FAIRMol

OHD_MAC_54

ID 1031

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

SMILES: OCCCOc1ccc(Nc2[nH+]cnc3/c(=N/[NH+]=C/c4ccc(O)cc4)[nH]cnc23)cc1

Formula: C22H23N7O3+2 | MW: 433.4720000000001

LogP: -0.002199999999999702 | TPSA: 143.76

HBA/HBD: 7/5 | RotB: 8

InChIKey: SZIISJLXFYKRPD-KKMKTNMSSA-P

Recognized patterns

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

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×6 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Alcohol Phenol Aryl ether Ether

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.989348-
DOCK_BASE_INTER_RANK-0.798659-
DOCK_BASE_INTER_RANK-1.055160-
DOCK_BASE_INTER_RANK-1.124520-
DOCK_BASE_INTER_RANK-0.727240-
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_COUNT13.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK4.004594-
DOCK_FINAL_RANK4.155412-
DOCK_FINAL_RANK2.246836-
DOCK_FINAL_RANK3.395751-
DOCK_FINAL_RANK3.829873-
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:ALA2121-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1651-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLN1861-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1351-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1801-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR1951-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1361-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN911-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL881-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.661245-
DOCK_MAX_CLASH_OVERLAP0.661255-
DOCK_MAX_CLASH_OVERLAP0.670762-
DOCK_MAX_CLASH_OVERLAP0.661309-
DOCK_MAX_CLASH_OVERLAP0.661213-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.035303-
DOCK_PRE_RANK3.321406-
DOCK_PRE_RANK3.718078-
DOCK_PRE_RANK2.188930-
DOCK_PRE_RANK3.916066-
DOCK_PRIMARY_POSE_ID5101-
DOCK_PRIMARY_POSE_ID1112-
DOCK_PRIMARY_POSE_ID7795-
DOCK_PRIMARY_POSE_ID9963-
DOCK_PRIMARY_POSE_ID3025-
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_t15-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLN186;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:PRO187;A:SER111;A:SER112;A:SER227;A:THR184;A:THR195;A:TYR114;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASN175;A:ASP161;A:ASP165;A:CYS168;A:GLN166;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TYR174;A:VAL164;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE135;A:PHE180;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL136;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASN91;B:GLU82;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TRP81;B:TYR210;B:VAL88-
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-18.409700-
DOCK_SCORE-24.002700-
DOCK_SCORE-29.582300-
DOCK_SCORE-29.714500-
DOCK_SCORE-12.905500-
DOCK_SCORE_INTER-23.271700-
DOCK_SCORE_INTER-25.557100-
DOCK_SCORE_INTER-31.659100-
DOCK_SCORE_INTER-33.765100-
DOCK_SCORE_INTER-35.984500-
DOCK_SCORE_INTER_KCAL-7.561649-
DOCK_SCORE_INTER_KCAL-5.558352-
DOCK_SCORE_INTER_KCAL-6.104211-
DOCK_SCORE_INTER_KCAL-8.064659-
DOCK_SCORE_INTER_KCAL-8.594754-
DOCK_SCORE_INTER_NORM-1.055160-
DOCK_SCORE_INTER_NORM-0.989348-
DOCK_SCORE_INTER_NORM-0.798659-
DOCK_SCORE_INTER_NORM-1.124520-
DOCK_SCORE_INTER_NORM-0.727240-
DOCK_SCORE_INTRA9.722900-
DOCK_SCORE_INTRA7.147350-
DOCK_SCORE_INTRA3.765570-
DOCK_SCORE_INTRA6.402260-
DOCK_SCORE_INTRA7.656420-
DOCK_SCORE_INTRA_KCAL1.707116-
DOCK_SCORE_INTRA_KCAL1.828705-
DOCK_SCORE_INTRA_KCAL0.899391-
DOCK_SCORE_INTRA_KCAL2.322276-
DOCK_SCORE_INTRA_KCAL1.529154-
DOCK_SCORE_INTRA_NORM0.303841-
DOCK_SCORE_INTRA_NORM0.239263-
DOCK_SCORE_INTRA_NORM0.223355-
