FAIRMol

OHD_TB2023_3

ID 2242

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: O=C(Nc1ccc(Nc2nc3ccccc3[nH]2)c(Cl)c1)c1ccc(Nc2[nH]c3ccccc3[nH+]2)c(Cl)c1

Formula: C27H20Cl2N7O+ | MW: 529.4110000000002

LogP: 6.904600000000003 | TPSA: 111.77000000000001

HBA/HBD: 4/5 | RotB: 6

InChIKey: RPEJCTBRNAFKEK-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×6 Gatekeeper aromatic ×4 Ionizable base ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine ×3 Chlorine ×2

Ring system

Benzene ×4 Benzimidazole ×2 Imidazole ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.700787-
DOCK_BASE_INTER_RANK-0.648562-
DOCK_BASE_INTER_RANK-0.609986-
DOCK_BASE_INTER_RANK-0.497196-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK6.775621-
DOCK_FINAL_RANK6.592204-
DOCK_FINAL_RANK5.451110-
DOCK_FINAL_RANK5.715330-
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:ALA2091-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU821-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY4591-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR2101-
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_OVERLAP0.638608-
DOCK_MAX_CLASH_OVERLAP0.638666-
DOCK_MAX_CLASH_OVERLAP0.638604-
DOCK_MAX_CLASH_OVERLAP0.638650-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK5.576899-
DOCK_PRE_RANK5.851196-
DOCK_PRE_RANK4.463988-
DOCK_PRE_RANK5.140448-
DOCK_PRIMARY_POSE_ID20775-
DOCK_PRIMARY_POSE_ID31055-
DOCK_PRIMARY_POSE_ID34827-
DOCK_PRIMARY_POSE_ID47246-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T16-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ASN125;A:ASN193;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:ILE126;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:GLU82;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:TRP81;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU82;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO187;A:PRO212;A:PRO213;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:GLY459;A:HIS461;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397-
DOCK_SCAFFOLDO=C(Nc1ccc(Nc2nc3ccccc3[nH]2)cc1)c1ccc(Nc2[nH]c3ccccc3[nH+]2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccc(Nc2[nH]c3ccccc3[nH+]2)cc1)c1ccc(Nc2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccc(Nc2[nH]c3ccccc3[nH+]2)cc1)c1ccc(Nc2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDO=C(Nc1ccc(Nc2nc3ccccc3[nH]2)cc1)c1ccc(Nc2[nH]c3ccccc3[nH+]2)cc1-
DOCK_SCORE-22.918700-
DOCK_SCORE-25.564000-
DOCK_SCORE-22.980000-
DOCK_SCORE-21.855300-
DOCK_SCORE_INTER-25.929100-
DOCK_SCORE_INTER-23.996800-
DOCK_SCORE_INTER-22.569500-
DOCK_SCORE_INTER-18.396200-
DOCK_SCORE_INTER_KCAL-6.193062-
DOCK_SCORE_INTER_KCAL-5.731540-
DOCK_SCORE_INTER_KCAL-5.390635-
DOCK_SCORE_INTER_KCAL-4.393859-
DOCK_SCORE_INTER_NORM-0.700787-
DOCK_SCORE_INTER_NORM-0.648562-
DOCK_SCORE_INTER_NORM-0.609986-
DOCK_SCORE_INTER_NORM-0.497196-
DOCK_SCORE_INTRA3.010460-
DOCK_SCORE_INTRA-1.568050-
DOCK_SCORE_INTRA-0.410544-
DOCK_SCORE_INTRA-3.459110-
DOCK_SCORE_INTRA_KCAL0.719036-
DOCK_SCORE_INTRA_KCAL-0.374522-
DOCK_SCORE_INTRA_KCAL-0.098057-
DOCK_SCORE_INTRA_KCAL-0.826195-
DOCK_SCORE_INTRA_NORM0.081364-
DOCK_SCORE_INTRA_NORM-0.042380-
DOCK_SCORE_INTRA_NORM-0.011096-
DOCK_SCORE_INTRA_NORM-0.093490-
DOCK_SCORE_KCAL-5.474040-
DOCK_SCORE_KCAL-6.105859-
DOCK_SCORE_KCAL-5.488681-
DOCK_SCORE_KCAL-5.220051-
DOCK_SCORE_NORM-0.619424-
DOCK_SCORE_NORM-0.690919-
DOCK_SCORE_NORM-0.621081-
