FAIRMol

OHD_MAC_31

ID 3564

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: COc1cc(/C=[NH+]/N=c2\nc[nH]c3c(Nc4ccc(F)c(Cl)c4)[nH+]cnc23)ccc1O

Formula: C20H17ClFN7O2+2 | MW: 441.85400000000016

LogP: 1.0376999999999996 | TPSA: 123.53000000000002

HBA/HBD: 6/4 | RotB: 5

InChIKey: RVPPKRNDWLUXQB-FLUNURKVSA-P

Recognized patterns

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

Bio motif

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

Functional group

Secondary amine Phenol Chlorine Fluorine Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.886465-
DOCK_BASE_INTER_RANK-0.725305-
DOCK_BASE_INTER_RANK-0.627915-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK4.839262-
DOCK_FINAL_RANK4.232284-
DOCK_FINAL_RANK3.706504-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER4751-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL3621-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.670560-
DOCK_MAX_CLASH_OVERLAP0.670548-
DOCK_MAX_CLASH_OVERLAP0.670576-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.782936-
DOCK_PRE_RANK4.196882-
DOCK_PRE_RANK3.655602-
DOCK_PRIMARY_POSE_ID6403-
DOCK_PRIMARY_POSE_ID11245-
DOCK_PRIMARY_POSE_ID13248-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG228;A:ARG331;A:ARG361;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:ILE285;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR360;A:TYR221;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:SER394;A:SER395;A:SER470;A:SER475;A:THR397-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCORE-18.642800-
DOCK_SCORE-18.221700-
DOCK_SCORE-15.121800-
DOCK_SCORE_INTER-27.480400-
DOCK_SCORE_INTER-22.484500-
DOCK_SCORE_INTER-19.465400-
DOCK_SCORE_INTER_KCAL-6.563584-
DOCK_SCORE_INTER_KCAL-5.370333-
DOCK_SCORE_INTER_KCAL-4.649233-
DOCK_SCORE_INTER_NORM-0.886465-
DOCK_SCORE_INTER_NORM-0.725305-
DOCK_SCORE_INTER_NORM-0.627915-
DOCK_SCORE_INTRA8.542170-
DOCK_SCORE_INTRA4.113200-
DOCK_SCORE_INTRA4.262050-
DOCK_SCORE_INTRA_KCAL2.040263-
DOCK_SCORE_INTRA_KCAL0.982421-
DOCK_SCORE_INTRA_KCAL1.017974-
DOCK_SCORE_INTRA_NORM0.275554-
DOCK_SCORE_INTRA_NORM0.132684-
DOCK_SCORE_INTRA_NORM0.137485-
DOCK_SCORE_KCAL-4.452758-
DOCK_SCORE_KCAL-4.352180-
DOCK_SCORE_KCAL-3.611781-
DOCK_SCORE_NORM-0.601380-
DOCK_SCORE_NORM-0.587798-
DOCK_SCORE_NORM-0.487800-
DOCK_SCORE_RESTR0.295461-
DOCK_SCORE_RESTR0.149513-
DOCK_SCORE_RESTR0.081534-
DOCK_SCORE_RESTR_NORM0.009531-
DOCK_SCORE_RESTR_NORM0.004823-
DOCK_SCORE_RESTR_NORM0.002630-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H17ClFN7O2+2-
DOCK_SOURCE_FORMULAC20H17ClFN7O2+2-
DOCK_SOURCE_FORMULAC20H17ClFN7O2+2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP1.037700-
DOCK_SOURCE_LOGP1.037700-
DOCK_SOURCE_LOGP1.037700-
DOCK_SOURCE_MW441.854000-
DOCK_SOURCE_MW441.854000-
DOCK_SOURCE_MW441.854000-
DOCK_SOURCE_NAMEOHD_MAC_31-
DOCK_SOURCE_NAMEOHD_MAC_31-
DOCK_SOURCE_NAMEOHD_MAC_31-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA123.530000-
DOCK_SOURCE_TPSA123.530000-
DOCK_SOURCE_TPSA123.530000-
DOCK_STRAIN_DELTA37.787290-
DOCK_STRAIN_DELTA26.939541-
DOCK_STRAIN_DELTA35.214270-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT17-
DOCK_TARGETT20-
EXACT_MASS441.11053152418003Da
FORMULAC20H17ClFN7O2+2-
HBA6-
HBD4-
LOGP1.0376999999999996-
MOL_WEIGHT441.85400000000016g/mol
QED_SCORE0.27199193415582135-
ROTATABLE_BONDS5-
TPSA123.53000000000002A^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
T20 T20 selection_import_t20 1
native pose available
 3.7065037929108327 -15.1218 7 0.88 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.23228367677093 -18.2217 8 0.67 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.839262380488052 -18.6428 17 1.00 - Best pose
T20 — T20 1 poses · report selection_import_t20
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
369 3.7065037929108327 -0.627915 -15.1218 7 11 7 0.88 0.50 1.00 1.00 - no geometry warning; 15 clashes; 1 protein clash; high strain Δ 35.2 Open pose
T17 — T17 1 poses · report selection_import_t17
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
402 4.23228367677093 -0.725305 -18.2217 5 19 8 0.67 0.00 0.00 0.00 - no geometry warning; 17 clashes; 2 protein clashes; moderate strain Δ 26.9 Open pose
T10 — T10 1 poses · report selection_import_t10
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
307 4.839262380488052 -0.886465 -18.6428 10 18 17 1.00 0.38 0.45 0.73 - no geometry warning; 17 clashes; 2 protein clashes; high strain Δ 37.8 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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