Compound detail

SMILES: O=S(=O)(NCC(c1c[nH]c2cc(Br)ccc12)c1c[nH]c2cc(Br)ccc12)c1cccs1

Formula: C22H17Br2N3O2S2 | MW: 579.3390000000002

LogP: 6.346100000000003 | TPSA: 77.75

HBA/HBD: 3/3 | RotB: 6

InChIKey: ICQRDCSFKCWXGJ-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Sulfonamide Bromine ×2

Ring system

Benzene ×2 Indole ×2 Pyrrole ×2 Thiophene Isoindole ×2

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.885791	-
DOCK_BASE_INTER_RANK	-0.860859	-
DOCK_BASE_INTER_RANK	-0.766214	-
DOCK_BASE_INTER_RANK	-0.551203	-
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	6.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	9.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	3.767251	-
DOCK_FINAL_RANK	5.427082	-
DOCK_FINAL_RANK	3.766055	-
DOCK_FINAL_RANK	3.414963	-
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:ALA209	1	-
DOCK_IFP::A:ALA212	1	-
DOCK_IFP::A:ALA77	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG74	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU73	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE83	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO99	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER44	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER87	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:TYR69	1	-
DOCK_IFP::A:TYR98	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::A:VAL88	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	0.636634	-
DOCK_MAX_CLASH_OVERLAP	0.636807	-
DOCK_MAX_CLASH_OVERLAP	0.636722	-
DOCK_MAX_CLASH_OVERLAP	0.636751	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	2	-
DOCK_PRE_RANK	3.178170	-
DOCK_PRE_RANK	4.902637	-
DOCK_PRE_RANK	2.609592	-
DOCK_PRE_RANK	2.827556	-
DOCK_PRIMARY_POSE_ID	6586	-
DOCK_PRIMARY_POSE_ID	15188	-
DOCK_PRIMARY_POSE_ID	38597	-
DOCK_PRIMARY_POSE_ID	49852	-
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_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T16	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_RESIDUE_CONTACTS	A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER44;A:SER86;A:VAL156;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA212;A:ARG14;A:LEU209;A:LYS13;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:TYR98;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:SER86;A:SER87;A:TYR210;A:TYR69;A:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU467;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:THR397	-
DOCK_SCAFFOLD	O=S(=O)(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1	-
DOCK_SCAFFOLD	O=S(=O)(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1	-
DOCK_SCAFFOLD	O=S(=O)(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1	-
DOCK_SCAFFOLD	O=S(=O)(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1	-
DOCK_SCORE	-23.532500	-
DOCK_SCORE	-22.383500	-
DOCK_SCORE	-19.341100	-
DOCK_SCORE	-14.229000	-
DOCK_SCORE_INTER	-27.459500	-
DOCK_SCORE_INTER	-26.686600	-
DOCK_SCORE_INTER	-23.752600	-
DOCK_SCORE_INTER	-17.087300	-
DOCK_SCORE_INTER_KCAL	-6.558592	-
DOCK_SCORE_INTER_KCAL	-6.373988	-
DOCK_SCORE_INTER_KCAL	-5.673213	-
DOCK_SCORE_INTER_KCAL	-4.081233	-
DOCK_SCORE_INTER_NORM	-0.885791	-
DOCK_SCORE_INTER_NORM	-0.860859	-
DOCK_SCORE_INTER_NORM	-0.766214	-
DOCK_SCORE_INTER_NORM	-0.551203	-
DOCK_SCORE_INTRA	3.927020	-
DOCK_SCORE_INTRA	4.303100	-
DOCK_SCORE_INTRA	4.411560	-
DOCK_SCORE_INTRA	2.858280	-
DOCK_SCORE_INTRA_KCAL	0.937953	-
DOCK_SCORE_INTRA_KCAL	1.027778	-
DOCK_SCORE_INTRA_KCAL	1.053683	-
DOCK_SCORE_INTRA_KCAL	0.682689	-
DOCK_SCORE_INTRA_NORM	0.126678	-
DOCK_SCORE_INTRA_NORM	0.138810	-
DOCK_SCORE_INTRA_NORM	0.142308	-
DOCK_SCORE_INTRA_NORM	0.092203	-
DOCK_SCORE_KCAL	-5.620643	-
DOCK_SCORE_KCAL	-5.346209	-
DOCK_SCORE_KCAL	-4.619544	-
DOCK_SCORE_KCAL	-3.398540	-
DOCK_SCORE_NORM	-0.759114	-
DOCK_SCORE_NORM	-0.722050	-
DOCK_SCORE_NORM	-0.623906	-
DOCK_SCORE_NORM	-0.459001	-
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_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T16_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
DOCK_SOURCE_FORMULA	C22H17Br2N3O2S2	-
DOCK_SOURCE_FORMULA	C22H17Br2N3O2S2	-
DOCK_SOURCE_FORMULA	C22H17Br2N3O2S2	-
DOCK_SOURCE_FORMULA	C22H17Br2N3O2S2	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	6.346100	-
DOCK_SOURCE_LOGP	6.346100	-
DOCK_SOURCE_LOGP	6.346100	-
DOCK_SOURCE_LOGP	6.346100	-
DOCK_SOURCE_MW	579.339000	-
DOCK_SOURCE_MW	579.339000	-
DOCK_SOURCE_MW	579.339000	-
DOCK_SOURCE_MW	579.339000	-
DOCK_SOURCE_NAME	OHD_ACDS_48	-
DOCK_SOURCE_NAME	OHD_ACDS_48	-
DOCK_SOURCE_NAME	OHD_ACDS_48	-
DOCK_SOURCE_NAME	OHD_ACDS_48	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	77.750000	-
DOCK_SOURCE_TPSA	77.750000	-
DOCK_SOURCE_TPSA	77.750000	-
DOCK_SOURCE_TPSA	77.750000	-
DOCK_STRAIN_DELTA	21.818004	-
DOCK_STRAIN_DELTA	20.740745	-
DOCK_STRAIN_DELTA	31.274393	-
DOCK_STRAIN_DELTA	21.790117	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T08	-
DOCK_TARGET	T16	-
DOCK_TARGET	T20	-
EXACT_MASS	576.9128929840001	Da
FORMULA	C22H17Br2N3O2S2	-
HBA	3	-
HBD	3	-
LOGP	6.346100000000003	-
MOL_WEIGHT	579.3390000000002	g/mol
QED_SCORE	0.2195459332331582	-
ROTATABLE_BONDS	6	-
TPSA	77.75	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	2 native pose available	3.414963134473647	-14.229	7	0.88	-	Best pose
T16	T16	dockmulti_91311c650f2e_T16	2 native pose available	3.7660552795564186	-19.3411	12	1.00	-	Best pose
T03	T03	dockmulti_91311c650f2e_T03	2 native pose available	3.7672505163013295	-23.5325	12	0.60	-	Best pose
T08	T08	dockmulti_91311c650f2e_T08	2 native pose available	5.42708209221541	-22.3835	9	0.47	-	Best pose

