FAIRMol

OHD_TB2021_31

ID 1600

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (11)
2D structure

SMILES: NC(=[NH2+])Nc1ccc2[nH]c(-c3ccccc3Oc3ccccc3)nc2c1

Formula: C20H18N5O+ | MW: 344.39799999999997

LogP: 2.5078999999999994 | TPSA: 101.55000000000001

HBA/HBD: 2/4 | RotB: 4

InChIKey: XSWSPZWRAFSOKH-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic ×3 Ionizable base ×3 Metal chelator ×2

Functional group

Primary amine Secondary amine Aryl ether Ether

Ring system

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

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.325260-
DOCK_BASE_INTER_RANK-1.001760-
DOCK_BASE_INTER_RANK-0.795871-
DOCK_BASE_INTER_RANK-1.238800-
DOCK_BASE_INTER_RANK-0.722011-
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_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK3.679863-
DOCK_FINAL_RANK2.600580-
DOCK_FINAL_RANK2.341573-
DOCK_FINAL_RANK3.566475-
DOCK_FINAL_RANK3.881589-
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:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL3371-
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_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.625982-
DOCK_MAX_CLASH_OVERLAP0.626009-
DOCK_MAX_CLASH_OVERLAP0.625975-
DOCK_MAX_CLASH_OVERLAP0.642667-
DOCK_MAX_CLASH_OVERLAP0.642696-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.679863-
DOCK_PRE_RANK2.271794-
DOCK_PRE_RANK2.341573-
DOCK_PRE_RANK2.956863-
DOCK_PRE_RANK3.881589-
DOCK_PRIMARY_POSE_ID13054-
DOCK_PRIMARY_POSE_ID15384-
DOCK_PRIMARY_POSE_ID42280-
DOCK_PRIMARY_POSE_ID44861-
DOCK_PRIMARY_POSE_ID47207-
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_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T19-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ASP116;A:GLU18;A:GLY112;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:TRP21;A:TYR110-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL337;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:SER470;A:THR397;A:THR463-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2nc3ccccc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2nc3ccccc3[nH]2)cc1-
DOCK_SCORE-34.039200-
DOCK_SCORE-23.117100-
DOCK_SCORE-19.856500-
DOCK_SCORE-31.116900-
DOCK_SCORE-20.936000-
DOCK_SCORE_INTER-34.456900-
DOCK_SCORE_INTER-26.045900-
DOCK_SCORE_INTER-20.692700-
DOCK_SCORE_INTER-32.208900-
DOCK_SCORE_INTER-18.772300-
DOCK_SCORE_INTER_KCAL-8.229893-
DOCK_SCORE_INTER_KCAL-6.220959-
DOCK_SCORE_INTER_KCAL-4.942369-
DOCK_SCORE_INTER_KCAL-7.692967-
DOCK_SCORE_INTER_KCAL-4.483689-
DOCK_SCORE_INTER_NORM-1.325260-
DOCK_SCORE_INTER_NORM-1.001760-
DOCK_SCORE_INTER_NORM-0.795871-
DOCK_SCORE_INTER_NORM-1.238800-
DOCK_SCORE_INTER_NORM-0.722011-
DOCK_SCORE_INTRA0.417651-
DOCK_SCORE_INTRA2.928730-
DOCK_SCORE_INTRA0.836125-
DOCK_SCORE_INTRA1.091970-
DOCK_SCORE_INTRA-2.163740-
DOCK_SCORE_INTRA_KCAL0.099754-
DOCK_SCORE_INTRA_KCAL0.699515-
DOCK_SCORE_INTRA_KCAL0.199705-
DOCK_SCORE_INTRA_KCAL0.260813-
DOCK_SCORE_INTRA_KCAL-0.516801-
DOCK_SCORE_INTRA_NORM0.016064-
DOCK_SCORE_INTRA_NORM0.112643-
DOCK_SCORE_INTRA_NORM0.032159-
DOCK_SCORE_INTRA_NORM0.041999-
DOCK_SCORE_INTRA_NORM-0.083221-
DOCK_SCORE_KCAL-8.130127-
DOCK_SCORE_KCAL-5.521427-
DOCK_SCORE_KCAL-4.742646-
DOCK_SCORE_KCAL-7.432147-
DOCK_SCORE_KCAL-5.000480-
DOCK_SCORE_NORM-1.309200-
DOCK_SCORE_NORM-0.889121-
DOCK_SCORE_NORM-0.763713-
DOCK_SCORE_NORM-1.196800-
DOCK_SCORE_NORM-0.805231-
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_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T19_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC20H18N5O+-
DOCK_SOURCE_FORMULAC20H18N5O+-
DOCK_SOURCE_FORMULAC20H18N5O+-
DOCK_SOURCE_FORMULAC20H18N5O+-
