FAIRMol

OHD_MAC_44

ID 1829

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

SMILES: COc1cccc(Nc2ncnc3c(NN)ncnc23)c1

Formula: C13H13N7O | MW: 283.295

LogP: 1.4575999999999998 | TPSA: 110.87

HBA/HBD: 8/3 | RotB: 4

InChIKey: ZSGVMHBFYDFDLP-UHFFFAOYSA-N

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 ×4 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Ionizable base ×3

Functional group

Secondary amine Aryl ether Hydrazine Ether

Ring system

Benzene Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.553310-
DOCK_BASE_INTER_RANK-1.493250-
DOCK_BASE_INTER_RANK-1.108840-
DOCK_BASE_INTER_RANK-1.274720-
DOCK_BASE_INTER_RANK-1.213000-
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_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK4.046946-
DOCK_FINAL_RANK0.197070-
DOCK_FINAL_RANK1.648240-
DOCK_FINAL_RANK4.386776-
DOCK_FINAL_RANK0.549056-
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: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:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS2411-
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:LEU3391-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1981-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR2411-
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::A:VAL3361-
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_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_OVERLAP0.677540-
DOCK_MAX_CLASH_OVERLAP0.677556-
DOCK_MAX_CLASH_OVERLAP0.677566-
DOCK_MAX_CLASH_OVERLAP0.677477-
DOCK_MAX_CLASH_OVERLAP0.677566-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.152513-
DOCK_PRE_RANK4.011929-
DOCK_PRE_RANK4.342913-
DOCK_PRE_RANK0.491869-
DOCK_PRE_RANK1.593002-
DOCK_PRIMARY_POSE_ID2398-
DOCK_PRIMARY_POSE_ID13924-
DOCK_PRIMARY_POSE_ID9164-
DOCK_PRIMARY_POSE_ID4391-
DOCK_PRIMARY_POSE_ID5094-
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_t14-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t07-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:SER282;A:THR241;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCAFFOLDc1ccc(Nc2ncnc3cncnc23)cc1-
DOCK_SCORE-25.101800-
DOCK_SCORE-20.706800-
DOCK_SCORE-16.507300-
DOCK_SCORE-29.824400-
DOCK_SCORE-23.338700-
DOCK_SCORE_INTER-31.358300-
DOCK_SCORE_INTER-25.473100-
DOCK_SCORE_INTER-23.285700-
DOCK_SCORE_INTER-32.619500-
DOCK_SCORE_INTER-26.769100-
DOCK_SCORE_INTER_KCAL-7.791037-
DOCK_SCORE_INTER_KCAL-6.393692-
DOCK_SCORE_INTER_KCAL-6.084148-
DOCK_SCORE_INTER_KCAL-5.561696-
DOCK_SCORE_INTER_KCAL-7.489805-
DOCK_SCORE_INTER_NORM-1.553310-
DOCK_SCORE_INTER_NORM-1.213000-
DOCK_SCORE_INTER_NORM-1.274720-
DOCK_SCORE_INTER_NORM-1.493250-
DOCK_SCORE_INTER_NORM-1.108840-
DOCK_SCORE_INTRA3.430460-
DOCK_SCORE_INTRA8.965740-
DOCK_SCORE_INTRA2.578890-
DOCK_SCORE_INTRA7.517670-
DOCK_SCORE_INTRA1.533820-
DOCK_SCORE_INTRA_KCAL0.615958-
DOCK_SCORE_INTRA_KCAL0.819352-
DOCK_SCORE_INTRA_KCAL2.141431-
DOCK_SCORE_INTRA_KCAL1.795565-
DOCK_SCORE_INTRA_KCAL0.366347-
DOCK_SCORE_INTRA_NORM0.122804-
DOCK_SCORE_INTRA_NORM0.163355-
DOCK_SCORE_INTRA_NORM0.426940-
DOCK_SCORE_INTRA_NORM0.073039-
DOCK_SCORE_INTRA_NORM0.357984-
DOCK_SCORE_KCAL-5.574355-
