FAIRMol

Z49606031

ID 1660

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (12)
2D structure

SMILES: O=C(N/N=C\c1ccc(O)c(O)c1)c1cccc(S(=O)(=O)N2CCCCC2)c1

Formula: C19H21N3O5S | MW: 403.46000000000026

LogP: 2.0363 | TPSA: 119.30000000000001

HBA/HBD: 6/3 | RotB: 5

InChIKey: DAIUCFCXLZZLSR-MOSHPQCFSA-N

Recognized patterns

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

Bio motif

Catechol 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 Phenol ×2 Sulfonamide Imine

Ring system

Benzene ×2 Pipecolinyl ring
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.025690-
DOCK_BASE_INTER_RANK-0.953383-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK4.657393-
DOCK_FINAL_RANK6.019578-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1021-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619615-
DOCK_MAX_CLASH_OVERLAP0.617282-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT6-
DOCK_PRE_RANK4.197017-
DOCK_PRE_RANK5.492825-
DOCK_PRIMARY_POSE_ID14959-
DOCK_PRIMARY_POSE_ID25192-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA102;A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCCC2)c1-
DOCK_SCORE-30.623500-
DOCK_SCORE-24.238600-
DOCK_SCORE_INTER-28.719200-
DOCK_SCORE_INTER-26.694700-
DOCK_SCORE_INTER_KCAL-6.859466-
DOCK_SCORE_INTER_KCAL-6.375922-
DOCK_SCORE_INTER_NORM-1.025690-
DOCK_SCORE_INTER_NORM-0.953383-
DOCK_SCORE_INTRA-1.904270-
DOCK_SCORE_INTRA2.456080-
DOCK_SCORE_INTRA_KCAL-0.454827-
DOCK_SCORE_INTRA_KCAL0.586625-
DOCK_SCORE_INTRA_NORM-0.068010-
DOCK_SCORE_INTRA_NORM0.087717-
DOCK_SCORE_KCAL-7.314300-
DOCK_SCORE_KCAL-5.789293-
DOCK_SCORE_NORM-1.093700-
DOCK_SCORE_NORM-0.865666-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_LOGP2.036300-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_NAMEZ49606031-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA119.300000-
DOCK_SOURCE_TPSA119.300000-
DOCK_STRAIN_DELTA19.672931-
DOCK_STRAIN_DELTA20.779209-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT12-
EXACT_MASS403.120191772Da
FORMULAC19H21N3O5S-
HBA6-
HBD3-
LOGP2.0363-
MOL_WEIGHT403.46000000000026g/mol
QED_SCORE0.40092637612944076-
ROTATABLE_BONDS5-
TPSA119.30000000000001A^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
T08 T08 dockmulti_91311c650f2e_T08 6
native pose available
 4.657392602966823 -30.6235 12 0.63 - Best pose
T12 T12 dockmulti_91311c650f2e_T12 6
native pose available
 6.019577996355404 -24.2386 13 0.81 - Best pose
T08 — T08 6 poses · report dockmulti_91311c650f2e_T08
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
2106 4.657392602966823 -1.02569 -30.6235 9 13 12 0.63 0.50 0.40 0.60 - no geometry warning; 10 clashes; 10 protein contact clashes; moderate strain Δ 19.7 Open pose
2104 5.379269088918946 -1.01387 -23.4169 6 14 11 0.58 0.17 0.20 0.60 - no geometry warning; 11 clashes; 9 protein contact clashes; high strain Δ 33.2 Open pose
2102 6.179877516352293 -1.02478 -26.3938 10 13 9 0.47 0.50 0.60 0.60 - yes excluded; geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 18.7 Open pose
2105 9.653337527347778 -0.993705 -27.4716 9 11 8 0.42 0.50 0.60 0.60 - yes excluded; geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 16.4 Open pose
2101 13.597684053724072 -1.17244 -23.8569 4 20 15 0.79 0.17 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 4 protein clashes; high strain Δ 34.6 Open pose
2103 14.40864507321928 -1.03394 -21.5082 5 19 15 0.79 0.17 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 4 protein clashes; high strain Δ 32.7 Open pose
T12 — T12 6 poses · report dockmulti_91311c650f2e_T12
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
2249 6.019577996355404 -0.953383 -24.2386 13 17 13 0.81 0.42 0.40 0.50 - no geometry warning; 10 clashes; 14 protein contact clashes; high strain Δ 20.8 Open pose
2248 5.97059177639258 -0.904952 -23.4585 14 16 15 0.94 0.67 0.70 0.80 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 21.8 Open pose
2251 6.508514864315245 -0.918848 -18.0374 7 16 13 0.81 0.42 0.50 0.50 - yes excluded; geometry warning; 9 clashes; 1 protein clash; high strain Δ 32.5 Open pose
2250 6.776673504700712 -0.862432 -21.1882 9 17 15 0.94 0.50 0.50 0.50 - yes excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 24.0 Open pose
2252 6.93180368552243 -0.787888 -18.7268 9 16 14 0.88 0.58 0.60 0.60 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 27.9 Open pose
2253 17.022390848141846 -0.830703 -23.2428 11 18 12 0.75 0.17 0.20 0.30 - yes excluded; geometry warning; 12 clashes; 7 protein clashes; high strain Δ 25.6 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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