	-
DOCK_IFP::C:ASP330	1	-
DOCK_IFP::C:GLN165	1	-
DOCK_IFP::C:GLY229	1	-
DOCK_IFP::C:GLY286	1	-
DOCK_IFP::C:ILE285	1	-
DOCK_IFP::C:ILE288	1	-
DOCK_IFP::C:LEU227	1	-
DOCK_IFP::C:LEU332	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PRO289	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	0.621735	-
DOCK_MAX_CLASH_OVERLAP	0.621619	-
DOCK_MAX_CLASH_OVERLAP	0.621716	-
DOCK_MAX_CLASH_OVERLAP	0.621701	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	5.295746	-
DOCK_PRE_RANK	4.680748	-
DOCK_PRE_RANK	4.120753	-
DOCK_PRE_RANK	4.655097	-
DOCK_PRIMARY_POSE_ID	2764	-
DOCK_PRIMARY_POSE_ID	10911	-
DOCK_PRIMARY_POSE_ID	11579	-
DOCK_PRIMARY_POSE_ID	12242	-
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_t05	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_RESIDUE_CONTACTS	A:ALA182;A:ARG17;A:ASN147;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU189;A:LEU226;A:LEU229;A:LYS198;A:MET183;A:MET233;A:NDP302;A:PHE113;A:PRO224;A:SER111;A:SER112;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA363;A:ALA365;A:ARG228;A:CYS375;A:GLY197;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL366	-
DOCK_RESIDUE_CONTACTS	A:ALA102;A:ASP105;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	C:ARG222;C:ARG228;C:ARG287;C:ARG331;C:ASP330;C:GLN165;C:GLY229;C:GLY286;C:ILE285;C:ILE288;C:LEU227;C:LEU332;C:MET333;C:NDP800;C:PRO289	-
DOCK_SCAFFOLD	O=C(Nc1cccc(NS(=O)(=O)Cc2ccccc2)c1OCc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(NS(=O)(=O)Cc2ccccc2)c1OCc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(NS(=O)(=O)Cc2ccccc2)c1OCc1ccccc1)c1ccccc1	-
DOCK_SCAFFOLD	O=C(Nc1cccc(NS(=O)(=O)Cc2ccccc2)c1OCc1ccccc1)c1ccccc1	-
DOCK_SCORE	-18.429100	-
DOCK_SCORE	-22.413500	-
DOCK_SCORE	-17.658100	-
DOCK_SCORE	-30.711000	-
DOCK_SCORE_INTER	-28.709100	-
DOCK_SCORE_INTER	-23.322500	-
DOCK_SCORE_INTER	-21.852300	-
DOCK_SCORE_INTER	-34.041700	-
DOCK_SCORE_INTER_KCAL	-6.857054	-
DOCK_SCORE_INTER_KCAL	-5.570486	-
DOCK_SCORE_INTER_KCAL	-5.219334	-
DOCK_SCORE_INTER_KCAL	-8.130724	-
DOCK_SCORE_INTER_NORM	-0.700223	-
DOCK_SCORE_INTER_NORM	-0.568842	-
DOCK_SCORE_INTER_NORM	-0.532983	-
DOCK_SCORE_INTER_NORM	-0.830286	-
DOCK_SCORE_INTRA	10.280100	-
DOCK_SCORE_INTRA	0.909019	-
DOCK_SCORE_INTRA	4.194210	-
DOCK_SCORE_INTRA	3.330720	-
DOCK_SCORE_INTRA_KCAL	2.455361	-
DOCK_SCORE_INTRA_KCAL	0.217116	-
DOCK_SCORE_INTRA_KCAL	1.001770	-
DOCK_SCORE_INTRA_KCAL	0.795529	-
DOCK_SCORE_INTRA_NORM	0.250733	-
DOCK_SCORE_INTRA_NORM	0.022171	-
DOCK_SCORE_INTRA_NORM	0.102298	-
DOCK_SCORE_INTRA_NORM	0.081237	-
DOCK_SCORE_KCAL	-4.401717	-
DOCK_SCORE_KCAL	-5.353375	-
DOCK_SCORE_KCAL	-4.217567	-
DOCK_SCORE_KCAL	-7.335200	-
DOCK_SCORE_NORM	-0.449489	-
DOCK_SCORE_NORM	-0.546671	-
DOCK_SCORE_NORM	-0.430685	-
DOCK_SCORE_NORM	-0.749049	-
