FAIRMol

OHD_MAC_53

ID 4025

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

SMILES: COc1cc(/C=[NH+]/N=c2/[nH]cnc3c(Nc4ccc(OCCCO)cc4)[nH+]cnc23)cc(OC)c1O

Formula: C24H27N7O5+2 | MW: 493.5240000000002

LogP: 0.015000000000000846 | TPSA: 162.21999999999997

HBA/HBD: 9/5 | RotB: 10

InChIKey: XHYVBTUBXRUBKE-XKJRVUDJSA-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 ×3 H-bond donor ×6 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Alcohol Phenol Aryl ether ×3 Ether ×3

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.519069-
DOCK_BASE_INTER_RANK-0.762430-
DOCK_BASE_INTER_RANK-0.625569-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.674652-
DOCK_FINAL_RANK3.263491-
DOCK_FINAL_RANK3.804608-
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:ALA1111-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2341-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4731-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR3921-
DOCK_IFP::A:VAL3621-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.662989-
DOCK_MAX_CLASH_OVERLAP0.674347-
DOCK_MAX_CLASH_OVERLAP0.674317-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.600951-
DOCK_PRE_RANK3.145953-
DOCK_PRE_RANK3.692367-
DOCK_PRIMARY_POSE_ID11257-
DOCK_PRIMARY_POSE_ID13254-
DOCK_PRIMARY_POSE_ID8471-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397;A:THR473;A:TYR392-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP233;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:ILE234;A:LYS69;A:PHE196;A:SER195;A:SER200;A:THR132;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG228;A:ARG287;A:ARG361;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:HIS428;A:ILE199;A:ILE285;A:ILE378;A:LEU227;A:LEU332;A:LEU334;A:LEU377;A:PHE198;A:PHE230;A:SER200;A:SER364;A:THR360;A:THR374;A:VAL362-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(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-13.197000-
DOCK_SCORE-10.201000-
DOCK_SCORE-16.365400-
DOCK_SCORE_INTER-27.447500-
DOCK_SCORE_INTER-22.520500-
DOCK_SCORE_INTER-18.686500-
DOCK_SCORE_INTER_KCAL-6.555726-
DOCK_SCORE_INTER_KCAL-5.378931-
DOCK_SCORE_INTER_KCAL-4.463196-
DOCK_SCORE_INTER_NORM-0.519069-
DOCK_SCORE_INTER_NORM-0.762430-
DOCK_SCORE_INTER_NORM-0.625569-
DOCK_SCORE_INTRA11.074600-
DOCK_SCORE_INTRA9.323540-
DOCK_SCORE_INTRA7.778490-
DOCK_SCORE_INTRA_KCAL2.226890-
DOCK_SCORE_INTRA_KCAL1.857861-
DOCK_SCORE_INTRA_KCAL2.645124-
DOCK_SCORE_INTRA_NORM0.307628-
DOCK_SCORE_INTRA_NORM0.216069-
DOCK_SCORE_INTRA_NORM0.258987-
DOCK_SCORE_KCAL-3.152051-
DOCK_SCORE_KCAL-2.436468-
DOCK_SCORE_KCAL-3.908810-
DOCK_SCORE_NORM-0.366582-
DOCK_SCORE_NORM-0.454593-
DOCK_SCORE_NORM-0.283362-
DOCK_SCORE_RESTR0.007511-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.706990-
DOCK_SCORE_RESTR_NORM0.019639-
DOCK_SCORE_RESTR_NORM0.000209-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H27N7O5+2-
DOCK_SOURCE_FORMULAC24H27N7O5+2-
DOCK_SOURCE_FORMULAC24H27N7O5+2-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP0.015000-
DOCK_SOURCE_LOGP0.015000-
DOCK_SOURCE_LOGP0.015000-
DOCK_SOURCE_MW493.524000-
DOCK_SOURCE_MW493.524000-
DOCK_SOURCE_MW493.524000-
DOCK_SOURCE_NAMEOHD_MAC_53-
DOCK_SOURCE_NAMEOHD_MAC_53-
DOCK_SOURCE_NAMEOHD_MAC_53-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA162.220000-
DOCK_SOURCE_TPSA162.220000-
DOCK_SOURCE_TPSA162.220000-
DOCK_STRAIN_DELTA60.411618-
DOCK_STRAIN_DELTA62.377018-
DOCK_STRAIN_DELTA45.381164-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
DOCK_TARGETT20-
DOCK_TARGETT17-
EXACT_MASS493.20626980417995Da
FORMULAC24H27N7O5+2-
HBA9-
HBD5-
LOGP0.015000000000000846-
MOL_WEIGHT493.5240000000002g/mol
QED_SCORE0.11726837497381999-
ROTATABLE_BONDS10-
TPSA162.21999999999997A^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
T17 T17 selection_import_t17 1
native pose available
 3.2634914229919687 -13.197 8 0.67 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.674652484049885 -16.3654 14 0.74 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.8046081219037604 -10.201 8 1.00 - Best 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
414 3.2634914229919687 -0.625569 -13.197 9 24 8 0.67 0.00 0.00 0.00 - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 62.4 Open pose
T13 — T13 1 poses · report selection_import_t13
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
341 3.674652484049885 -0.76243 -16.3654 15 23 14 0.74 0.33 0.57 0.57 - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 45.4 Open 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
375 3.8046081219037604 -0.519069 -10.201 6 12 8 1.00 1.00 1.00 1.00 - no geometry warning; 15 clashes; 1 protein clash; high strain Δ 60.4 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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