FAIRMol

KB_chagas_42

ID 2188

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: O=S(=O)(NC[C@H](c1cccnc1)N1CCN(c2ccc(F)cc2)CC1)c1cccs1

Formula: C21H23FN4O2S2 | MW: 446.57300000000015

LogP: 3.1240000000000023 | TPSA: 65.54

HBA/HBD: 6/1 | RotB: 7

InChIKey: APYVRWRPZHPAJR-HXUWFJFHSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic β-Turn mimetic ×3 P-gp efflux flag ×2

Functional group

Tertiary amine ×2 Sulfonamide Fluorine

Ring system

Benzene Pyridine Thiophene
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.789946-
DOCK_BASE_INTER_RANK-0.710549-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK5.303774-
DOCK_FINAL_RANK4.323884-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.650488-
DOCK_MAX_CLASH_OVERLAP0.650590-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT6-
DOCK_PRE_RANK4.291797-
DOCK_PRE_RANK3.401436-
DOCK_PRIMARY_POSE_ID21069-
DOCK_PRIMARY_POSE_ID31514-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSB:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_SCAFFOLDO=S(=O)(NCC(c1cccnc1)N1CCN(c2ccccc2)CC1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(NCC(c1cccnc1)N1CCN(c2ccccc2)CC1)c1cccs1-
DOCK_SCORE-22.696100-
DOCK_SCORE-18.712000-
DOCK_SCORE_INTER-23.698400-
DOCK_SCORE_INTER-21.316500-
DOCK_SCORE_INTER_KCAL-5.660268-
DOCK_SCORE_INTER_KCAL-5.091361-
DOCK_SCORE_INTER_NORM-0.789946-
DOCK_SCORE_INTER_NORM-0.710549-
DOCK_SCORE_INTRA1.002270-
DOCK_SCORE_INTRA2.565100-
DOCK_SCORE_INTRA_KCAL0.239388-
DOCK_SCORE_INTRA_KCAL0.612664-
DOCK_SCORE_INTRA_NORM0.033409-
DOCK_SCORE_INTRA_NORM0.085503-
DOCK_SCORE_KCAL-5.420873-
DOCK_SCORE_KCAL-4.469286-
DOCK_SCORE_NORM-0.756537-
DOCK_SCORE_NORM-0.623733-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.039379-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001313-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FORMULAC21H23FN4O2S2-
DOCK_SOURCE_FORMULAC21H23FN4O2S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP3.124000-
DOCK_SOURCE_LOGP3.124000-
DOCK_SOURCE_MW446.573000-
DOCK_SOURCE_MW446.573000-
DOCK_SOURCE_NAMEKB_chagas_42-
DOCK_SOURCE_NAMEKB_chagas_42-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA65.540000-
DOCK_SOURCE_TPSA65.540000-
DOCK_STRAIN_DELTA28.866279-
DOCK_STRAIN_DELTA27.374147-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT15-
EXACT_MASS446.124646196Da
FORMULAC21H23FN4O2S2-
HBA6-
HBD1-
LOGP3.1240000000000023-
MOL_WEIGHT446.57300000000015g/mol
QED_SCORE0.6041759416734299-
ROTATABLE_BONDS7-
TPSA65.54A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T15 T15 dockmulti_91311c650f2e_T15 6
native pose available
 4.3238844916734065 -18.712 11 0.85 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 2
native pose available
 5.303773524295059 -22.6961 11 0.61 - Best pose
T15 — T15 6 poses · report dockmulti_91311c650f2e_T15
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
672 4.3238844916734065 -0.710549 -18.712 2 15 11 0.85 - - - - no geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 27.4 Open pose
675 6.434423685619885 -0.751072 -19.0718 3 15 9 0.69 - - - - no geometry warning; 10 clashes; 11 protein contact clashes; high strain Δ 39.3 Open pose
677 8.114988093485689 -0.772029 -19.0111 4 14 9 0.69 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 39.0 Open pose
676 8.613566836440206 -0.671238 -16.2774 5 13 10 0.77 - - - - yes excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 53.2 Open pose
673 9.048314824487331 -0.82303 -24.1923 3 16 9 0.69 - - - - yes excluded; geometry warning; 11 clashes; 3 protein clashes; high strain Δ 34.3 Open pose
674 10.094761203369455 -0.707618 -20.5635 6 13 10 0.77 - - - - yes excluded; geometry warning; 9 clashes; 1 protein clash; high strain Δ 51.6 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.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
553 5.303773524295059 -0.789946 -22.6961 3 11 11 0.61 0.40 0.40 0.50 - no geometry warning; 10 clashes; 9 protein contact clashes; high strain Δ 28.9 Open pose
554 6.398476866374703 -0.676046 -18.6614 4 12 12 0.67 0.40 0.40 0.50 - yes excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 26.8 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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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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