FAIRMol

OHD_MAC_51

ID 3178

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: OCCCOc1ccc(Nc2[nH+]cnc3/c(=N/[NH+]=C/c4cc(O)c(O)c(O)c4)nc[nH]c23)cc1

Formula: C22H23N7O5+2 | MW: 465.4700000000001

LogP: -0.5909999999999997 | TPSA: 184.22

HBA/HBD: 9/7 | RotB: 8

InChIKey: UHECAMFEKIPSTR-YPXUMCKCSA-P

Recognized patterns

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

Bio motif

Catechol ×2 ATP mimic pyrimidine ×2 Resorcinol H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×8 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Alcohol Phenol ×3 Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine ×2
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.576916-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK6.001835-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LYS611-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:PHE3671-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:SER1091-
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_OVERLAP0.748651-
DOCK_POSE_COUNT8-
DOCK_PRE_RANK4.278688-
DOCK_PRIMARY_POSE_ID43772-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:FAD501;A:GLU18;A:ILE106;A:LEU17;A:LYS61;A:MET113;A:PHE367;A:PRO336;A:SER109;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCORE-13.018500-
DOCK_SCORE_INTER-19.615100-
DOCK_SCORE_INTER_KCAL-4.684988-
DOCK_SCORE_INTER_NORM-0.576916-
DOCK_SCORE_INTRA6.596660-
DOCK_SCORE_INTRA_KCAL1.575586-
DOCK_SCORE_INTRA_NORM0.194020-
DOCK_SCORE_KCAL-3.109417-
DOCK_SCORE_NORM-0.382896-
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_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FORMULAC22H23N7O5+2-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD7.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP-0.591000-
DOCK_SOURCE_MW465.470000-
DOCK_SOURCE_NAMEOHD_MAC_51-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA184.220000-
DOCK_STRAIN_DELTA40.719118-
DOCK_STRAIN_OK0-
DOCK_TARGETT18-
EXACT_MASS465.17496967618Da
FORMULAC22H23N7O5+2-
HBA9-
HBD7-
LOGP-0.5909999999999997-
MOL_WEIGHT465.4700000000001g/mol
QED_SCORE0.07788642443623685-
ROTATABLE_BONDS8-
TPSA184.22A^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
T18 T18 dockmulti_91311c650f2e_T18 8
native pose available
 6.001835475299666 -13.0185 10 0.77 - Best pose
T18 — T18 8 poses · report dockmulti_91311c650f2e_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
1685 6.001835475299666 -0.576916 -13.0185 7 16 10 0.77 - - - - no geometry warning; 17 clashes; 4 protein contact clashes; high strain Δ 40.7 Open pose
1682 8.252620482637338 -0.57985 -13.9121 10 13 10 0.77 - - - - yes excluded; geometry warning; 16 clashes; 1 protein clash; high strain Δ 55.9 Open pose
1687 8.934622668219466 -0.619352 -18.0181 8 17 12 0.92 - - - - yes excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 42.6 Open pose
1684 9.511902475074987 -0.662542 -12.5642 6 14 8 0.62 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 61.7 Open pose
1686 9.55968882869826 -0.680983 -12.3541 10 17 12 0.92 - - - - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash; high strain Δ 54.8 Open pose
1681 12.544396092178118 -0.711552 -14.9931 12 17 11 0.85 - - - - yes excluded; hard geometry fail; 1 severe clash; 2 protein clashes; high strain Δ 49.2 Open pose
1688 13.664123711529363 -0.576685 -18.1343 10 13 8 0.62 - - - - yes excluded; geometry warning; 16 clashes; 4 protein clashes; high strain Δ 49.6 Open pose
1683 13.906115993130692 -0.630946 -17.7244 9 16 10 0.77 - - - - yes excluded; geometry warning; 16 clashes; 3 protein clashes; high strain Δ 35.4 Open pose

Heterocycles & Functional Groups

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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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