FAIRMol

OHD_TB2019_2

ID 599

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: O=C1Nc2cc(Br)ccc2/C1=C1/Nc2ccccc2/C1=N\OCCN1CC[NH+](CCOCCO)CC1

Formula: C26H31BrN5O4+ | MW: 557.4689999999999

LogP: 1.168100000000005 | TPSA: 99.86000000000001

HBA/HBD: 7/4 | RotB: 9

InChIKey: WFQCEVIDLOLEDG-UOLJZGQOSA-O

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Aza-Michael acceptor H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Secondary amine ×2 Alcohol Tertiary amine Lactam Bromine Enone Imine Ether Alkene

Ring system

Benzene ×2 Piperazine Indoline ×2 Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.762883-
DOCK_BASE_INTER_RANK-0.755376-
DOCK_BASE_INTER_RANK-0.644906-
DOCK_BASE_INTER_RANK-0.616794-
DOCK_BASE_INTER_RANK-0.639373-
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_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK3.685174-
DOCK_FINAL_RANK3.081850-
DOCK_FINAL_RANK4.248695-
DOCK_FINAL_RANK3.148699-
DOCK_FINAL_RANK3.995308-
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:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN2451-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2461-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL881-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
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_OVERLAP0.643376-
DOCK_MAX_CLASH_OVERLAP0.643412-
DOCK_MAX_CLASH_OVERLAP0.642015-
DOCK_MAX_CLASH_OVERLAP0.643393-
DOCK_MAX_CLASH_OVERLAP0.643459-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.630017-
DOCK_PRE_RANK3.029829-
DOCK_PRE_RANK4.182635-
DOCK_PRE_RANK3.121297-
DOCK_PRE_RANK3.961636-
DOCK_PRIMARY_POSE_ID56-
DOCK_PRIMARY_POSE_ID724-
DOCK_PRIMARY_POSE_ID10195-
DOCK_PRIMARY_POSE_ID10890-
DOCK_PRIMARY_POSE_ID11565-
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_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:TRP25;A:TYR122;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN208;A:ASN245;A:ASN91;A:GLY246;A:LYS211;A:LYS89;A:MET70;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG228;A:ARG361;A:CYS375;A:GLY196;A:GLY197;A:GLY229;A:GLY376;A:HIS359;A:HIS428;A:ILE378;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL366-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY13;A:GLY49;A:GLY50;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=C1Nc2ccccc2C1=NOCCN1CC[NH2+]CC1-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=C1Nc2ccccc2C1=NOCCN1CC[NH2+]CC1-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=C1Nc2ccccc2C1=NOCC[NH+]1CCNCC1-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=C1Nc2ccccc2C1=NOCCN1CC[NH2+]CC1-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=C1Nc2ccccc2C1=NOCCN1CC[NH2+]CC1-
DOCK_SCORE-25.032700-
DOCK_SCORE-23.321700-
DOCK_SCORE-23.308700-
DOCK_SCORE-19.007300-
DOCK_SCORE-19.734800-
DOCK_SCORE_INTER-27.463800-
DOCK_SCORE_INTER-27.193500-
DOCK_SCORE_INTER-23.216600-
DOCK_SCORE_INTER-22.204600-
DOCK_SCORE_INTER-23.017400-
DOCK_SCORE_INTER_KCAL-6.559619-
DOCK_SCORE_INTER_KCAL-6.495059-
DOCK_SCORE_INTER_KCAL-5.545192-
DOCK_SCORE_INTER_KCAL-5.303480-
DOCK_SCORE_INTER_KCAL-5.497614-
DOCK_SCORE_INTER_NORM-0.762883-
DOCK_SCORE_INTER_NORM-0.755376-
DOCK_SCORE_INTER_NORM-0.644906-
DOCK_SCORE_INTER_NORM-0.616794-
DOCK_SCORE_INTER_NORM-0.639373-
DOCK_SCORE_INTRA2.431070-
DOCK_SCORE_INTRA3.871870-
DOCK_SCORE_INTRA-0.092101-
DOCK_SCORE_INTRA3.197310-
DOCK_SCORE_INTRA3.282600-
DOCK_SCORE_INTRA_KCAL0.580651-
DOCK_SCORE_INTRA_KCAL0.924781-
DOCK_SCORE_INTRA_KCAL-0.021998-
DOCK_SCORE_INTRA_KCAL0.763665-
DOCK_SCORE_INTRA_KCAL0.784036-
