FAIRMol

OHD_TC1_166

ID 1149

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

SMILES: O=C(O)c1c(C[N@H+]2CC[N@@H+](CCO)CC2)nc2ccc(Cl)cc2c1-c1ccccc1

Formula: C23H26ClN3O3+2 | MW: 427.93200000000024

LogP: 0.5291000000000012 | TPSA: 79.3

HBA/HBD: 3/4 | RotB: 6

InChIKey: FWJTUFSDOKRVHE-UHFFFAOYSA-P

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Quinoline Clear highlight

Bio motif

H-bond acceptor N H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Carboxylic acid Alcohol Chlorine

Ring system

Benzene ×2 Pyridine Quinoline Piperazine Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.998574-
DOCK_BASE_INTER_RANK-0.808131-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK1.564518-
DOCK_FINAL_RANK4.559325-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR831-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.692449-
DOCK_MAX_CLASH_OVERLAP0.625681-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.495546-
DOCK_PRE_RANK4.513728-
DOCK_PRIMARY_POSE_ID1455-
DOCK_PRIMARY_POSE_ID13626-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:SER86;A:THR83;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDc1ccc(-c2cc(C[NH+]3CC[NH2+]CC3)nc3ccccc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc(C[NH+]3CC[NH2+]CC3)nc3ccccc23)cc1-
DOCK_SCORE-30.919800-
DOCK_SCORE-26.438400-
DOCK_SCORE_INTER-29.957200-
DOCK_SCORE_INTER-24.243900-
DOCK_SCORE_INTER_KCAL-7.155157-
DOCK_SCORE_INTER_KCAL-5.790559-
DOCK_SCORE_INTER_NORM-0.998574-
DOCK_SCORE_INTER_NORM-0.808131-
DOCK_SCORE_INTRA-0.962535-
DOCK_SCORE_INTRA-2.194520-
DOCK_SCORE_INTRA_KCAL-0.229898-
DOCK_SCORE_INTRA_KCAL-0.524152-
DOCK_SCORE_INTRA_NORM-0.032085-
DOCK_SCORE_INTRA_NORM-0.073151-
DOCK_SCORE_KCAL-7.385071-
DOCK_SCORE_KCAL-6.314706-
DOCK_SCORE_NORM-1.030660-
DOCK_SCORE_NORM-0.881282-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H26ClN3O3+2-
DOCK_SOURCE_FORMULAC23H26ClN3O3+2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP0.529100-
DOCK_SOURCE_LOGP0.529100-
DOCK_SOURCE_MW427.932000-
DOCK_SOURCE_MW427.932000-
DOCK_SOURCE_NAMEOHD_TC1_166-
DOCK_SOURCE_NAMEOHD_TC1_166-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA79.300000-
DOCK_SOURCE_TPSA79.300000-
DOCK_STRAIN_DELTA43.390980-
DOCK_STRAIN_DELTA32.563127-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT21-
EXACT_MASS427.1651722121799Da
FORMULAC23H26ClN3O3+2-
HBA3-
HBD4-
LOGP0.5291000000000012-
MOL_WEIGHT427.93200000000024g/mol
QED_SCORE0.4625053682884952-
ROTATABLE_BONDS6-
TPSA79.3A^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
T03 T03 selection_import_t03 1
native pose available
 1.5645178525475796 -30.9198 15 0.75 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.559325345752987 -26.4384 13 0.93 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
100 1.5645178525475796 -0.998574 -30.9198 4 17 15 0.75 0.00 0.00 0.00 - no geometry warning; 18 clashes; 3 protein contact clashes; high strain Δ 43.4 Open pose
T21 — T21 1 poses · report selection_import_t21
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
68 4.559325345752987 -0.808131 -26.4384 6 15 13 0.93 0.33 0.44 0.50 - no geometry warning; 16 clashes; 3 protein clashes; high strain Δ 32.6 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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