FAIRMol

OHD_MAC_61

ID 2320

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (27)
2D structure

SMILES: Oc1cc(/C=N/Nc2ncnc3c(Nc4ccc(OC(F)(F)F)cc4)ncnc23)cc(O)c1O

Formula: C20H14F3N7O4 | MW: 473.3710000000001

LogP: 3.6248000000000014 | TPSA: 157.9

HBA/HBD: 11/5 | RotB: 6

InChIKey: YVWGCIWOECKXGV-WBSLIQCRSA-N

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 H-bond donor ×5 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Phenol ×3 Trifluoromethyl Fluorine ×3 Aryl ether Imine Ether

Ring system

Benzene ×2 Pyrimidine ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.825349-
DOCK_BASE_INTER_RANK-0.554033-
DOCK_BASE_INTER_RANK-0.496768-
DOCK_BASE_INTER_RANK-0.603920-
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_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK6.037435-
DOCK_FINAL_RANK5.336736-
DOCK_FINAL_RANK6.089759-
DOCK_FINAL_RANK7.109146-
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:ALA1021-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET981-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP841-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:MET781-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER761-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.676489-
DOCK_MAX_CLASH_OVERLAP0.677286-
DOCK_MAX_CLASH_OVERLAP0.676792-
DOCK_MAX_CLASH_OVERLAP0.679475-
DOCK_POSE_COUNT7-
DOCK_POSE_COUNT7-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT7-
DOCK_PRE_RANK5.176531-
DOCK_PRE_RANK4.398856-
DOCK_PRE_RANK4.207711-
DOCK_PRE_RANK6.209658-
DOCK_PRIMARY_POSE_ID24247-
DOCK_PRIMARY_POSE_ID33961-
DOCK_PRIMARY_POSE_ID43798-
DOCK_PRIMARY_POSE_ID51474-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ALA102;A:ARG140;A:ASN106;A:GLU138;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASP84;B:GLU82;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ncnc2c(Nc3ccccc3)ncnc12)c1ccccc1-
DOCK_SCORE-26.157200-
DOCK_SCORE-16.387800-
DOCK_SCORE-14.058500-
DOCK_SCORE-14.983100-
DOCK_SCORE_INTER-28.061900-
DOCK_SCORE_INTER-18.837100-
DOCK_SCORE_INTER-16.890100-
DOCK_SCORE_INTER-20.533300-
DOCK_SCORE_INTER_KCAL-6.702473-
DOCK_SCORE_INTER_KCAL-4.499166-
DOCK_SCORE_INTER_KCAL-4.034133-
DOCK_SCORE_INTER_KCAL-4.904297-
DOCK_SCORE_INTER_NORM-0.825349-
DOCK_SCORE_INTER_NORM-0.554033-
DOCK_SCORE_INTER_NORM-0.496768-
DOCK_SCORE_INTER_NORM-0.603920-
DOCK_SCORE_INTRA1.904640-
DOCK_SCORE_INTRA2.449330-
DOCK_SCORE_INTRA2.831590-
DOCK_SCORE_INTRA5.550230-
DOCK_SCORE_INTRA_KCAL0.454916-
DOCK_SCORE_INTRA_KCAL0.585013-
DOCK_SCORE_INTRA_KCAL0.676314-
DOCK_SCORE_INTRA_KCAL1.325650-
DOCK_SCORE_INTRA_NORM0.056019-
DOCK_SCORE_INTRA_NORM0.072039-
DOCK_SCORE_INTRA_NORM0.083282-
DOCK_SCORE_INTRA_NORM0.163242-
DOCK_SCORE_KCAL-6.247543-
DOCK_SCORE_KCAL-3.914160-
DOCK_SCORE_KCAL-3.357816-
DOCK_SCORE_KCAL-3.578654-
DOCK_SCORE_NORM-0.769331-
DOCK_SCORE_NORM-0.481994-
DOCK_SCORE_NORM-0.413485-
DOCK_SCORE_NORM-0.440678-
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_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_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC20H14F3N7O4-
DOCK_SOURCE_FORMULAC20H14F3N7O4-
DOCK_SOURCE_FORMULAC20H14F3N7O4-
DOCK_SOURCE_FORMULAC20H14F3N7O4-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP3.624800-
DOCK_SOURCE_LOGP3.624800-
DOCK_SOURCE_LOGP3.624800-
DOCK_SOURCE_LOGP3.624800-
DOCK_SOURCE_MW473.371000-
DOCK_SOURCE_MW473.371000-
DOCK_SOURCE_MW473.371000-
DOCK_SOURCE_MW473.371000-
DOCK_SOURCE_NAMEOHD_MAC_61-
DOCK_SOURCE_NAMEOHD_MAC_61-
DOCK_SOURCE_NAMEOHD_MAC_61-
DOCK_SOURCE_NAMEOHD_MAC_61-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA157.900000-
DOCK_SOURCE_TPSA157.900000-
DOCK_SOURCE_TPSA157.900000-
DOCK_SOURCE_TPSA157.900000-
DOCK_STRAIN_DELTA26.348396-
DOCK_STRAIN_DELTA27.631337-
DOCK_STRAIN_DELTA43.367473-
DOCK_STRAIN_DELTA26.991478-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
DOCK_TARGETT15-
DOCK_TARGETT18-
DOCK_TARGETT21-
EXACT_MASS473.105936588Da
FORMULAC20H14F3N7O4-
HBA11-
HBD5-
LOGP3.6248000000000014-
MOL_WEIGHT473.3710000000001g/mol
QED_SCORE0.15906537288907618-
ROTATABLE_BONDS6-
TPSA157.9A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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 dockmulti_91311c650f2e_T15 7
native pose available
 5.336736114433907 -16.3878 10 0.77 - Best pose
T12 T12 dockmulti_91311c650f2e_T12 7
native pose available
 6.03743525665156 -26.1572 12 0.75 - Best pose
T18 T18 dockmulti_91311c650f2e_T18 6
native pose available
 6.089759429111011 -14.0585 7 0.54 - Best pose
T21 T21 dockmulti_91311c650f2e_T21 7
native pose available
 7.109146427305889 -14.9831 10 0.71 - Best pose
