FAIRMol

OHD_Schistosoma_102

ID 4887

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: CC[C@@H](C)n1ncn(-c2ccc(N3CC[NH+](c4ccc(OC[C@H]5CO[C@](Cn6cncn6)(c6ccc(Cl)cc6Cl)O5)cc4)CC3)cc2)c1=O

Formula: C35H39Cl2N8O4+ | MW: 706.6549999999997

LogP: 4.287300000000004 | TPSA: 105.89999999999998

HBA/HBD: 8/1 | RotB: 11

InChIKey: VHVPQPYKVGDNFY-DFMJLFEVSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N ×7 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×3 P-gp efflux flag

Functional group

Tertiary amine Chlorine ×2 Aryl ether Ether ×3 Acetal

Ring system

Benzene ×3 Piperazine Hexahydropyrimidine Tetrahydropyrimidine Dioxolane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.545413-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK2.065123-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.621028-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.954091-
DOCK_PRIMARY_POSE_ID11553-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:CYS57;A:FAD501;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:PRO336;A:SER109;A:SER14;A:THR117;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=c1[nH]ncn1-c1ccc(N2CC[NH+](c3ccc(OCC4COC(Cn5cncn5)(c5ccccc5)O4)cc3)CC2)cc1-
DOCK_SCORE-25.776000-
DOCK_SCORE_INTER-26.725300-
DOCK_SCORE_INTER_KCAL-6.383231-
DOCK_SCORE_INTER_NORM-0.545413-
DOCK_SCORE_INTRA0.949229-
DOCK_SCORE_INTRA_KCAL0.226720-
DOCK_SCORE_INTRA_NORM0.019372-
DOCK_SCORE_KCAL-6.156494-
DOCK_SCORE_NORM-0.526041-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC35H39Cl2N8O4+-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS49.000000-
DOCK_SOURCE_LOGP4.287300-
DOCK_SOURCE_MW706.655000-
DOCK_SOURCE_NAMEOHD_Schistosoma_102-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA105.900000-
DOCK_STRAIN_DELTA59.960607-
DOCK_STRAIN_OK0-
DOCK_TARGETT18-
EXACT_MASS705.2465835080899Da
FORMULAC35H39Cl2N8O4+-
HBA8-
HBD1-
LOGP4.287300000000004-
MOL_WEIGHT706.6549999999997g/mol
QED_SCORE0.21720370877964842-
ROTATABLE_BONDS11-
TPSA105.89999999999998A^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
T18 T18 selection_import_t18 1
native pose available
 2.0651230023336526 -25.776 12 0.92 - Best pose
T18 — T18 1 poses · report selection_import_t18
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
32 2.0651230023336526 -0.545413 -25.776 5 20 12 0.92 - - - - no geometry warning; 20 clashes; 2 protein contact clashes; high strain Δ 60.0 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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