Compound detail

SMILES: [H]/N=c1\[nH]c(SCCCc2ccccc2)nc(O)c1NS(=O)(=O)c1ccc([N+](=O)O)cc1

Formula: C19H20N5O5S2+ | MW: 462.5330000000002

LogP: 2.920070000000001 | TPSA: 159.24000000000004

HBA/HBD: 7/5 | RotB: 9

InChIKey: ILZMFNPWXVADIV-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

ATP mimic pyrimidine Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×5 Gatekeeper aromatic ×2

Functional group

Phenol Sulfonamide Sulfide

Ring system

Benzene ×2 Pyrimidine

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Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.666683	-
DOCK_BASE_INTER_RANK	-0.765525	-
DOCK_BASE_INTER_RANK	-0.564913	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	11.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	21.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T13	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	16	-
DOCK_FINAL_RANK	7.881716	-
DOCK_FINAL_RANK	8.062745	-
DOCK_FINAL_RANK	7.112644	-
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_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA111	1	-
DOCK_IFP::A:ALA67	1	-
DOCK_IFP::A:ARG154	1	-
DOCK_IFP::A:ARG277	1	-
DOCK_IFP::A:ASN112	1	-
DOCK_IFP::A:ASP88	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS57	1	-
DOCK_IFP::A:FAD501	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU274	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY199	1	-
DOCK_IFP::A:GLY235	1	-
DOCK_IFP::A:GLY236	1	-
DOCK_IFP::A:GLY237	1	-
DOCK_IFP::A:GLY276	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY50	1	-
DOCK_IFP::A:HIS197	1	-
DOCK_IFP::A:HIS333	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LYS169	1	-
DOCK_IFP::A:LYS61	1	-
DOCK_IFP::A:LYS69	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE170	1	-
DOCK_IFP::A:PRO113	1	-
DOCK_IFP::A:PRO275	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER200	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR389	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL58	1	-
DOCK_IFP::B:ARG92	1	-
DOCK_IFP::B:ARG97	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:LYS90	1	-
DOCK_IFP::B:LYS95	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:PRO93	1	-
DOCK_IFP::B:SER86	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_MAX_CLASH_OVERLAP	0.660921	-
DOCK_MAX_CLASH_OVERLAP	0.661201	-
DOCK_MAX_CLASH_OVERLAP	0.661257	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	5.125011	-
DOCK_PRE_RANK	4.852922	-
DOCK_PRE_RANK	3.742307	-
DOCK_PRIMARY_POSE_ID	16391	-
DOCK_PRIMARY_POSE_ID	26384	-
DOCK_PRIMARY_POSE_ID	43582	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T13	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T18	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ARG92;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:LYS90;B:LYS95;B:MET53;B:PHE91;B:PRO88;B:PRO93;B:SER86;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS169;A:LYS69;A:PHE170;A:PRO113;A:PRO275;A:SER200;A:TYR389	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:CYS57;A:FAD501;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:LYS61;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58	-
DOCK_SCAFFOLD	N=c1[nH]c(SCCCc2ccccc2)ncc1NS(=O)(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=c1nc(SCCCc2ccccc2)[nH]cc1NS(=O)(=O)c1ccccc1	-
DOCK_SCAFFOLD	O=c1nc(SCCCc2ccccc2)[nH]cc1NS(=O)(=O)c1ccccc1	-
DOCK_SCORE	-21.314800	-
DOCK_SCORE	-21.972900	-
DOCK_SCORE	-16.357700	-
DOCK_SCORE_INTER	-20.667200	-
DOCK_SCORE_INTER	-23.731300	-
DOCK_SCORE_INTER	-17.512300	-
DOCK_SCORE_INTER_KCAL	-4.936278	-
DOCK_SCORE_INTER_KCAL	-5.668126	-
DOCK_SCORE_INTER_KCAL	-4.182743	-
DOCK_SCORE_INTER_NORM	-0.666683	-
DOCK_SCORE_INTER_NORM	-0.765525	-
DOCK_SCORE_INTER_NORM	-0.564913	-
DOCK_SCORE_INTRA	-0.647604	-
DOCK_SCORE_INTRA	1.758340	-
DOCK_SCORE_INTRA	1.154550	-
DOCK_SCORE_INTRA_KCAL	-0.154678	-
DOCK_SCORE_INTRA_KCAL	0.419972	-
DOCK_SCORE_INTRA_KCAL	0.275760	-
DOCK_SCORE_INTRA_NORM	-0.020890	-
DOCK_SCORE_INTRA_NORM	0.056721	-
DOCK_SCORE_INTRA_NORM	0.037244	-
DOCK_SCORE_KCAL	-5.090955	-
DOCK_SCORE_KCAL	-5.248139	-
DOCK_SCORE_KCAL	-3.906971	-
DOCK_SCORE_NORM	-0.687573	-
DOCK_SCORE_NORM	-0.708804	-
DOCK_SCORE_NORM	-0.527669	-
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_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_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_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FILE	results_T13_top1000.sdf	-
DOCK_SOURCE_FILE	results_T18_top1000.sdf	-
DOCK_SOURCE_FORMULA	C19H20N5O5S2+	-
DOCK_SOURCE_FORMULA	C19H20N5O5S2+	-
DOCK_SOURCE_FORMULA	C19H20N5O5S2+	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBD	5.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	2.920070	-
DOCK_SOURCE_LOGP	2.677400	-
DOCK_SOURCE_LOGP	2.677400	-
DOCK_SOURCE_MW	462.533000	-
DOCK_SOURCE_MW	462.533000	-
DOCK_SOURCE_MW	462.533000	-
DOCK_SOURCE_NAME	NMT-TY0680	-
DOCK_SOURCE_NAME	NMT-TY0680	-
DOCK_SOURCE_NAME	NMT-TY0680	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	159.240000	-
DOCK_SOURCE_TPSA	158.250000	-
DOCK_SOURCE_TPSA	158.250000	-
DOCK_STRAIN_DELTA	57.945090	-
DOCK_STRAIN_DELTA	65.497047	-
DOCK_STRAIN_DELTA	68.172298	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T13	-
DOCK_TARGET	T18	-
EXACT_MASS	462.0900371600901	Da
FORMULA	C19H20N5O5S2+	-
HBA	7	-
HBD	5	-
LOGP	2.920070000000001	-
MOL_WEIGHT	462.5330000000002	g/mol
QED_SCORE	0.14141619251412493	-
ROTATABLE_BONDS	9	-
TPSA	159.24000000000004	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
T18	T18	dockmulti_91311c650f2e_T18	2 native pose available	7.112644360718121	-16.3577	8	0.62	-	Best pose
T09	T09	dockmulti_91311c650f2e_T09	4 native pose available	7.881716295426433	-21.3148	10	0.48	-	Best pose
T13	T13	dockmulti_91311c650f2e_T13	4 native pose available	8.062744910368579	-21.9729	14	0.74	-	Best pose