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	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C30H32N6O4S+2	-
DOCK_SOURCE_FORMULA	C30H32N6O4S+2	-
DOCK_SOURCE_FORMULA	C30H32N6O4S+2	-
DOCK_SOURCE_FORMULA	C30H32N6O4S+2	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HEAVY_ATOMS	41.000000	-
DOCK_SOURCE_HEAVY_ATOMS	41.000000	-
DOCK_SOURCE_HEAVY_ATOMS	41.000000	-
DOCK_SOURCE_HEAVY_ATOMS	41.000000	-
DOCK_SOURCE_LOGP	0.412900	-
DOCK_SOURCE_LOGP	0.412900	-
DOCK_SOURCE_LOGP	0.412900	-
DOCK_SOURCE_LOGP	0.412900	-
DOCK_SOURCE_MW	572.691000	-
DOCK_SOURCE_MW	572.691000	-
DOCK_SOURCE_MW	572.691000	-
DOCK_SOURCE_MW	572.691000	-
DOCK_SOURCE_NAME	OHD_TB2022_28	-
DOCK_SOURCE_NAME	OHD_TB2022_28	-
DOCK_SOURCE_NAME	OHD_TB2022_28	-
DOCK_SOURCE_NAME	OHD_TB2022_28	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	178.930000	-
DOCK_SOURCE_TPSA	178.930000	-
DOCK_SOURCE_TPSA	178.930000	-
DOCK_SOURCE_TPSA	178.930000	-
DOCK_STRAIN_DELTA	74.597764	-
DOCK_STRAIN_DELTA	72.895300	-
DOCK_STRAIN_DELTA	59.186777	-
DOCK_STRAIN_DELTA	58.226554	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T05	-
DOCK_TARGET	T17	-
DOCK_TARGET	T18	-
DOCK_TARGET	T19	-
EXACT_MASS	572.21947734418	Da
FORMULA	C30H32N6O4S+2	-
HBA	4	-
HBD	5	-
LOGP	0.4129000000000024	-
MOL_WEIGHT	572.6910000000003	g/mol
QED_SCORE	0.12830197912856509	-
ROTATABLE_BONDS	11	-
TPSA	178.92999999999998	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	4.229715209788138	-17.6581	10	0.77	-	Best pose
T19	T19	selection_import_t19	1 native pose available	4.761501954767904	-30.711	9	0.33	-	Best pose
T17	T17	selection_import_t17	1 native pose available	4.8272040167623	-22.4135	10	0.83	-	Best pose
T05	T05	selection_import_t05	1 native pose available	5.446949228940074	-18.4291	15	0.88	-	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
58	4.229715209788138	-0.532983	-17.6581	6	17	10	0.77	-	-	-	-	no	geometry warning; 19 clashes; 2 protein clashes; high strain Δ 59.2	Open pose

T19 — T19 1 poses · report selection_import_t19

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
41	4.761501954767904	-0.830286	-30.711	12	15	9	0.33	0.25	0.60	0.75	-	no	geometry warning; 14 clashes; 3 protein clashes; 5 cofactor-context clashes; high strain Δ 58.2	Open pose

T17 — T17 1 poses · report selection_import_t17

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
68	4.8272040167623	-0.568842	-22.4135	6	19	10	0.83	0.00	0.00	0.00	-	no	geometry warning; 22 clashes; 2 protein clashes; high strain Δ 72.9	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
54	5.446949228940074	-0.700223	-18.4291	13	22	15	0.88	0.57	0.50	0.80	-	no	geometry warning; 12 clashes; 3 protein clashes; 1 severe cofactor-context clash; high strain Δ 74.6	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

OHD_TB2022_28

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