FAIRMol

OHD_TB2020_34

ID 5

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (10)
2D structure

SMILES: CCn1c(Cc2ccc(OC)cc2Cl)cn(Cc2nc3nc(Cl)ccc3[nH]2)c1=O

Formula: C20H19Cl2N5O2 | MW: 432.31100000000015

LogP: 3.895500000000003 | TPSA: 77.73

HBA/HBD: 4/1 | RotB: 6

InChIKey: RDYREYRDYHMQKI-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic

Functional group

Chlorine ×2 Aryl ether Ether

Ring system

Benzene Pyridine Imidazole
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.765303-
DOCK_BASE_INTER_RANK-0.947993-
DOCK_BASE_INTER_RANK-0.899830-
DOCK_BASE_INTER_RANK-0.646672-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.966991-
DOCK_FINAL_RANK6.265797-
DOCK_FINAL_RANK4.874497-
DOCK_FINAL_RANK5.974682-
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:ALA101-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.675935-
DOCK_MAX_CLASH_OVERLAP0.694765-
DOCK_MAX_CLASH_OVERLAP0.694753-
DOCK_MAX_CLASH_OVERLAP0.691309-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK1.610669-
DOCK_PRE_RANK4.715813-
DOCK_PRE_RANK4.086307-
DOCK_PRE_RANK5.527626-
DOCK_PRIMARY_POSE_ID229-
DOCK_PRIMARY_POSE_ID6689-
DOCK_PRIMARY_POSE_ID8790-
DOCK_PRIMARY_POSE_ID47190-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T04-
DOCK_REPORT_IDdockmulti_91311c650f2e_T06-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR184;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2ncccc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2cccnc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2cccnc2[nH]1-
DOCK_SCAFFOLDO=c1[nH]c(Cc2ccccc2)cn1Cc1nc2ncccc2[nH]1-
DOCK_SCORE-21.624400-
DOCK_SCORE-25.719400-
DOCK_SCORE-22.932000-
DOCK_SCORE-17.812400-
DOCK_SCORE_INTER-22.193800-
DOCK_SCORE_INTER-27.491800-
DOCK_SCORE_INTER-26.095100-
DOCK_SCORE_INTER-18.753500-
DOCK_SCORE_INTER_KCAL-5.300900-
DOCK_SCORE_INTER_KCAL-6.566306-
DOCK_SCORE_INTER_KCAL-6.232710-
DOCK_SCORE_INTER_KCAL-4.479198-
DOCK_SCORE_INTER_NORM-0.765303-
DOCK_SCORE_INTER_NORM-0.947993-
DOCK_SCORE_INTER_NORM-0.899830-
DOCK_SCORE_INTER_NORM-0.646672-
DOCK_SCORE_INTRA0.569446-
DOCK_SCORE_INTRA1.772350-
DOCK_SCORE_INTRA3.163030-
DOCK_SCORE_INTRA0.941043-
DOCK_SCORE_INTRA_KCAL0.136010-
DOCK_SCORE_INTRA_KCAL0.423319-
DOCK_SCORE_INTRA_KCAL0.755477-
DOCK_SCORE_INTRA_KCAL0.224764-
DOCK_SCORE_INTRA_NORM0.019636-
DOCK_SCORE_INTRA_NORM0.061116-
DOCK_SCORE_INTRA_NORM0.109070-
DOCK_SCORE_INTRA_NORM0.032450-
DOCK_SCORE_KCAL-5.164901-
DOCK_SCORE_KCAL-6.142976-
DOCK_SCORE_KCAL-5.477216-
DOCK_SCORE_KCAL-4.254420-
DOCK_SCORE_NORM-0.745667-
DOCK_SCORE_NORM-0.886877-
DOCK_SCORE_NORM-0.790760-
DOCK_SCORE_NORM-0.614222-
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_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T04_top1000.sdf-
DOCK_SOURCE_FILEresults_T06_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC20H19Cl2N5O2-
DOCK_SOURCE_FORMULAC20H19Cl2N5O2-
DOCK_SOURCE_FORMULAC20H19Cl2N5O2-
DOCK_SOURCE_FORMULAC20H19Cl2N5O2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.895500-
DOCK_SOURCE_LOGP3.895500-
DOCK_SOURCE_LOGP3.895500-
DOCK_SOURCE_LOGP3.895500-
DOCK_SOURCE_MW432.311000-
DOCK_SOURCE_MW432.311000-
DOCK_SOURCE_MW432.311000-
