FAIRMol

OHD_MAC_20

ID 240

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: COc1cc(/C=[NH+]/N=c2\[nH]cnc3c(Nc4cccc(OCCCO)c4)[nH+]cnc23)cc(OC)c1O

Formula: C24H27N7O5+2 | MW: 493.5240000000002

LogP: 0.015000000000001068 | TPSA: 162.21999999999997

HBA/HBD: 9/5 | RotB: 10

InChIKey: UEWCKWASFXMHJG-XKJRVUDJSA-P

Recognized patterns

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

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-0.741671-
DOCK_BASE_INTER_RANK-0.755206-
DOCK_BASE_INTER_RANK-0.922124-
DOCK_BASE_INTER_RANK-0.756558-
DOCK_BASE_INTER_RANK-0.791850-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK1.635640-
DOCK_FINAL_RANK2.197575-
DOCK_FINAL_RANK1.309152-
DOCK_FINAL_RANK6.657653-
DOCK_FINAL_RANK3.669849-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1391-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1641-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET781-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.662042-
DOCK_MAX_CLASH_OVERLAP0.661983-
DOCK_MAX_CLASH_OVERLAP0.661981-
DOCK_MAX_CLASH_OVERLAP0.662019-
DOCK_MAX_CLASH_OVERLAP0.669385-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.543629-
DOCK_PRE_RANK2.086662-
DOCK_PRE_RANK1.193150-
DOCK_PRE_RANK6.531016-
DOCK_PRE_RANK3.514552-
DOCK_PRIMARY_POSE_ID429-
DOCK_PRIMARY_POSE_ID1089-
DOCK_PRIMARY_POSE_ID5079-
DOCK_PRIMARY_POSE_ID7777-
DOCK_PRIMARY_POSE_ID8451-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TYR174;A:VAL164;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:ASP139;A:GLU138;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP233;A:ASP332;A:ASP88;A:CYS164;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE196;A:PRO113;A:PRO275;A:SER195;A:SER200;A:THR132;A:TYR389-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCORE-21.111200-
DOCK_SCORE-22.522300-
DOCK_SCORE-24.704900-
DOCK_SCORE-20.603400-
DOCK_SCORE-12.953000-
DOCK_SCORE_INTER-26.700200-
DOCK_SCORE_INTER-27.187400-
DOCK_SCORE_INTER-33.196500-
DOCK_SCORE_INTER-27.236100-
DOCK_SCORE_INTER-28.506600-
DOCK_SCORE_INTER_KCAL-6.377236-
DOCK_SCORE_INTER_KCAL-6.493602-
DOCK_SCORE_INTER_KCAL-7.928851-
DOCK_SCORE_INTER_KCAL-6.505234-
DOCK_SCORE_INTER_KCAL-6.808687-
DOCK_SCORE_INTER_NORM-0.741671-
DOCK_SCORE_INTER_NORM-0.755206-
DOCK_SCORE_INTER_NORM-0.922124-
DOCK_SCORE_INTER_NORM-0.756558-
DOCK_SCORE_INTER_NORM-0.791850-
DOCK_SCORE_INTRA5.588950-
DOCK_SCORE_INTRA4.665080-
DOCK_SCORE_INTRA7.883300-
DOCK_SCORE_INTRA6.632690-
DOCK_SCORE_INTRA15.553600-
DOCK_SCORE_INTRA_KCAL1.334898-
DOCK_SCORE_INTRA_KCAL1.114236-
DOCK_SCORE_INTRA_KCAL1.882895-
DOCK_SCORE_INTRA_KCAL1.584191-
DOCK_SCORE_INTRA_KCAL3.714915-
DOCK_SCORE_INTRA_NORM0.155249-
DOCK_SCORE_INTRA_NORM0.129586-
DOCK_SCORE_INTRA_NORM0.218981-
DOCK_SCORE_INTRA_NORM0.184242-
DOCK_SCORE_INTRA_NORM0.432044-
DOCK_SCORE_KCAL-5.042326-
DOCK_SCORE_KCAL-5.379361-
DOCK_SCORE_KCAL-5.900667-
DOCK_SCORE_KCAL-4.921040-
DOCK_SCORE_KCAL-3.093772-
DOCK_SCORE_NORM-0.586423-
DOCK_SCORE_NORM-0.625620-
DOCK_SCORE_NORM-0.686246-
DOCK_SCORE_NORM-0.572317-
DOCK_SCORE_NORM-0.359807-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.608318-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.016898-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H27N7O5+2-
DOCK_SOURCE_FORMULAC24H27N7O5+2-
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_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
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_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP0.015000-
DOCK_SOURCE_LOGP0.015000-
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_MW493.524000-
DOCK_SOURCE_MW493.524000-
DOCK_SOURCE_NAMEOHD_MAC_20-
DOCK_SOURCE_NAMEOHD_MAC_20-
DOCK_SOURCE_NAMEOHD_MAC_20-
DOCK_SOURCE_NAMEOHD_MAC_20-
DOCK_SOURCE_NAMEOHD_MAC_20-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
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_SOURCE_TPSA162.220000-
DOCK_SOURCE_TPSA162.220000-
DOCK_STRAIN_DELTA52.725187-
DOCK_STRAIN_DELTA59.916013-
DOCK_STRAIN_DELTA61.808331-
DOCK_STRAIN_DELTA65.719831-
DOCK_STRAIN_DELTA76.062713-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT08-
DOCK_TARGETT12-
DOCK_TARGETT13-
EXACT_MASS493.20626980417995Da
FORMULAC24H27N7O5+2-
HBA9-
HBD5-
LOGP0.015000000000001068-
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
T08 T08 selection_import_t08 1
native pose available
 1.3091521329400315 -24.7049 11 0.58 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.6356398629475852 -21.1112 15 0.71 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.197574671665247 -22.5223 15 0.71 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.669849109903113 -12.953 15 0.79 - Best pose
T12 T12 selection_import_t12 1
native pose available
 6.657653376746993 -20.6034 15 0.94 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
338 1.3091521329400315 -0.922124 -24.7049 10 17 11 0.58 0.50 0.40 0.40 - no geometry warning; 13 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 61.8 Open pose
T01 — T01 1 poses · report selection_import_t01
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
429 1.6356398629475852 -0.741671 -21.1112 6 18 15 0.71 0.40 0.40 0.40 - no geometry warning; 15 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 52.7 Open pose
T02 — T02 1 poses · report selection_import_t02
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
411 2.197574671665247 -0.755206 -22.5223 6 18 15 0.71 0.20 0.20 0.20 - no geometry warning; 17 clashes; 6 protein contact clashes; 1 cofactor-context clash; high strain Δ 59.9 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
321 3.669849109903113 -0.79185 -12.953 13 24 15 0.79 0.33 0.43 0.43 - no geometry warning; 16 clashes; 16 protein contact clashes; high strain Δ 76.1 Open pose
T12 — T12 1 poses · report selection_import_t12
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
325 6.657653376746993 -0.756558 -20.6034 16 20 15 0.94 0.58 0.70 0.70 - no geometry warning; 16 clashes; 3 protein clashes; high strain Δ 65.7 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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