Compound detail

SMILES: Cc1ccccc1NS(=O)(=O)c1ccc2[nH]cc(C(=O)N[C@@H]3CCC[C@H](C)[C@@H]3C)c(=O)c2c1

Formula: C25H29N3O4S | MW: 467.5910000000003

LogP: 4.191820000000003 | TPSA: 108.13

HBA/HBD: 4/3 | RotB: 5

InChIKey: XWMSIJUDDRVRAM-GIMINZRKSA-N

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 ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide

Ring system

Benzene ×2 Pyridine Quinoline Cyclohexane

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Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.675252	-
DOCK_BASE_INTER_RANK	-0.494970	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	3.458649	-
DOCK_FINAL_RANK	4.297928	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:MET393	1	-
DOCK_IFP::A:MET471	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER395	1	-
DOCK_IFP::A:SER470	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG97	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS57	1	-
DOCK_IFP::B:LYS95	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL87	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.616095	-
DOCK_MAX_CLASH_OVERLAP	0.638092	-
DOCK_POSE_COUNT	24	-
DOCK_POSE_COUNT	24	-
DOCK_PRE_RANK	3.069827	-
DOCK_PRE_RANK	3.661451	-
DOCK_PRIMARY_POSE_ID	15568	-
DOCK_PRIMARY_POSE_ID	47477	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397	-
DOCK_SCAFFOLD	O=C(NC1CCCCC1)c1c[nH]c2ccc(S(=O)(=O)Nc3ccccc3)cc2c1=O	-
DOCK_SCAFFOLD	O=C(NC1CCCCC1)c1cnc2ccc(S(=O)(=O)Nc3ccccc3)cc2c1	-
DOCK_SCORE	-23.292200	-
DOCK_SCORE	-15.888600	-
DOCK_SCORE_INTER	-22.283300	-
DOCK_SCORE_INTER	-16.334000	-
DOCK_SCORE_INTER_KCAL	-5.322277	-
DOCK_SCORE_INTER_KCAL	-3.901311	-
DOCK_SCORE_INTER_NORM	-0.675252	-
DOCK_SCORE_INTER_NORM	-0.494970	-
DOCK_SCORE_INTRA	-1.008850	-
DOCK_SCORE_INTRA	0.445384	-
DOCK_SCORE_INTRA_KCAL	-0.240960	-
DOCK_SCORE_INTRA_KCAL	0.106378	-
DOCK_SCORE_INTRA_NORM	-0.030571	-
DOCK_SCORE_INTRA_NORM	0.013496	-
DOCK_SCORE_KCAL	-5.563249	-
DOCK_SCORE_KCAL	-3.794929	-
DOCK_SCORE_NORM	-0.705823	-
DOCK_SCORE_NORM	-0.481474	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	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_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
DOCK_SOURCE_FORMULA	C25H29N3O4S	-
DOCK_SOURCE_FORMULA	C25H29N3O4S	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_LOGP	4.191820	-
DOCK_SOURCE_LOGP	4.604120	-
DOCK_SOURCE_MW	467.591000	-
DOCK_SOURCE_MW	467.591000	-
DOCK_SOURCE_NAME	KB_HAT_92	-
DOCK_SOURCE_NAME	KB_HAT_92	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	108.130000	-
DOCK_SOURCE_TPSA	108.390000	-
DOCK_STRAIN_DELTA	18.480365	-
DOCK_STRAIN_DELTA	22.607947	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T09	-
DOCK_TARGET	T20	-
EXACT_MASS	467.187877408	Da
FORMULA	C25H29N3O4S	-
HBA	4	-
HBD	3	-
LOGP	4.191820000000003	-
MOL_WEIGHT	467.5910000000003	g/mol
QED_SCORE	0.5227235656287106	-
ROTATABLE_BONDS	5	-
TPSA	108.13	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
T09	T09	dockmulti_91311c650f2e_T09	24 native pose available	3.4586492485698055	-23.2922	16	0.76	-	Best pose
T20	T20	dockmulti_91311c650f2e_T20	24 native pose available	4.2979278576833835	-15.8886	8	1.00	-	Best pose

