Compound detail

SMILES: C[C@H](C(=O)NCc1ccc2c(c1)OCO2)N1c2cccc3cccc(c23)S1(=O)=O

Formula: C21H18N2O5S | MW: 410.4510000000001

LogP: 2.7821000000000016 | TPSA: 84.94

HBA/HBD: 5/1 | RotB: 4

InChIKey: VKLHDPLLVWGAIP-CYBMUJFWSA-N

Recognized patterns

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

Bio motif

Catechol Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic ×3 Metal chelator Retro-amide

Functional group

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

Ring system

Benzene ×3 Naphthalene Benzodioxole

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.009690	-
DOCK_BASE_INTER_RANK	-0.810633	-
DOCK_BASE_INTER_RANK	-0.773683	-
DOCK_BASE_INTER_RANK	-0.994423	-
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	11.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	10	-
DOCK_FINAL_RANK	5.467221	-
DOCK_FINAL_RANK	5.022286	-
DOCK_FINAL_RANK	3.960310	-
DOCK_FINAL_RANK	6.402023	-
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:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU217	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LYS220	1	-
DOCK_IFP::A:MET169	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO223	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR49	1	-
DOCK_IFP::B:VAL156	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	0.640365	-
DOCK_MAX_CLASH_OVERLAP	0.640486	-
DOCK_MAX_CLASH_OVERLAP	0.640398	-
DOCK_MAX_CLASH_OVERLAP	0.640446	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	4.821054	-
DOCK_PRE_RANK	4.210290	-
DOCK_PRE_RANK	3.385715	-
DOCK_PRE_RANK	5.522503	-
DOCK_PRIMARY_POSE_ID	12705	-
DOCK_PRIMARY_POSE_ID	17668	-
DOCK_PRIMARY_POSE_ID	22832	-
DOCK_PRIMARY_POSE_ID	25330	-
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_T07	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T11	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T12	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49	-
DOCK_SCAFFOLD	O=C(CN1c2cccc3cccc(c23)S1(=O)=O)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CN1c2cccc3cccc(c23)S1(=O)=O)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CN1c2cccc3cccc(c23)S1(=O)=O)NCc1ccc2c(c1)OCO2	-
DOCK_SCAFFOLD	O=C(CN1c2cccc3cccc(c23)S1(=O)=O)NCc1ccc2c(c1)OCO2	-
DOCK_SCORE	-26.358700	-
DOCK_SCORE	-23.714000	-
DOCK_SCORE	-21.556900	-
DOCK_SCORE	-27.702000	-
DOCK_SCORE_INTER	-29.280900	-
DOCK_SCORE_INTER	-23.508400	-
DOCK_SCORE_INTER	-22.436800	-
DOCK_SCORE_INTER	-28.838300	-
DOCK_SCORE_INTER_KCAL	-6.993626	-
DOCK_SCORE_INTER_KCAL	-5.614887	-
DOCK_SCORE_INTER_KCAL	-5.358940	-
DOCK_SCORE_INTER_KCAL	-6.887913	-
DOCK_SCORE_INTER_NORM	-1.009690	-
DOCK_SCORE_INTER_NORM	-0.810633	-
DOCK_SCORE_INTER_NORM	-0.773683	-
DOCK_SCORE_INTER_NORM	-0.994423	-
DOCK_SCORE_INTRA	2.922170	-
DOCK_SCORE_INTRA	-0.205595	-
DOCK_SCORE_INTRA	0.879914	-
DOCK_SCORE_INTRA	1.136260	-
DOCK_SCORE_INTRA_KCAL	0.697949	-
DOCK_SCORE_INTRA_KCAL	-0.049106	-
DOCK_SCORE_INTRA_KCAL	0.210164	-
DOCK_SCORE_INTRA_KCAL	0.271391	-
DOCK_SCORE_INTRA_NORM	0.100765	-
DOCK_SCORE_INTRA_NORM	-0.007090	-
DOCK_SCORE_INTRA_NORM	0.030342	-
DOCK_SCORE_INTRA_NORM	0.039181	-
DOCK_SCORE_KCAL	-6.295670	-
DOCK_SCORE_KCAL	-5.663994	-
DOCK_SCORE_KCAL	-5.148779	-
DOCK_SCORE_KCAL	-6.616512	-
DOCK_SCORE_NORM	-0.908921	-
DOCK_SCORE_NORM	-0.817723	-
DOCK_SCORE_NORM	-0.743341	-
DOCK_SCORE_NORM	-0.955241	-
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	results_T07_top1000.sdf	-