DOCK_SCORE_INTRA_NORM0.067530-
DOCK_SCORE_INTRA_NORM0.107552-
DOCK_SCORE_INTRA_NORM-0.002558-
DOCK_SCORE_INTRA_NORM0.088814-
DOCK_SCORE_INTRA_NORM0.091183-
DOCK_SCORE_KCAL-5.978960-
DOCK_SCORE_KCAL-5.570295-
DOCK_SCORE_KCAL-5.567190-
DOCK_SCORE_KCAL-4.539818-
DOCK_SCORE_KCAL-4.713578-
DOCK_SCORE_NORM-0.695354-
DOCK_SCORE_NORM-0.647824-
DOCK_SCORE_NORM-0.647464-
DOCK_SCORE_NORM-0.527980-
DOCK_SCORE_NORM-0.548189-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H31BrN5O4+-
DOCK_SOURCE_FORMULAC26H31BrN5O4+-
DOCK_SOURCE_FORMULAC26H31BrN5O4+-
DOCK_SOURCE_FORMULAC26H31BrN5O4+-
DOCK_SOURCE_FORMULAC26H31BrN5O4+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP1.168100-
DOCK_SOURCE_LOGP1.168100-
DOCK_SOURCE_LOGP1.168100-
DOCK_SOURCE_LOGP1.168100-
DOCK_SOURCE_LOGP1.168100-
DOCK_SOURCE_MW557.469000-
DOCK_SOURCE_MW557.469000-
DOCK_SOURCE_MW557.469000-
DOCK_SOURCE_MW557.469000-
DOCK_SOURCE_MW557.469000-
DOCK_SOURCE_NAMEOHD_TB2019_2-
DOCK_SOURCE_NAMEOHD_TB2019_2-
DOCK_SOURCE_NAMEOHD_TB2019_2-
DOCK_SOURCE_NAMEOHD_TB2019_2-
DOCK_SOURCE_NAMEOHD_TB2019_2-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA99.860000-
DOCK_SOURCE_TPSA99.860000-
DOCK_SOURCE_TPSA99.860000-
DOCK_SOURCE_TPSA99.860000-
DOCK_SOURCE_TPSA99.860000-
DOCK_STRAIN_DELTA37.242892-
DOCK_STRAIN_DELTA35.755481-
DOCK_STRAIN_DELTA42.140413-
DOCK_STRAIN_DELTA21.772320-
DOCK_STRAIN_DELTA25.892999-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT16-
DOCK_TARGETT17-
DOCK_TARGETT18-
EXACT_MASS556.1553929920899Da
FORMULAC26H31BrN5O4+-
HBA7-
HBD4-
LOGP1.168100000000005-
MOL_WEIGHT557.4689999999999g/mol
QED_SCORE0.21006949039410888-
ROTATABLE_BONDS9-
TPSA99.86000000000001A^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
T02 T02 selection_import_t02 1
native pose available
 3.0818500302082827 -23.3217 14 0.67 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.148699315187211 -19.0073 10 0.83 - Best pose
T01 T01 selection_import_t01 1
native pose available
 3.6851743554679706 -25.0327 16 0.76 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.995308380227002 -19.7348 11 0.85 - Best pose
T16 T16 selection_import_t16 1
native pose available
 4.248694740987158 -23.3087 7 0.58 - Best pose
T02 — T02 1 poses · report selection_import_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
46 3.0818500302082827 -0.755376 -23.3217 5 18 14 0.67 0.00 0.20 0.20 - no geometry warning; 11 clashes; 2 protein clashes; high strain Δ 35.8 Open pose
T17 — T17 1 poses · report selection_import_t17
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
47 3.148699315187211 -0.616794 -19.0073 4 21 10 0.83 0.00 0.00 0.00 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 21.8 Open pose
T01 — T01 1 poses · report selection_import_t01
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
56 3.6851743554679706 -0.762883 -25.0327 6 19 16 0.76 0.00 0.20 0.20 - no geometry warning; 9 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 37.2 Open pose
T18 — T18 1 poses · report selection_import_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
44 3.995308380227002 -0.639373 -19.7348 8 17 11 0.85 - - - - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 25.9 Open pose
T16 — T16 1 poses · report selection_import_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
30 4.248694740987158 -0.644906 -23.3087 5 14 7 0.58 - - - - no geometry warning; 10 clashes; 3 protein clashes; high strain Δ 42.1 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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