Compound detail

SMILES: C[C@H](NC(=O)CCc1nc(O)c2ccccc2n1)c1ccc(S(N)(=O)=O)cc1

Formula: C19H20N4O4S | MW: 400.46000000000015

LogP: 1.7928000000000002 | TPSA: 135.27

HBA/HBD: 6/3 | RotB: 6

InChIKey: HHRFLQNTWASYFZ-LBPRGKRZSA-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 Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol Sulfonamide

Ring system

Benzene ×2 Pyrimidine

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.024560	-
DOCK_BASE_INTER_RANK	-0.810830	-
DOCK_BASE_INTER_RANK	-0.781433	-
DOCK_BASE_INTER_RANK	-0.636268	-
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	14.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	5.501092	-
DOCK_FINAL_RANK	8.419947	-
DOCK_FINAL_RANK	5.180374	-
DOCK_FINAL_RANK	4.972206	-
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:ALA34	1	-
DOCK_IFP::A:ARG100	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS469	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY459	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE126	1	-
DOCK_IFP::A:ILE139	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE458	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL187	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::A:VAL9	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	0.666397	-
DOCK_MAX_CLASH_OVERLAP	0.619849	-
DOCK_MAX_CLASH_OVERLAP	0.634414	-
DOCK_MAX_CLASH_OVERLAP	0.634413	-
DOCK_POSE_COUNT	6	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	4	-
DOCK_PRE_RANK	4.098782	-
DOCK_PRE_RANK	7.293511	-
DOCK_PRE_RANK	4.283955	-
DOCK_PRE_RANK	3.839628	-
DOCK_PRIMARY_POSE_ID	2925	-
DOCK_PRIMARY_POSE_ID	10022	-
DOCK_PRIMARY_POSE_ID	22394	-
DOCK_PRIMARY_POSE_ID	49278	-
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_T06	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T11	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASN65;A:GLU31;A:ILE139;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:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:CYS469;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:ILE458;A:PHE396;A:SER394;A:SER395;A:SER470	-
DOCK_SCAFFOLD	O=C(CCc1ncc2ccccc2n1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1nc2ccccc2c(=O)[nH]1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1nc(=O)c2ccccc2[nH]1)NCc1ccccc1	-
DOCK_SCAFFOLD	O=C(CCc1nc(=O)c2ccccc2[nH]1)NCc1ccccc1	-
DOCK_SCORE	-27.754700	-
DOCK_SCORE	-20.700200	-
DOCK_SCORE	-20.305500	-
DOCK_SCORE	-17.555400	-
DOCK_SCORE_INTER	-28.687700	-
DOCK_SCORE_INTER	-22.703200	-
DOCK_SCORE_INTER	-21.880100	-
DOCK_SCORE_INTER	-17.815500	-
DOCK_SCORE_INTER_KCAL	-6.851942	-
DOCK_SCORE_INTER_KCAL	-5.422569	-
DOCK_SCORE_INTER_KCAL	-5.225974	-
DOCK_SCORE_INTER_KCAL	-4.255161	-
DOCK_SCORE_INTER_NORM	-1.024560	-
DOCK_SCORE_INTER_NORM	-0.810830	-
DOCK_SCORE_INTER_NORM	-0.781433	-
DOCK_SCORE_INTER_NORM	-0.636268	-
DOCK_SCORE_INTRA	0.933036	-
DOCK_SCORE_INTRA	1.965280	-
DOCK_SCORE_INTRA	1.574590	-
DOCK_SCORE_INTRA	0.260116	-
DOCK_SCORE_INTRA_KCAL	0.222852	-
DOCK_SCORE_INTRA_KCAL	0.469399	-
DOCK_SCORE_INTRA_KCAL	0.376085	-
DOCK_SCORE_INTRA_KCAL	0.062128	-
DOCK_SCORE_INTRA_NORM	0.033323	-
DOCK_SCORE_INTRA_NORM	0.070189	-
DOCK_SCORE_INTRA_NORM	0.056235	-
DOCK_SCORE_INTRA_NORM	0.009290	-
DOCK_SCORE_KCAL	-6.629099	-
DOCK_SCORE_KCAL	-4.944160	-
DOCK_SCORE_KCAL	-4.849887	-
DOCK_SCORE_KCAL	-4.193037	-
DOCK_SCORE_NORM	-0.991238	-
DOCK_SCORE_NORM	-0.739292	-
DOCK_SCORE_NORM	-0.725197	-
DOCK_SCORE_NORM	-0.626978	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.037766	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.001349	-
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_T06_top1000.sdf	-
DOCK_SOURCE_FILE	results_T11_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
DOCK_SOURCE_FORMULA	C19H20N4O4S	-
DOCK_SOURCE_FORMULA	C19H20N4O4S	-
DOCK_SOURCE_FORMULA	C19H20N4O4S	-
DOCK_SOURCE_FORMULA	C19H20N4O4S	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_HEAVY_ATOMS	28.000000	-
DOCK_SOURCE_LOGP	1.792800	-
DOCK_SOURCE_LOGP	1.380500	-
DOCK_SOURCE_LOGP	1.380500	-
DOCK_SOURCE_LOGP	1.380500	-
DOCK_SOURCE_MW	400.460000	-
DOCK_SOURCE_MW	400.460000	-
DOCK_SOURCE_MW	400.460000	-
DOCK_SOURCE_MW	400.460000	-
DOCK_SOURCE_NAME	Z27504791	-
DOCK_SOURCE_NAME	Z27504791	-
DOCK_SOURCE_NAME	Z27504791	-
DOCK_SOURCE_NAME	Z27504791	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	135.270000	-
DOCK_SOURCE_TPSA	135.010000	-
DOCK_SOURCE_TPSA	135.010000	-
DOCK_SOURCE_TPSA	135.010000	-
DOCK_STRAIN_DELTA	35.371830	-
DOCK_STRAIN_DELTA	30.773938	-
DOCK_STRAIN_DELTA	26.940329	-
DOCK_STRAIN_DELTA	30.876296	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T02	-
DOCK_TARGET	T06	-
DOCK_TARGET	T11	-
DOCK_TARGET	T20	-
EXACT_MASS	400.12052611999997	Da
FORMULA	C19H20N4O4S	-
HBA	6	-
HBD	3	-
LOGP	1.7928000000000002	-
MOL_WEIGHT	400.46000000000015	g/mol
QED_SCORE	0.5771991847107406	-
ROTATABLE_BONDS	6	-
TPSA	135.27	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
T20	T20	dockmulti_91311c650f2e_T20	4 native pose available	4.97220568149391	-17.5554	4	0.50	-	Best pose
T11	T11	dockmulti_91311c650f2e_T11	2 native pose available	5.1803742720404475	-20.3055	14	0.78	-	Best pose
T02	T02	dockmulti_91311c650f2e_T02	6 native pose available	5.501092049699584	-27.7547	16	0.76	-	Best pose
T06	T06	dockmulti_91311c650f2e_T06	4 native pose available	8.419947222359397	-20.7002	15	0.71	-	Best pose