T18 — T18 2 poses · report dockmulti_91311c650f2e_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
1495	7.112644360718121	-0.564913	-16.3577	3	17	8	0.62	-	-	-	-	no	geometry warning; 14 clashes; 4 protein contact clashes; high strain Δ 68.2	Open pose
1496	9.771878139072882	-0.633242	-16.9863	6	17	10	0.77	-	-	-	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 72.2	Open pose

T09 — T09 4 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
1194	7.881716295426433	-0.666683	-21.3148	5	14	10	0.48	0.14	0.17	0.17	-	no	geometry warning; 11 clashes; 11 protein contact clashes; high strain Δ 57.9	Open pose
1192	10.839884438942306	-0.661531	-18.876	7	18	14	0.67	0.00	0.17	0.17	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 67.1	Open pose
1193	12.280458064899484	-0.903097	-31.6782	9	16	11	0.52	0.00	0.17	0.17	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 74.4	Open pose
1195	14.478159384457566	-0.853448	-25.9507	10	16	11	0.52	0.00	0.17	0.17	-	yes	excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 74.0	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
935	8.062744910368579	-0.765525	-21.9729	11	21	14	0.74	0.44	0.43	0.43	-	no	geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 65.5	Open pose
938	8.750020323422586	-0.717503	-21.0221	11	15	13	0.68	0.44	0.71	0.71	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 62.6	Open pose
936	11.387574063254032	-0.826696	-18.5086	12	22	16	0.84	0.56	0.57	0.57	-	yes	excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 72.7	Open pose
937	11.41305397846974	-0.916088	-24.7292	10	22	14	0.74	0.33	0.29	0.43	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 67.7	Open pose

Heterocycles & Functional Groups

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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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NMT-TY0680

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

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