FAIRMol

OHD_ACDS_45

ID 68

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: O=C(NCC(c1c[nH]c2cc(Br)ccc12)c1c[nH]c2cc(Br)ccc12)c1cccs1

Formula: C23H17Br2N3OS | MW: 543.2840000000001

LogP: 6.797600000000004 | TPSA: 60.68

HBA/HBD: 2/3 | RotB: 5

InChIKey: MHBRJINAELCVMJ-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Bromine ×2

Ring system

Benzene ×2 Indole ×2 Pyrrole ×2 Thiophene Isoindole ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.900631-
DOCK_BASE_INTER_RANK-0.894442-
DOCK_BASE_INTER_RANK-0.894359-
DOCK_BASE_INTER_RANK-0.777686-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK3.413362-
DOCK_FINAL_RANK2.969458-
DOCK_FINAL_RANK3.269243-
DOCK_FINAL_RANK2.716106-
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:ALA2091-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN2451-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR691-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL881-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
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_OVERLAP0.636197-
DOCK_MAX_CLASH_OVERLAP0.636194-
DOCK_MAX_CLASH_OVERLAP0.636195-
DOCK_MAX_CLASH_OVERLAP0.636167-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.972648-
DOCK_PRE_RANK2.725805-
DOCK_PRE_RANK3.122479-
DOCK_PRE_RANK2.509089-
DOCK_PRIMARY_POSE_ID3311-
DOCK_PRIMARY_POSE_ID17797-
DOCK_PRIMARY_POSE_ID34637-
DOCK_PRIMARY_POSE_ID38594-
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_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T16-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY117;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:GLY157;B:ILE45;B:LEU94;B:LYS57;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ASN208;B:GLY214;B:GLY215;B:GLY246;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:ASN245;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TYR210;A:TYR69;A:VAL88-
DOCK_SCAFFOLDO=C(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1-
DOCK_SCAFFOLDO=C(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1-
DOCK_SCAFFOLDO=C(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1-
DOCK_SCAFFOLDO=C(NCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)c1cccs1-
DOCK_SCORE-24.110600-
DOCK_SCORE-23.406300-
DOCK_SCORE-20.487600-
DOCK_SCORE-22.015200-
DOCK_SCORE_INTER-27.018900-
DOCK_SCORE_INTER-26.833300-
DOCK_SCORE_INTER-26.830800-
DOCK_SCORE_INTER-23.330600-
DOCK_SCORE_INTER_KCAL-6.453356-
DOCK_SCORE_INTER_KCAL-6.409026-
DOCK_SCORE_INTER_KCAL-6.408429-
DOCK_SCORE_INTER_KCAL-5.572420-
DOCK_SCORE_INTER_NORM-0.900631-
DOCK_SCORE_INTER_NORM-0.894442-
DOCK_SCORE_INTER_NORM-0.894359-
DOCK_SCORE_INTER_NORM-0.777686-
DOCK_SCORE_INTRA2.908300-
DOCK_SCORE_INTRA3.426940-
DOCK_SCORE_INTRA6.343130-
DOCK_SCORE_INTRA1.315370-
DOCK_SCORE_INTRA_KCAL0.694636-
DOCK_SCORE_INTRA_KCAL0.818511-
DOCK_SCORE_INTRA_KCAL1.515031-
DOCK_SCORE_INTRA_KCAL0.314171-
DOCK_SCORE_INTRA_NORM0.096943-
DOCK_SCORE_INTRA_NORM0.114231-
DOCK_SCORE_INTRA_NORM0.211438-
DOCK_SCORE_INTRA_NORM0.043846-
DOCK_SCORE_KCAL-5.758720-
DOCK_SCORE_KCAL-5.590501-
DOCK_SCORE_KCAL-4.893381-
DOCK_SCORE_KCAL-5.258242-
DOCK_SCORE_NORM-0.803688-
DOCK_SCORE_NORM-0.780211-
DOCK_SCORE_NORM-0.682921-
DOCK_SCORE_NORM-0.733841-
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_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T16_top1000.sdf-
DOCK_SOURCE_FORMULAC23H17Br2N3OS-
DOCK_SOURCE_FORMULAC23H17Br2N3OS-
DOCK_SOURCE_FORMULAC23H17Br2N3OS-
DOCK_SOURCE_FORMULAC23H17Br2N3OS-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP6.797600-
DOCK_SOURCE_LOGP6.797600-
DOCK_SOURCE_LOGP6.797600-
DOCK_SOURCE_LOGP6.797600-
DOCK_SOURCE_MW543.284000-
DOCK_SOURCE_MW543.284000-
DOCK_SOURCE_MW543.284000-
DOCK_SOURCE_MW543.284000-
DOCK_SOURCE_NAMEOHD_ACDS_45-
DOCK_SOURCE_NAMEOHD_ACDS_45-
DOCK_SOURCE_NAMEOHD_ACDS_45-
DOCK_SOURCE_NAMEOHD_ACDS_45-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA60.680000-
DOCK_SOURCE_TPSA60.680000-
DOCK_SOURCE_TPSA60.680000-
DOCK_SOURCE_TPSA60.680000-
DOCK_STRAIN_DELTA19.345225-
DOCK_STRAIN_DELTA16.060884-
DOCK_STRAIN_DELTA14.446067-
DOCK_STRAIN_DELTA15.450285-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT09-
DOCK_TARGETT15-
DOCK_TARGETT16-
EXACT_MASS540.9459073639999Da
FORMULAC23H17Br2N3OS-
HBA2-
HBD3-
LOGP6.797600000000004-
MOL_WEIGHT543.2840000000001g/mol
QED_SCORE0.22458922545034454-
ROTATABLE_BONDS5-
TPSA60.68A^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 1
native pose available
 2.7161062818646204 -22.0152 10 0.83 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 1
native pose available
 2.969457895410388 -23.4063 17 0.81 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 1
native pose available
 3.269243206785823 -20.4876 10 0.77 - Best pose
T02 T02 dockmulti_91311c650f2e_T02 1
native pose available
 3.4133617254105584 -24.1106 19 0.90 - Best pose
T16 — T16 1 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
3953 2.7161062818646204 -0.777686 -22.0152 2 16 10 0.83 - - - - no geometry warning; 10 clashes; 3 protein contact clashes; moderate strain Δ 15.5 Open pose
T09 — T09 1 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
2600 2.969457895410388 -0.894442 -23.4063 2 18 17 0.81 0.29 0.33 0.33 - no geometry warning; 9 clashes; 5 protein contact clashes; moderate strain Δ 16.1 Open pose
T15 — T15 1 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
3795 3.269243206785823 -0.894359 -20.4876 4 14 10 0.77 - - - - no geometry warning; 7 clashes; 8 protein contact clashes; moderate strain Δ 14.4 Open pose
T02 — T02 1 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
3311 3.4133617254105584 -0.900631 -24.1106 3 19 19 0.90 0.40 0.40 0.40 - no geometry warning; 9 clashes; 6 protein contact clashes; moderate strain Δ 19.3 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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