DOCK_SOURCE_MW432.311000-
DOCK_SOURCE_NAMEOHD_TB2020_34-
DOCK_SOURCE_NAMEOHD_TB2020_34-
DOCK_SOURCE_NAMEOHD_TB2020_34-
DOCK_SOURCE_NAMEOHD_TB2020_34-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_SOURCE_TPSA77.730000-
DOCK_STRAIN_DELTA17.938708-
DOCK_STRAIN_DELTA37.833071-
DOCK_STRAIN_DELTA25.136501-
DOCK_STRAIN_DELTA19.450939-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT04-
DOCK_TARGETT06-
DOCK_TARGETT20-
EXACT_MASS431.09158020800004Da
FORMULAC20H19Cl2N5O2-
HBA4-
HBD1-
LOGP3.895500000000003-
MOL_WEIGHT432.31100000000015g/mol
QED_SCORE0.46920488118045733-
ROTATABLE_BONDS6-
TPSA77.73A^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
T02 T02 dockmulti_91311c650f2e_T02 2
native pose available
 1.9669914172748868 -21.6244 15 0.71 - Best pose
T06 T06 dockmulti_91311c650f2e_T06 3
native pose available
 4.874497153620346 -22.932 15 0.71 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 2
native pose available
 5.974682028343906 -17.8124 7 0.88 - Best pose
T04 T04 dockmulti_91311c650f2e_T04 3
native pose available
 6.2657967941064285 -25.7194 12 0.63 - Best pose
T02 — T02 2 poses · report dockmulti_91311c650f2e_T02
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
229 1.9669914172748868 -0.765303 -21.6244 0 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 8 clashes; 2 protein contact clashes; moderate strain Δ 17.9 Open pose
228 3.5074251799698715 -0.892365 -25.6003 1 19 17 0.81 0.20 0.20 0.20 - no geometry warning; 9 clashes; 5 protein contact clashes; high strain Δ 23.2 Open pose
T06 — T06 3 poses · report dockmulti_91311c650f2e_T06
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
211 4.874497153620346 -0.89983 -22.932 1 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 8 clashes; 10 protein contact clashes; high strain Δ 25.1 Open pose
210 5.771700032053993 -0.902347 -25.0526 1 16 14 0.67 0.00 0.00 0.25 - no geometry warning; 11 clashes; 11 protein contact clashes; high strain Δ 26.4 Open pose
212 6.711389579232198 -0.801535 -21.6642 0 20 17 0.81 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 1 protein clash; high strain Δ 22.6 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
225 5.974682028343906 -0.646672 -17.8124 4 11 7 0.88 0.50 1.00 1.00 - no geometry warning; 8 clashes; 14 protein contact clashes; moderate strain Δ 19.5 Open pose
226 7.917648822636545 -0.633964 -16.612 5 9 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes; high strain Δ 30.6 Open pose
T04 — T04 3 poses · report dockmulti_91311c650f2e_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
102 6.2657967941064285 -0.947993 -25.7194 1 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 11 clashes; 11 protein contact clashes; high strain Δ 37.8 Open pose
101 6.001849678896553 -0.716527 -18.487 1 13 13 0.68 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 25.0 Open pose
103 6.570221105490032 -0.855879 -22.7584 2 12 12 0.63 0.17 0.20 0.20 - yes excluded; hard geometry fail; 1 severe clash; 11 protein contact clashes; high strain Δ 29.9 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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