FAIRMol

OHD_TbNat_160

ID 3763

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

SMILES: Cc1cc(C)cc(NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H]2Cc3ccccc3CN2)c1

Formula: C29H30N4O2 | MW: 466.58500000000026

LogP: 4.1652400000000025 | TPSA: 86.02000000000001

HBA/HBD: 3/4 | RotB: 6

InChIKey: OYSKVILZFAAMME-SVBPBHIXSA-N

Recognized patterns

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

Bio motif

Peptide backbone ×2 Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×3 Ionizable base Metal chelator ×2 Retro-amide ×2

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×3

Ring system

Benzene ×3 Indole Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.707650-
DOCK_BASE_INTER_RANK-0.750026-
DOCK_BASE_INTER_RANK-0.913496-
DOCK_BASE_INTER_RANK-0.631583-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.142769-
DOCK_FINAL_RANK1.531930-
DOCK_FINAL_RANK2.842297-
DOCK_FINAL_RANK2.120554-
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:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
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:TRP921-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.625364-
DOCK_MAX_CLASH_OVERLAP0.625348-
DOCK_MAX_CLASH_OVERLAP0.625433-
DOCK_MAX_CLASH_OVERLAP0.625381-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.104420-
DOCK_PRE_RANK1.512496-
DOCK_PRE_RANK2.822387-
DOCK_PRE_RANK2.102412-
DOCK_PRIMARY_POSE_ID6842-
DOCK_PRIMARY_POSE_ID9563-
DOCK_PRIMARY_POSE_ID12251-
DOCK_PRIMARY_POSE_ID12970-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TRP92;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER162;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:HIS461;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER394;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(NC(Cc1c[nH]c2ccccc12)C(=O)Nc1ccccc1)C1Cc2ccccc2CN1-
DOCK_SCAFFOLDO=C(NC(Cc1c[nH]c2ccccc12)C(=O)Nc1ccccc1)C1Cc2ccccc2CN1-
DOCK_SCAFFOLDO=C(NC(Cc1c[nH]c2ccccc12)C(=O)Nc1ccccc1)C1Cc2ccccc2CN1-
DOCK_SCAFFOLDO=C(NC(Cc1c[nH]c2ccccc12)C(=O)Nc1ccccc1)C1Cc2ccccc2CN1-
DOCK_SCORE-23.058700-
DOCK_SCORE-26.616800-
DOCK_SCORE-30.450100-
DOCK_SCORE-23.351800-
DOCK_SCORE_INTER-24.767700-
DOCK_SCORE_INTER-26.250900-
DOCK_SCORE_INTER-31.972400-
DOCK_SCORE_INTER-22.105400-
DOCK_SCORE_INTER_KCAL-5.915666-
DOCK_SCORE_INTER_KCAL-6.269922-
DOCK_SCORE_INTER_KCAL-7.636480-
DOCK_SCORE_INTER_KCAL-5.279786-
DOCK_SCORE_INTER_NORM-0.707650-
DOCK_SCORE_INTER_NORM-0.750026-
DOCK_SCORE_INTER_NORM-0.913496-
DOCK_SCORE_INTER_NORM-0.631583-
DOCK_SCORE_INTRA1.709040-
DOCK_SCORE_INTRA-0.365861-
DOCK_SCORE_INTRA1.522280-
DOCK_SCORE_INTRA-1.246430-
DOCK_SCORE_INTRA_KCAL0.408197-
DOCK_SCORE_INTRA_KCAL-0.087384-
DOCK_SCORE_INTRA_KCAL0.363590-
DOCK_SCORE_INTRA_KCAL-0.297705-
DOCK_SCORE_INTRA_NORM0.048830-
DOCK_SCORE_INTRA_NORM-0.010453-
DOCK_SCORE_INTRA_NORM0.043494-
DOCK_SCORE_INTRA_NORM-0.035612-
DOCK_SCORE_KCAL-5.507478-
DOCK_SCORE_KCAL-6.357316-
DOCK_SCORE_KCAL-7.272885-
DOCK_SCORE_KCAL-5.577484-
DOCK_SCORE_NORM-0.658820-
DOCK_SCORE_NORM-0.760479-
DOCK_SCORE_NORM-0.870002-
DOCK_SCORE_NORM-0.667195-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC29H30N4O2-
DOCK_SOURCE_FORMULAC29H30N4O2-
DOCK_SOURCE_FORMULAC29H30N4O2-
DOCK_SOURCE_FORMULAC29H30N4O2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP4.165240-
DOCK_SOURCE_LOGP4.165240-
DOCK_SOURCE_LOGP4.165240-
DOCK_SOURCE_LOGP4.165240-
DOCK_SOURCE_MW466.585000-
DOCK_SOURCE_MW466.585000-
DOCK_SOURCE_MW466.585000-
DOCK_SOURCE_MW466.585000-
DOCK_SOURCE_NAMEOHD_TbNat_160-
DOCK_SOURCE_NAMEOHD_TbNat_160-
DOCK_SOURCE_NAMEOHD_TbNat_160-
DOCK_SOURCE_NAMEOHD_TbNat_160-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA86.020000-
DOCK_SOURCE_TPSA86.020000-
DOCK_SOURCE_TPSA86.020000-
DOCK_SOURCE_TPSA86.020000-
DOCK_STRAIN_DELTA28.652828-
DOCK_STRAIN_DELTA15.432370-
DOCK_STRAIN_DELTA15.861448-
DOCK_STRAIN_DELTA14.225617-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT11-
DOCK_TARGETT15-
DOCK_TARGETT19-
DOCK_TARGETT20-
EXACT_MASS466.2368762Da
FORMULAC29H30N4O2-
HBA3-
HBD4-
LOGP4.1652400000000025-
MOL_WEIGHT466.58500000000026g/mol
QED_SCORE0.34415327512382354-
ROTATABLE_BONDS6-
TPSA86.02000000000001A^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
 1.5319298439489573 -26.6168 12 0.92 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.1205543167272007 -23.3518 7 0.88 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.842297199018077 -30.4501 9 0.33 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.142768920408758 -23.0587 13 0.72 - 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
77 1.5319298439489573 -0.750026 -26.6168 2 17 12 0.92 - - - - no geometry warning; 15 clashes; 4 protein contact clashes Open pose
T20 — T20 1 poses · report selection_import_t20
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
91 2.1205543167272007 -0.631583 -23.3518 4 12 7 0.88 0.00 0.00 0.00 - no geometry warning; 13 clashes; 8 protein contact clashes Open pose
T19 — T19 1 poses · report selection_import_t19
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
50 2.842297199018077 -0.913496 -30.4501 6 23 9 0.33 0.00 0.00 0.00 - no geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T11 — T11 1 poses · report selection_import_t11
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
68 3.142768920408758 -0.70765 -23.0587 6 13 13 0.72 0.80 0.80 1.00 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 28.7 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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