DOCK_SCORE_NORM-0.590685-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000836-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000023-
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_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T16_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC27H20Cl2N7O+-
DOCK_SOURCE_FORMULAC27H20Cl2N7O+-
DOCK_SOURCE_FORMULAC27H20Cl2N7O+-
DOCK_SOURCE_FORMULAC27H20Cl2N7O+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP6.904600-
DOCK_SOURCE_LOGP6.904600-
DOCK_SOURCE_LOGP6.904600-
DOCK_SOURCE_LOGP6.904600-
DOCK_SOURCE_MW529.411000-
DOCK_SOURCE_MW529.411000-
DOCK_SOURCE_MW529.411000-
DOCK_SOURCE_MW529.411000-
DOCK_SOURCE_NAMEOHD_TB2023_3-
DOCK_SOURCE_NAMEOHD_TB2023_3-
DOCK_SOURCE_NAMEOHD_TB2023_3-
DOCK_SOURCE_NAMEOHD_TB2023_3-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_SOURCE_TPSA111.770000-
DOCK_STRAIN_DELTA31.978695-
DOCK_STRAIN_DELTA24.350132-
DOCK_STRAIN_DELTA28.452023-
DOCK_STRAIN_DELTA21.581360-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT15-
DOCK_TARGETT16-
DOCK_TARGETT20-
EXACT_MASS528.1100900400901Da
FORMULAC27H20Cl2N7O+-
HBA4-
HBD5-
LOGP6.904600000000003-
MOL_WEIGHT529.4110000000002g/mol
QED_SCORE0.16153138026579225-
ROTATABLE_BONDS6-
TPSA111.77000000000001A^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
T16 T16 dockmulti_91311c650f2e_T16 3
native pose available
 5.4511098185899325 -22.98 10 0.83 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 2
native pose available
 5.715329897213074 -21.8553 8 1.00 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 2
native pose available
 6.592204357734018 -25.564 9 0.69 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 1
native pose available
 6.775620903319892 -22.9187 13 0.72 - Best pose
T16 — T16 3 poses · report dockmulti_91311c650f2e_T16
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
186 5.4511098185899325 -0.609986 -22.98 4 16 10 0.83 - - - - no geometry warning; 15 clashes; 6 protein contact clashes; high strain Δ 28.5 Open pose
185 5.536246438839391 -0.719255 -25.7194 4 19 10 0.83 - - - - no geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 24.5 Open pose
187 5.887401405810346 -0.68364 -25.4838 6 18 10 0.83 - - - - no geometry warning; 14 clashes; 9 protein contact clashes; high strain Δ 26.5 Open pose
T20 — T20 2 poses · report dockmulti_91311c650f2e_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
281 5.715329897213074 -0.497196 -21.8553 5 13 8 1.00 0.00 0.00 0.00 - no geometry warning; 15 clashes; 8 protein contact clashes; high strain Δ 21.6 Open pose
280 6.622588994588789 -0.57715 -24.9305 7 13 8 1.00 0.50 1.00 1.00 - yes excluded; geometry warning; 15 clashes; 1 protein clash; moderate strain Δ 13.4 Open pose
T15 — T15 2 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
213 6.592204357734018 -0.648562 -25.564 4 15 9 0.69 - - - - no geometry warning; 15 clashes; 11 protein contact clashes; high strain Δ 24.4 Open pose
214 9.318089420308517 -0.692608 -25.8286 5 18 10 0.77 - - - - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 23.3 Open pose
T11 — T11 1 poses · report dockmulti_91311c650f2e_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
259 6.775620903319892 -0.700787 -22.9187 4 17 13 0.72 0.20 0.20 0.25 - no geometry warning; 14 clashes; 11 protein contact clashes; high strain Δ 32.0 Open pose

Heterocycles & Functional Groups

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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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