T20 — T20 4 poses · report dockmulti_91311c650f2e_T20

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
2313	4.97220568149391	-0.636268	-17.5554	5	10	4	0.50	0.50	1.00	1.00	-	no	geometry warning; 10 clashes; 7 protein contact clashes; high strain Δ 30.9	Open pose
2311	5.428956369169271	-0.740682	-21.2369	6	8	7	0.88	0.00	0.00	0.00	-	yes	excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 27.1	Open pose
2314	6.2676397305657465	-0.634535	-15.9467	6	8	7	0.88	0.00	0.00	0.00	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 28.2	Open pose
2312	10.684585092803626	-0.721812	-21.2146	5	8	7	0.88	0.00	0.00	0.00	-	yes	excluded; geometry warning; 12 clashes; 3 protein clashes; high strain Δ 40.3	Open pose

T11 — T11 2 poses · report dockmulti_91311c650f2e_T11

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
1878	5.1803742720404475	-0.781433	-20.3055	7	14	14	0.78	0.40	0.40	0.75	-	no	geometry warning; 9 clashes; 10 protein contact clashes; high strain Δ 26.9	Open pose
1879	5.312604225802515	-0.820509	-18.5864	7	17	12	0.67	0.20	0.20	0.25	-	no	geometry warning; 11 clashes; 9 protein contact clashes; high strain Δ 28.6	Open pose

T02 — T02 6 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
2925	5.501092049699584	-1.02456	-27.7547	5	20	16	0.76	0.20	0.40	0.40	-	no	geometry warning; 14 clashes; 7 protein contact clashes; high strain Δ 35.4	Open pose
2923	5.646509219558573	-1.03621	-28.9942	5	17	17	0.81	0.20	0.20	0.20	-	no	geometry warning; 13 clashes; 8 protein contact clashes; high strain Δ 35.6	Open pose
2922	5.035552696579828	-0.926985	-24.9657	5	18	14	0.67	0.20	0.20	0.40	-	yes	excluded; geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 18.3	Open pose
2924	8.393879424450802	-0.812522	-20.3987	3	15	12	0.57	0.00	0.00	0.00	-	yes	excluded; geometry warning; 9 clashes; 3 protein clashes; high strain Δ 28.7	Open pose
2926	8.40889739293518	-0.783477	-21.5392	5	17	14	0.67	0.40	0.40	0.40	-	yes	excluded; geometry warning; 9 clashes; 2 protein clashes; high strain Δ 24.2	Open pose
2921	13.413584447713852	-0.951393	-26.9425	6	18	14	0.67	0.20	0.40	0.40	-	yes	excluded; geometry warning; 10 clashes; 5 protein clashes; high strain Δ 21.1	Open pose

T06 — T06 4 poses · report dockmulti_91311c650f2e_T06

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
1443	8.419947222359397	-0.81083	-20.7002	3	18	15	0.71	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 18 protein contact clashes; high strain Δ 30.8	Open pose
1444	10.264802048110115	-0.740623	-19.72	4	17	15	0.71	0.00	0.00	0.25	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 24.5	Open pose
1446	13.722769972353579	-0.916212	-22.9905	7	18	14	0.67	0.40	0.50	0.50	-	yes	excluded; geometry warning; 11 clashes; 3 protein clashes; high strain Δ 31.5	Open pose
1445	16.267277146072402	-0.739304	-14.8298	5	18	15	0.71	0.40	0.50	0.50	-	yes	excluded; geometry warning; 15 clashes; 5 protein clashes; high strain Δ 31.0	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

Z27504791

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