T09 — T09 24 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
371	3.4586492485698055	-0.675252	-23.2922	0	17	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 3 protein contact clashes; moderate strain Δ 18.5	Open pose
378	3.496030626412555	-0.675807	-23.4281	2	16	15	0.71	0.29	0.17	0.17	-	no	geometry warning; 13 clashes; 3 protein contact clashes; moderate strain Δ 19.3	Open pose
374	3.9250438716541782	-0.695403	-24.2155	1	17	16	0.76	0.14	0.17	0.17	-	no	geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 21.0	Open pose
385	4.758016192794349	-0.697872	-23.1599	3	19	14	0.67	0.14	0.17	0.17	-	no	geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 21.5	Open pose
382	4.763352933556748	-0.708228	-22.2989	2	16	15	0.71	0.29	0.17	0.17	-	no	geometry warning; 13 clashes; 6 protein contact clashes; high strain Δ 24.9	Open pose
388	4.914031533037135	-0.646828	-22.5838	0	18	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 17 clashes; 5 protein contact clashes; high strain Δ 21.6	Open pose
380	5.8722584504483475	-0.705871	-22.5087	4	19	14	0.67	0.14	0.17	0.17	-	no	geometry warning; 15 clashes; 9 protein contact clashes; high strain Δ 23.0	Open pose
391	5.971169185066075	-0.761434	-26.5476	2	20	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 18 clashes; 7 protein contact clashes; high strain Δ 27.6	Open pose
376	54.47629260896436	-0.682666	-22.8735	0	18	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 7 protein contact clashes	Open pose
373	54.7346984520923	-0.67366	-24.3006	3	19	16	0.76	0.14	0.17	0.17	-	no	geometry warning; 15 clashes; 7 protein contact clashes	Open pose
390	8.198709249155613	-0.723969	-24.3227	3	16	15	0.71	0.29	0.17	0.17	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 24.4	Open pose
375	55.09288791589591	-0.662319	-18.3103	0	15	15	0.71	0.00	0.00	0.00	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash	Open pose
384	55.38328390617979	-0.724293	-23.476	2	16	15	0.71	0.29	0.17	0.17	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash	Open pose
379	55.69395775887694	-0.576556	-17.7433	1	14	11	0.52	0.14	0.17	0.17	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash	Open pose
381	56.19589585651691	-0.73696	-23.2743	2	16	15	0.71	0.29	0.17	0.17	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash	Open pose
372	56.941507731286165	-0.733992	-25.6449	5	18	14	0.67	0.14	0.17	0.17	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash	Open pose
389	57.53268575769582	-0.724842	-24.4981	3	17	16	0.76	0.29	0.17	0.17	-	yes	excluded; geometry warning; 13 clashes; 2 protein clashes	Open pose
387	57.60153556972629	-0.7968	-27.5621	4	19	15	0.71	0.00	0.00	0.00	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash	Open pose
386	57.93296225764177	-0.705431	-22.8546	3	19	16	0.76	0.00	0.00	0.00	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes	Open pose
392	58.06220477165874	-0.673351	-23.8551	3	13	7	0.33	0.00	0.00	0.00	-	yes	excluded; geometry warning; 16 clashes; 2 protein clashes	Open pose
377	58.24533449057982	-0.730363	-24.9655	2	17	15	0.71	0.29	0.17	0.17	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes	Open pose
394	58.413540509503925	-0.641178	-19.7011	3	14	8	0.38	0.00	0.00	0.00	-	yes	excluded; geometry warning; 17 clashes; 3 protein clashes	Open pose
383	58.56718905928218	-0.678505	-21.0382	2	14	10	0.48	0.14	0.17	0.17	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash	Open pose
393	58.80610830853585	-0.664156	-23.0193	2	16	14	0.67	0.29	0.17	0.17	-	yes	excluded; geometry warning; 18 clashes; 1 protein clash	Open pose

T20 — T20 24 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
512	4.2979278576833835	-0.49497	-15.8886	4	11	8	1.00	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 22.6	Open pose
511	4.471628861856435	-0.50766	-17.1565	2	16	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 5 protein contact clashes; moderate strain Δ 18.6	Open pose
519	4.589960709862747	-0.52454	-16.0228	3	13	6	0.75	0.50	1.00	1.00	-	no	geometry warning; 13 clashes; 5 protein contact clashes; high strain Δ 23.0	Open pose
523	4.606530609640901	-0.501908	-16.7466	3	10	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 4 protein contact clashes; high strain Δ 24.2	Open pose
505	5.138498388653485	-0.51736	-17.2433	3	12	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 16 clashes; 5 protein contact clashes; high strain Δ 25.0	Open pose
515	5.3051199626714105	-0.539572	-15.9096	6	12	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 7 protein contact clashes; high strain Δ 26.4	Open pose
525	5.413941586743036	-0.48055	-12.5753	4	12	5	0.62	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 6 protein contact clashes; high strain Δ 31.1	Open pose
521	5.983928639378474	-0.511809	-17.0502	5	10	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 9 protein contact clashes; high strain Δ 23.0	Open pose
508	6.196022996676622	-0.582134	-13.7699	3	14	4	0.50	0.50	1.00	1.00	-	no	geometry warning; 16 clashes; 7 protein contact clashes; high strain Δ 36.2	Open pose
504	54.851468960085555	-0.56229	-18.1965	6	12	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 9 protein contact clashes	Open pose
527	55.408942935001576	-0.524715	-15.5822	2	11	8	1.00	0.00	0.00	0.00	-	no	geometry warning; 19 clashes; 7 protein contact clashes	Open pose
522	55.47754696006758	-0.607498	-20.2131	3	11	5	0.62	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 10 protein contact clashes	Open pose
506	54.51397240637387	-0.590165	-19.6465	2	13	6	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash	Open pose
520	55.04143451972142	-0.508874	-13.7804	3	15	6	0.75	0.50	1.00	1.00	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash	Open pose
507	55.62993479624877	-0.532499	-18.0133	2	12	8	1.00	0.00	0.00	0.00	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash	Open pose
518	56.3288826690683	-0.541973	-18.0544	3	12	6	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash	Open pose
524	56.51635105432311	-0.518813	-17.2549	2	13	7	0.88	0.00	0.00	0.00	-	yes	excluded; geometry warning; 15 clashes; 2 protein clashes	Open pose
517	56.53315887202536	-0.577547	-18.1703	4	12	6	0.75	1.00	1.00	1.00	-	yes	excluded; geometry warning; 13 clashes; 2 protein clashes	Open pose
516	56.54714676274892	-0.62692	-20.7114	5	14	6	0.75	1.00	1.00	1.00	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash	Open pose
526	56.756179931641555	-0.577226	-20.8001	2	12	6	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash	Open pose
513	56.760234199634965	-0.580808	-19.0458	3	12	6	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 14 clashes; 1 protein clash	Open pose
510	56.93084813508818	-0.528899	-19.2234	1	11	6	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash	Open pose
514	57.0514878410568	-0.536058	-12.4352	4	9	7	0.88	0.00	0.00	0.00	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes	Open pose
509	57.343463313127764	-0.550259	-16.9338	4	9	7	0.88	1.00	1.00	1.00	-	yes	excluded; geometry warning; 15 clashes; 2 protein clashes	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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⚗ AI Structural Analysis

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Edit compound

KB_HAT_92

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