T20 — T20 2 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
2887	3.414963134473647	-0.551203	-14.229	3	9	7	0.88	0.00	0.00	0.00	-	no	geometry warning; 6 clashes; 6 protein contact clashes; high strain Δ 21.8	Open pose
2888	6.433157960684139	-0.577658	-13.742	3	11	8	1.00	0.00	0.00	0.00	-	yes	excluded; geometry warning; 7 clashes; 1 protein clash; high strain Δ 26.5	Open pose

T16 — T16 2 poses · report dockmulti_91311c650f2e_T16

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
3956	3.7660552795564186	-0.766214	-19.3411	2	17	12	1.00	-	-	-	-	no	geometry warning; 8 clashes; 5 protein contact clashes; high strain Δ 31.3	Open pose
3955	6.163318175457395	-0.76589	-20.2546	4	15	10	0.83	-	-	-	-	yes	excluded; geometry warning; 6 clashes; 1 protein clash; high strain Δ 22.0	Open pose

T03 — T03 2 poses · report dockmulti_91311c650f2e_T03

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
3268	3.7672505163013295	-0.885791	-23.5325	2	14	12	0.60	0.29	0.20	0.20	-	no	geometry warning; 6 clashes; 8 protein contact clashes; high strain Δ 21.8	Open pose
3267	5.16073252267854	-0.826746	-21.5372	1	19	15	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 7 clashes; 1 protein clash; high strain Δ 22.7	Open pose

T08 — T08 2 poses · report dockmulti_91311c650f2e_T08

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
2335	5.42708209221541	-0.860859	-22.3835	7	12	9	0.47	0.17	0.40	0.40	-	no	geometry warning; 8 clashes; 13 protein contact clashes; high strain Δ 20.7	Open pose
2336	7.073888021885322	-1.1178	-29.0905	3	18	15	0.79	0.17	0.20	0.20	-	yes	excluded; geometry warning; 9 clashes; 2 protein clashes; high strain Δ 29.4	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

OHD_ACDS_48

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