FAIRMol

OHD_MAC_55

ID 2171

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: NNc1ncnc2c(Nc3ccc(OCCCO)cc3)ncnc12

Formula: C15H17N7O2 | MW: 327.348

LogP: 1.2101999999999995 | TPSA: 131.10000000000002

HBA/HBD: 9/4 | RotB: 7

InChIKey: YKIKSMKGHZGUBU-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine ×2 H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base ×3

Functional group

Secondary amine Alcohol Aryl ether Hydrazine Ether

Ring system

Benzene Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.433050-
DOCK_BASE_INTER_RANK-1.288460-
DOCK_BASE_INTER_RANK-1.198340-
DOCK_BASE_INTER_RANK-1.184970-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK2.365385-
DOCK_FINAL_RANK0.812484-
DOCK_FINAL_RANK2.431569-
DOCK_FINAL_RANK4.860168-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1621-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2041-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR1951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IFP::D:ARG2871-
DOCK_IFP::D:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.676990-
DOCK_MAX_CLASH_OVERLAP0.676983-
DOCK_MAX_CLASH_OVERLAP0.676992-
DOCK_MAX_CLASH_OVERLAP0.676993-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.333177-
DOCK_PRE_RANK4.820289-
DOCK_PRE_RANK2.393970-
DOCK_PRE_RANK0.773847-
DOCK_PRIMARY_POSE_ID13930-
DOCK_PRIMARY_POSE_ID3026-
DOCK_PRIMARY_POSE_ID5102-
DOCK_PRIMARY_POSE_ID4392-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ALA162;A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO204;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET183;A:NDP302;A:PHE113;A:PRO187;A:SER227;A:THR184;A:THR195;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:CYS168;A:GLN166;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCORE-25.749600-
DOCK_SCORE-23.536500-
DOCK_SCORE-25.741700-
DOCK_SCORE-31.112200-
DOCK_SCORE_INTER-34.393300-
DOCK_SCORE_INTER-30.923100-
DOCK_SCORE_INTER-28.439200-
DOCK_SCORE_INTER-28.760200-
DOCK_SCORE_INTER_KCAL-7.385859-
DOCK_SCORE_INTER_KCAL-6.792589-
DOCK_SCORE_INTER_KCAL-6.869259-
DOCK_SCORE_INTER_KCAL-8.214702-
DOCK_SCORE_INTER_NORM-1.433050-
DOCK_SCORE_INTER_NORM-1.184970-
DOCK_SCORE_INTER_NORM-1.198340-
DOCK_SCORE_INTER_NORM-1.288460-
DOCK_SCORE_INTRA2.689540-
DOCK_SCORE_INTRA5.181360-
DOCK_SCORE_INTRA3.281150-
DOCK_SCORE_INTRA5.213860-
DOCK_SCORE_INTRA_KCAL0.783690-
DOCK_SCORE_INTRA_KCAL0.642386-
DOCK_SCORE_INTRA_KCAL1.245310-
DOCK_SCORE_INTRA_KCAL1.237547-
DOCK_SCORE_INTRA_NORM0.217244-
DOCK_SCORE_INTRA_NORM0.215890-
DOCK_SCORE_INTRA_NORM0.136715-
DOCK_SCORE_INTRA_NORM0.112064-
DOCK_SCORE_KCAL-5.621599-
DOCK_SCORE_KCAL-6.148302-
DOCK_SCORE_KCAL-7.431025-
DOCK_SCORE_KCAL-6.150189-
DOCK_SCORE_NORM-1.296340-
DOCK_SCORE_NORM-1.072900-
DOCK_SCORE_NORM-1.072570-
DOCK_SCORE_NORM-0.980686-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.009906-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000413-
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_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_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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H17N7O2-
DOCK_SOURCE_FORMULAC15H17N7O2-
DOCK_SOURCE_FORMULAC15H17N7O2-
DOCK_SOURCE_FORMULAC15H17N7O2-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP1.210200-
DOCK_SOURCE_LOGP1.210200-
DOCK_SOURCE_LOGP1.210200-
DOCK_SOURCE_LOGP1.210200-
DOCK_SOURCE_MW327.348000-
DOCK_SOURCE_MW327.348000-
DOCK_SOURCE_MW327.348000-
DOCK_SOURCE_MW327.348000-
DOCK_SOURCE_NAMEOHD_MAC_55-
DOCK_SOURCE_NAMEOHD_MAC_55-
DOCK_SOURCE_NAMEOHD_MAC_55-
DOCK_SOURCE_NAMEOHD_MAC_55-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA131.100000-
DOCK_SOURCE_TPSA131.100000-
DOCK_SOURCE_TPSA131.100000-
DOCK_SOURCE_TPSA131.100000-
DOCK_STRAIN_DELTA29.511149-
DOCK_STRAIN_DELTA28.224443-
DOCK_STRAIN_DELTA24.979350-
DOCK_STRAIN_DELTA28.816046-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT07-
DOCK_TARGETT21-
DOCK_TARGETT08-
EXACT_MASS327.14437278400004Da
FORMULAC15H17N7O2-
HBA9-
HBD4-
LOGP1.2101999999999995-
MOL_WEIGHT327.348g/mol
QED_SCORE0.28705203896280906-
ROTATABLE_BONDS7-
TPSA131.10000000000002A^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
T07 T07 selection_import_t07 1
native pose available
 0.8124839892236246 -25.7417 14 0.74 - Best pose
T08 T08 selection_import_t08 1
native pose available
 2.3653847906727123 -31.1122 15 0.79 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.4315686954067908 -23.5365 12 0.71 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.860167666859236 -25.7496 13 0.93 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
329 0.8124839892236246 -1.28846 -25.7417 11 20 14 0.74 0.67 0.60 0.80 - no geometry warning; 10 clashes; 5 protein contact clashes; 3 cofactor-context clashes; moderate strain Δ 28.8 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
361 2.3653847906727123 -1.43305 -31.1122 14 19 15 0.79 0.67 0.80 1.00 - no geometry warning; 13 clashes; 1 protein clash; 1 severe cofactor-context clash; moderate strain Δ 25.0 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
316 2.4315686954067908 -1.19834 -23.5365 10 17 12 0.71 0.29 0.33 0.40 - no geometry warning; 9 clashes; 1 protein clash; 4 cofactor-context clashes; moderate strain Δ 28.2 Open pose
T21 — T21 1 poses · report selection_import_t21
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
372 4.860167666859236 -1.18497 -25.7496 15 16 13 0.93 0.33 0.44 0.50 - no geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 29.5 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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