DOCK_SOURCE_FORMULAC20H18N5O+-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.507900-
DOCK_SOURCE_LOGP2.507900-
DOCK_SOURCE_LOGP2.507900-
DOCK_SOURCE_LOGP2.507900-
DOCK_SOURCE_LOGP2.507900-
DOCK_SOURCE_MW344.398000-
DOCK_SOURCE_MW344.398000-
DOCK_SOURCE_MW344.398000-
DOCK_SOURCE_MW344.398000-
DOCK_SOURCE_MW344.398000-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA101.550000-
DOCK_SOURCE_TPSA101.550000-
DOCK_SOURCE_TPSA101.550000-
DOCK_SOURCE_TPSA101.550000-
DOCK_SOURCE_TPSA101.550000-
DOCK_STRAIN_DELTA11.803765-
DOCK_STRAIN_DELTA17.479761-
DOCK_STRAIN_DELTA9.934514-
DOCK_STRAIN_DELTA22.160202-
DOCK_STRAIN_DELTA9.084329-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT18-
DOCK_TARGETT19-
DOCK_TARGETT20-
EXACT_MASS344.15058661609004Da
FORMULAC20H18N5O+-
HBA2-
HBD4-
LOGP2.5078999999999994-
MOL_WEIGHT344.39799999999997g/mol
QED_SCORE0.3373790625624749-
ROTATABLE_BONDS4-
TPSA101.55000000000001A^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
T18 T18 dockmulti_91311c650f2e_T18 3
native pose available
 2.341573079589889 -19.8565 8 0.62 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 3
native pose available
 2.600580136268462 -23.1171 14 0.67 - Best pose
T19 T19 dockmulti_91311c650f2e_T19 1
native pose available
 3.566475201443353 -31.1169 7 0.26 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 3
native pose available
 3.679863303157364 -34.0392 13 0.68 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 1
native pose available
 3.881589315785158 -20.936 8 1.00 - Best pose
T18 — T18 3 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
193 2.341573079589889 -0.795871 -19.8565 3 10 8 0.62 - - - - no geometry warning; 12 clashes; 2 protein contact clashes Open pose
192 2.612595909471465 -0.814557 -22.3807 3 10 8 0.62 - - - - no geometry warning; 12 clashes; 3 protein contact clashes Open pose
194 3.742749019480482 -0.789796 -19.532 3 10 9 0.69 - - - - no geometry warning; 10 clashes; 7 protein contact clashes; moderate strain Δ 12.3 Open pose
T09 — T09 3 poses · report dockmulti_91311c650f2e_T09
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
187 2.600580136268462 -1.00176 -23.1171 3 17 14 0.67 0.00 0.17 0.17 - no geometry warning; 10 clashes; 3 protein contact clashes; moderate strain Δ 17.5 Open pose
186 3.181781192158638 -1.01831 -25.6436 2 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 13 clashes; 3 protein contact clashes; moderate strain Δ 17.5 Open pose
188 3.1859197969722253 -0.998321 -23.6116 3 16 13 0.62 0.00 0.17 0.17 - no geometry warning; 12 clashes; 3 protein contact clashes; moderate strain Δ 19.1 Open pose
T19 — T19 1 poses · report dockmulti_91311c650f2e_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
128 3.566475201443353 -1.2388 -31.1169 4 21 7 0.26 0.08 0.20 0.25 - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 22.2 Open pose
T08 — T08 3 poses · report dockmulti_91311c650f2e_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
201 3.679863303157364 -1.32526 -34.0392 8 17 13 0.68 0.67 0.60 0.60 - no geometry warning; 10 clashes; 9 protein contact clashes Open pose
202 5.603465179791285 -1.38948 -29.4696 7 16 11 0.58 0.67 0.60 0.60 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 21.7 Open pose
200 7.192673937326427 -1.22639 -32.8511 9 19 15 0.79 0.50 0.40 0.40 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
T20 — T20 1 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
242 3.881589315785158 -0.722011 -20.936 5 12 8 1.00 0.50 1.00 1.00 - no geometry warning; 12 clashes; 6 protein contact clashes 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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