FAIRMol

Z18384764

ID 2251

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

SMILES: Nc1ncccc1C(=O)OCC(=O)N1CCN(S(=O)(=O)c2ccc(Cl)cc2)CC1

Formula: C18H19ClN4O5S | MW: 438.89300000000014

LogP: 1.0070999999999999 | TPSA: 122.89999999999998

HBA/HBD: 7/1 | RotB: 5

InChIKey: LXJZOYYDUUUZLT-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic Ionizable base β-Turn mimetic ×2 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide Ester Primary amine Tertiary amine Lactam Sulfonamide Chlorine Ether

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.989601-
DOCK_BASE_INTER_RANK-1.024160-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK3.274469-
DOCK_FINAL_RANK4.156289-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2831-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
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_IFP::B:TYR491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641945-
DOCK_MAX_CLASH_OVERLAP0.682570-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.104673-
DOCK_PRE_RANK3.227590-
DOCK_PRIMARY_POSE_ID3373-
DOCK_PRIMARY_POSE_ID8110-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:TYR283;A:VAL230;D:ARG287-
DOCK_SCAFFOLDO=C(OCC(=O)N1CCN(S(=O)(=O)c2ccccc2)CC1)c1cccnc1-
DOCK_SCAFFOLDO=C(OCC(=O)N1CCN(S(=O)(=O)c2ccccc2)CC1)c1cccnc1-
DOCK_SCORE-16.083600-
DOCK_SCORE-21.025800-
DOCK_SCORE_INTER-28.698400-
DOCK_SCORE_INTER-29.700700-
DOCK_SCORE_INTER_KCAL-6.854498-
DOCK_SCORE_INTER_KCAL-7.093893-
DOCK_SCORE_INTER_NORM-0.989601-
DOCK_SCORE_INTER_NORM-1.024160-
DOCK_SCORE_INTRA12.614800-
DOCK_SCORE_INTRA8.674900-
DOCK_SCORE_INTRA_KCAL3.012995-
DOCK_SCORE_INTRA_KCAL2.071965-
DOCK_SCORE_INTRA_NORM0.299134-
DOCK_SCORE_INTRA_NORM0.434995-
DOCK_SCORE_KCAL-5.021928-
DOCK_SCORE_KCAL-3.841504-
DOCK_SCORE_NORM-0.725028-
DOCK_SCORE_NORM-0.554607-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H19ClN4O5S-
DOCK_SOURCE_FORMULAC18H19ClN4O5S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP1.007100-
DOCK_SOURCE_LOGP1.007100-
DOCK_SOURCE_MW438.893000-
DOCK_SOURCE_MW438.893000-
DOCK_SOURCE_NAMEZ18384764-
DOCK_SOURCE_NAMEZ18384764-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA122.900000-
DOCK_SOURCE_TPSA122.900000-
DOCK_STRAIN_DELTA33.217762-
DOCK_STRAIN_DELTA35.560647-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
DOCK_TARGETT05-
EXACT_MASS438.07646838799997Da
FORMULAC18H19ClN4O5S-
HBA7-
HBD1-
LOGP1.0070999999999999-
MOL_WEIGHT438.89300000000014g/mol
QED_SCORE0.6906347375836466-
ROTATABLE_BONDS5-
TPSA122.89999999999998A^2

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
T05 T05 selection_import_t05 1
native pose available
 3.2744689945968566 -21.0258 11 0.65 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.156289442374392 -16.0836 15 0.94 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
663 3.2744689945968566 -1.02416 -21.0258 12 15 11 0.65 0.29 0.33 0.60 - no geometry warning; 14 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 33.2 Open pose
T12 — T12 1 poses · report selection_import_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
658 4.156289442374392 -0.989601 -16.0836 12 17 15 0.94 0.58 0.60 0.70 - no geometry warning; 11 clashes; 3 protein clashes; high strain Δ 35.6 Open pose
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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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