FAIRMol

ulfkktlib_1824

ID 2167

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

SMILES: O=C(N[C@H]1C(=O)N2[C@@H]3C(O)=C(c4ccccc4)C(=O)[C@@H]3[C@H](c3ccc([N+](=O)O)cc3)N2[C@@H]1c1ccccc1)c1ccccc1

Formula: C34H27N4O6+ | MW: 587.6120000000002

LogP: 4.676800000000004 | TPSA: 130.26000000000002

HBA/HBD: 6/3 | RotB: 6

InChIKey: SWWMMNLCSUGJJR-RLXMVLCYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×4 Michael acceptor (extended) β-Turn mimetic Metal chelator ×2 Retro-amide

Functional group

Carbonyl ×3 Amide ×2 Ketone Secondary amine Lactam Enone Alkene Enol ether

Ring system

Benzene ×4

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.647782-
DOCK_BASE_INTER_RANK-0.664377-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT21.000000-
DOCK_CLASH_COUNT21.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK2.394723-
DOCK_FINAL_RANK2.429058-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS161-
DOCK_IFP::A:LYS161-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.687344-
DOCK_MAX_CLASH_OVERLAP0.654742-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK2.237351-
DOCK_PRE_RANK2.211251-
DOCK_PRIMARY_POSE_ID2882-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS16;A:MET183;A:MET233;A:NDP302;A:PHE113;A:SER227;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS16;A:MET183;A:MET233;A:NDP302;A:PHE113;A:SER227;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_SCAFFOLDO=C(NC1C(=O)N2C3C=C(c4ccccc4)C(=O)C3C(c3ccccc3)N2C1c1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(NC1C(=O)N2C3C=C(c4ccccc4)C(=O)C3C(c3ccccc3)N2C1c1ccccc1)c1ccccc1-
DOCK_SCORE-23.781700-
DOCK_SCORE-23.968900-
DOCK_SCORE_INTER-29.232600-
DOCK_SCORE_INTER-28.502400-
DOCK_SCORE_INTER_KCAL-6.807684-
DOCK_SCORE_INTER_KCAL-6.982090-
DOCK_SCORE_INTER_NORM-0.647782-
DOCK_SCORE_INTER_NORM-0.664377-
DOCK_SCORE_INTRA4.865030-
DOCK_SCORE_INTRA3.884270-
DOCK_SCORE_INTRA_KCAL0.927742-
DOCK_SCORE_INTRA_KCAL1.161993-
DOCK_SCORE_INTRA_NORM0.110569-
DOCK_SCORE_INTRA_NORM0.088279-
DOCK_SCORE_KCAL-5.680164-
DOCK_SCORE_KCAL-5.724876-
DOCK_SCORE_NORM-0.544749-
DOCK_SCORE_NORM-0.540494-
DOCK_SCORE_RESTR0.585838-
DOCK_SCORE_RESTR0.649196-
DOCK_SCORE_RESTR_NORM0.014754-
DOCK_SCORE_RESTR_NORM0.013314-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC34H27N4O6+-
DOCK_SOURCE_FORMULAC34H27N4O6+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_LOGP4.676800-
DOCK_SOURCE_LOGP4.676800-
DOCK_SOURCE_MW587.612000-
DOCK_SOURCE_MW587.612000-
DOCK_SOURCE_NAMEulfkktlib_1824-
DOCK_SOURCE_NAMEulfkktlib_1825-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA130.260000-
DOCK_SOURCE_TPSA130.260000-
DOCK_STRAIN_DELTA88.980613-
DOCK_STRAIN_DELTA86.071741-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT05-
EXACT_MASS587.19251100409Da
FORMULAC34H27N4O6+-
HBA6-
HBD3-
LOGP4.676800000000004-
MOL_WEIGHT587.6120000000002g/mol
QED_SCORE0.2795033339186621-
ROTATABLE_BONDS6-
TPSA130.26000000000002A^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 2
native pose available
 2.394722870706949 -23.9689 13 0.76 - Best pose
T05 — T05 2 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
171 2.394722870706949 -0.647782 -23.9689 2 16 13 0.76 0.14 0.17 0.40 - no geometry warning; 21 clashes; 4 protein contact clashes; 2 severe cofactor-context clashes; high strain Δ 86.1 Open pose
172 2.42905762727439 -0.664377 -23.7817 2 17 14 0.82 0.14 0.17 0.40 - no geometry warning; 21 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 89.0 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…