DOCK_SCORE_INTRA_NORM0.117674-
DOCK_SCORE_INTRA_NORM0.200071-
DOCK_SCORE_KCAL-5.732949-
DOCK_SCORE_KCAL-4.397083-
DOCK_SCORE_KCAL-7.097189-
DOCK_SCORE_KCAL-3.082427-
DOCK_SCORE_KCAL-7.065614-
DOCK_SCORE_NORM-0.750085-
DOCK_SCORE_NORM-0.928577-
DOCK_SCORE_NORM-0.575304-
DOCK_SCORE_NORM-0.924446-
DOCK_SCORE_NORM-0.403298-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.643254-
DOCK_SCORE_RESTR0.285029-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.020102-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.008907-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_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_FORMULAC22H23N7O3+2-
DOCK_SOURCE_FORMULAC22H23N7O3+2-
DOCK_SOURCE_FORMULAC22H23N7O3+2-
DOCK_SOURCE_FORMULAC22H23N7O3+2-
DOCK_SOURCE_FORMULAC22H23N7O3+2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP-0.002200-
DOCK_SOURCE_LOGP-0.002200-
DOCK_SOURCE_LOGP-0.002200-
DOCK_SOURCE_LOGP-0.002200-
DOCK_SOURCE_LOGP-0.002200-
DOCK_SOURCE_MW433.472000-
DOCK_SOURCE_MW433.472000-
DOCK_SOURCE_MW433.472000-
DOCK_SOURCE_MW433.472000-
DOCK_SOURCE_MW433.472000-
DOCK_SOURCE_NAMEOHD_MAC_54-
DOCK_SOURCE_NAMEOHD_MAC_54-
DOCK_SOURCE_NAMEOHD_MAC_54-
DOCK_SOURCE_NAMEOHD_MAC_54-
DOCK_SOURCE_NAMEOHD_MAC_54-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA143.760000-
DOCK_SOURCE_TPSA143.760000-
DOCK_SOURCE_TPSA143.760000-
DOCK_SOURCE_TPSA143.760000-
DOCK_SOURCE_TPSA143.760000-
DOCK_STRAIN_DELTA51.363534-
DOCK_STRAIN_DELTA38.514454-
DOCK_STRAIN_DELTA60.245476-
DOCK_STRAIN_DELTA63.325329-
DOCK_STRAIN_DELTA45.648260-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT15-
DOCK_TARGETT12-
DOCK_TARGETT05-
DOCK_TARGETT08-
DOCK_TARGETT02-
EXACT_MASS433.18514043618Da
FORMULAC22H23N7O3+2-
HBA7-
HBD5-
LOGP-0.002199999999999702-
MOL_WEIGHT433.4720000000001g/mol
QED_SCORE0.15030333996687353-
ROTATABLE_BONDS8-
TPSA143.76A^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
T15 T15 selection_import_t15 1
native pose available
 2.246836110062224 -12.9055 10 0.77 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.395751025872331 -29.7145 13 0.76 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.8298733184047693 -24.0027 16 1.00 - Best pose
T02 T02 selection_import_t02 1
native pose available
 4.004594326744229 -18.4097 16 0.76 - Best pose
T08 T08 selection_import_t08 1
native pose available
 4.155412122929875 -29.5823 10 0.53 - Best pose
T15 — T15 1 poses · report selection_import_t15
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
477 2.246836110062224 -0.72724 -12.9055 3 18 10 0.77 - - - - no geometry warning; 18 clashes; 6 protein contact clashes; high strain Δ 38.5 Open pose
T05 — T05 1 poses · report selection_import_t05
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
315 3.395751025872331 -1.05516 -29.7145 10 21 13 0.76 0.29 0.33 0.40 - no geometry warning; 17 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 45.6 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
343 3.8298733184047693 -0.989348 -24.0027 10 17 16 1.00 0.42 0.50 0.70 - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 60.2 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
434 4.004594326744229 -0.798659 -18.4097 8 20 16 0.76 0.20 0.20 0.20 - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 51.4 Open 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
360 4.155412122929875 -1.12452 -29.5823 8 18 10 0.53 0.67 0.80 0.80 - no geometry warning; 13 clashes; 2 protein clashes; 4 cofactor-context clashes; high strain Δ 63.3 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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