T15 — T15 7 poses · report dockmulti_91311c650f2e_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
3119 5.336736114433907 -0.554033 -16.3878 9 18 10 0.77 - - - - no geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 27.6 Open pose
3118 8.489703602382397 -0.580662 -18.9514 6 17 9 0.69 - - - - yes excluded; geometry warning; 16 clashes; 1 protein clash; high strain Δ 27.8 Open pose
3116 9.092052069929009 -0.601359 -13.0298 8 14 8 0.62 - - - - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 36.2 Open pose
3115 9.162632061607624 -0.685287 -16.0435 8 18 10 0.77 - - - - yes excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 58.9 Open pose
3113 9.648711337936492 -0.610514 -13.9514 8 15 11 0.85 - - - - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 29.1 Open pose
3117 9.734966922048413 -0.641087 -9.67567 7 18 10 0.77 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 32.7 Open pose
3114 14.16048188036724 -0.610773 -15.2182 8 18 10 0.77 - - - - yes excluded; geometry warning; 15 clashes; 4 protein clashes; high strain Δ 51.2 Open pose
T12 — T12 7 poses · report dockmulti_91311c650f2e_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
1304 6.03743525665156 -0.825349 -26.1572 11 18 12 0.75 0.25 0.30 0.50 - no geometry warning; 15 clashes; 9 protein contact clashes; high strain Δ 26.3 Open pose
1309 8.75375342789323 -0.79872 -25.2225 12 18 14 0.88 0.25 0.30 0.50 - yes excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 28.7 Open pose
1307 9.13351306244499 -0.769459 -16.9098 9 16 12 0.75 0.25 0.30 0.40 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 38.7 Open pose
1308 9.515767301486386 -0.80274 -22.0335 12 17 13 0.81 0.17 0.20 0.40 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 34.5 Open pose
1306 10.951869168923212 -0.828305 -22.3761 11 15 15 0.94 0.50 0.60 0.60 - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 35.5 Open pose
1303 11.154111521898207 -0.770313 -18.0427 15 15 15 0.94 0.42 0.50 0.60 - yes excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 29.4 Open pose
1305 15.181179678446068 -0.850662 -20.1556 10 18 15 0.94 0.33 0.40 0.50 - yes excluded; geometry warning; 17 clashes; 3 protein clashes; high strain Δ 65.6 Open pose
T18 — T18 6 poses · report dockmulti_91311c650f2e_T18
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
1711 6.089759429111011 -0.496768 -14.0585 8 13 7 0.54 - - - - no geometry warning; 13 clashes; 6 protein contact clashes; high strain Δ 43.4 Open pose
1710 7.576447789494148 -0.4406 -6.40661 5 13 8 0.62 - - - - yes excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 33.5 Open pose
1708 9.553999137916717 -0.5865 -19.9733 11 13 7 0.54 - - - - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 35.7 Open pose
1709 10.278325516731735 -0.548223 -9.42303 8 16 11 0.85 - - - - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 35.3 Open pose
1712 12.702436924426667 -0.594112 -17.3691 10 13 8 0.62 - - - - yes excluded; geometry warning; 15 clashes; 4 protein clashes; high strain Δ 36.9 Open pose
1707 14.433658312845738 -0.60447 -2.74681 7 13 8 0.62 - - - - yes excluded; geometry warning; 17 clashes; 3 protein clashes; high normalized intra; high strain Δ 55.3 Open pose
T21 — T21 7 poses · report dockmulti_91311c650f2e_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
1618 7.109146427305889 -0.60392 -14.9831 14 14 10 0.71 0.33 0.44 0.62 - no geometry warning; 17 clashes; 11 protein contact clashes; high strain Δ 27.0 Open pose
1621 7.129186926717286 -0.785206 -23.3397 14 17 12 0.86 0.33 0.44 0.62 - no geometry warning; 15 clashes; 11 protein contact clashes; high strain Δ 34.8 Open pose
1620 8.273744624680191 -0.78702 -24.4686 15 18 12 0.86 0.33 0.44 0.50 - no geometry warning; 14 clashes; 15 protein contact clashes; high strain Δ 38.6 Open pose
1616 11.051296033690448 -0.920885 -26.0731 14 18 12 0.86 0.33 0.44 0.50 - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 40.9 Open pose
1615 11.103899256450331 -0.689384 -15.4315 11 16 13 0.93 0.42 0.67 0.75 - yes excluded; geometry warning; 17 clashes; 2 protein clashes; high strain Δ 38.6 Open pose
1617 12.084554786938451 -0.689578 -18.5549 9 20 13 0.93 0.33 0.44 0.62 - yes excluded; geometry warning; 17 clashes; 3 protein clashes; high strain Δ 38.4 Open pose
1619 14.55786595428164 -0.697155 -12.9345 7 19 14 1.00 0.25 0.33 0.38 - yes excluded; geometry warning; 14 clashes; 4 protein clashes; high strain Δ 47.2 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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⚗ AI Structural Analysis

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