DOCK_SCORE_KCAL-7.123439-
DOCK_SCORE_KCAL-3.942703-
DOCK_SCORE_KCAL-4.945736-
DOCK_SCORE_KCAL-5.995465-
DOCK_SCORE_NORM-1.420210-
DOCK_SCORE_NORM-0.786064-
DOCK_SCORE_NORM-1.111370-
DOCK_SCORE_NORM-0.986040-
DOCK_SCORE_NORM-1.195320-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC13H13N7O-
DOCK_SOURCE_FORMULAC13H13N7O-
DOCK_SOURCE_FORMULAC13H13N7O-
DOCK_SOURCE_FORMULAC13H13N7O-
DOCK_SOURCE_FORMULAC13H13N7O-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP1.457600-
DOCK_SOURCE_LOGP1.457600-
DOCK_SOURCE_LOGP1.457600-
DOCK_SOURCE_LOGP1.457600-
DOCK_SOURCE_LOGP1.457600-
DOCK_SOURCE_MW283.295000-
DOCK_SOURCE_MW283.295000-
DOCK_SOURCE_MW283.295000-
DOCK_SOURCE_MW283.295000-
DOCK_SOURCE_MW283.295000-
DOCK_SOURCE_NAMEOHD_MAC_44-
DOCK_SOURCE_NAMEOHD_MAC_44-
DOCK_SOURCE_NAMEOHD_MAC_44-
DOCK_SOURCE_NAMEOHD_MAC_44-
DOCK_SOURCE_NAMEOHD_MAC_44-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA110.870000-
DOCK_SOURCE_TPSA110.870000-
DOCK_SOURCE_TPSA110.870000-
DOCK_SOURCE_TPSA110.870000-
DOCK_SOURCE_TPSA110.870000-
DOCK_STRAIN_DELTA37.280436-
DOCK_STRAIN_DELTA31.661434-
DOCK_STRAIN_DELTA38.184441-
DOCK_STRAIN_DELTA26.709466-
DOCK_STRAIN_DELTA32.024553-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT21-
DOCK_TARGETT14-
DOCK_TARGETT04-
DOCK_TARGETT07-
EXACT_MASS283.118158036Da
FORMULAC13H13N7O-
HBA8-
HBD3-
LOGP1.4575999999999998-
MOL_WEIGHT283.295g/mol
QED_SCORE0.487194389602252-
ROTATABLE_BONDS4-
TPSA110.87A^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
 0.19707021139489783 -29.8244 14 0.74 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.5490560060659071 -25.1018 13 0.68 - Best pose
T04 T04 selection_import_t04 1
native pose available
 1.6482397885984788 -16.5073 12 0.63 - Best pose
T14 T14 selection_import_t14 1
native pose available
 4.046945760056431 -20.7068 9 0.60 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.38677596477459 -23.3387 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
328 0.19707021139489783 -1.49325 -29.8244 8 15 14 0.74 0.67 0.60 0.60 - no geometry warning; 10 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 32.0 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
353 0.5490560060659071 -1.55331 -25.1018 10 14 13 0.68 0.67 0.60 0.80 - no geometry warning; 11 clashes; 5 protein contact clashes; 4 cofactor-context clashes; high strain Δ 38.2 Open pose
T04 — T04 1 poses · report selection_import_t04
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
365 1.6482397885984788 -1.213 -16.5073 4 12 12 0.63 0.50 0.60 0.60 - no geometry warning; 10 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 37.3 Open pose
T14 — T14 1 poses · report selection_import_t14
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
356 4.046945760056431 -1.10884 -20.7068 10 13 9 0.60 0.33 0.60 0.60 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 26.7 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
366 4.38677596477459 -1.27472 -23.3387 13 15 13 0.93 0.33 0.44 0.50 - no geometry warning; 10 clashes; 3 protein clashes; high strain Δ 31.7 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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