DOCK_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FILE	results_T11_top1000.sdf	-
DOCK_SOURCE_FILE	results_T12_top1000.sdf	-
DOCK_SOURCE_FORMULA	C21H18N2O5S	-
DOCK_SOURCE_FORMULA	C21H18N2O5S	-
DOCK_SOURCE_FORMULA	C21H18N2O5S	-
DOCK_SOURCE_FORMULA	C21H18N2O5S	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	2.782100	-
DOCK_SOURCE_LOGP	2.782100	-
DOCK_SOURCE_LOGP	2.782100	-
DOCK_SOURCE_LOGP	2.782100	-
DOCK_SOURCE_MW	410.451000	-
DOCK_SOURCE_MW	410.451000	-
DOCK_SOURCE_MW	410.451000	-
DOCK_SOURCE_MW	410.451000	-
DOCK_SOURCE_NAME	Z18509545	-
DOCK_SOURCE_NAME	Z18509545	-
DOCK_SOURCE_NAME	Z18509545	-
DOCK_SOURCE_NAME	Z18509545	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	84.940000	-
DOCK_SOURCE_TPSA	84.940000	-
DOCK_SOURCE_TPSA	84.940000	-
DOCK_SOURCE_TPSA	84.940000	-
DOCK_STRAIN_DELTA	22.769449	-
DOCK_STRAIN_DELTA	25.533270	-
DOCK_STRAIN_DELTA	21.576581	-
DOCK_STRAIN_DELTA	26.658664	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T07	-
DOCK_TARGET	T09	-
DOCK_TARGET	T11	-
DOCK_TARGET	T12	-
EXACT_MASS	410.093642676	Da
FORMULA	C21H18N2O5S	-
HBA	5	-
HBD	1	-
LOGP	2.7821000000000016	-
MOL_WEIGHT	410.4510000000001	g/mol
QED_SCORE	0.7150018671930747	-
ROTATABLE_BONDS	4	-
TPSA	84.94	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
T11	T11	dockmulti_91311c650f2e_T11	2 native pose available	3.960310142346869	-21.5569	12	0.67	-	Best pose
T09	T09	dockmulti_91311c650f2e_T09	2 native pose available	5.022286124316827	-23.714	12	0.57	-	Best pose
T07	T07	dockmulti_91311c650f2e_T07	2 native pose available	5.467220745646232	-26.3587	14	0.74	-	Best pose
T12	T12	dockmulti_91311c650f2e_T12	2 native pose available	6.402022949492157	-27.702	15	0.94	-	Best 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
2316	3.960310142346869	-0.773683	-21.5569	3	12	12	0.67	0.40	0.40	0.50	-	no	geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 21.6	Open pose
2317	6.742752502926955	-0.820794	-23.2766	6	13	13	0.72	0.40	0.40	0.75	-	yes	excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 28.9	Open pose

T09 — T09 2 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
2471	5.022286124316827	-0.810633	-23.714	1	15	12	0.57	0.00	0.00	0.00	-	no	geometry warning; 10 clashes; 9 protein contact clashes; high strain Δ 25.5	Open pose
2472	6.644158458147587	-0.871795	-21.9547	2	17	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 14 protein contact clashes; high strain Δ 26.9	Open pose

T07 — T07 2 poses · report dockmulti_91311c650f2e_T07

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
2267	5.467220745646232	-1.00969	-26.3587	2	17	14	0.74	0.00	0.00	0.20	-	no	geometry warning; 11 clashes; 11 protein contact clashes; high strain Δ 22.8	Open pose
2268	5.871526055619512	-1.10204	-31.388	3	17	14	0.74	0.00	0.00	0.20	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 18.5	Open pose

T12 — T12 2 poses · report dockmulti_91311c650f2e_T12

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
2387	6.402022949492157	-0.994423	-27.702	11	15	15	0.94	0.67	0.80	0.90	-	no	geometry warning; 12 clashes; 13 protein contact clashes; high strain Δ 26.7	Open pose
2388	5.889010366488222	-1.03918	-26.9312	11	16	16	1.00	0.50	0.50	0.70	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 24.5	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

Z18509545

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