FAIRMol

KB_HAT_148

ID 1181

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

SMILES: Cc1ccc(S(=O)(=O)Nc2ccc(C[NH+]3CCN(C(=O)c4cccc(C)c4)CC3)cc2)cc1

Formula: C26H30N3O3S+ | MW: 464.61100000000033

LogP: 2.6451400000000005 | TPSA: 70.92

HBA/HBD: 3/2 | RotB: 6

InChIKey: CRQFMVFYAPEVII-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Sulfonamide

Ring system

Benzene ×3 Piperazine Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.832451-
DOCK_BASE_INTER_RANK-0.724300-
DOCK_BASE_INTER_RANK-0.747015-
DOCK_BASE_INTER_RANK-0.658198-
DOCK_BASE_INTER_RANK-0.819671-
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_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK3.390014-
DOCK_FINAL_RANK3.945294-
DOCK_FINAL_RANK1.793400-
DOCK_FINAL_RANK3.534087-
DOCK_FINAL_RANK3.503051-
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:ALA151-
DOCK_IFP::A:ALA181-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR711-
DOCK_IFP::A:THR741-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR171-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET781-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
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_OVERLAP0.649061-
DOCK_MAX_CLASH_OVERLAP0.620339-
DOCK_MAX_CLASH_OVERLAP0.616467-
DOCK_MAX_CLASH_OVERLAP0.703020-
DOCK_MAX_CLASH_OVERLAP0.620351-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.499727-
DOCK_PRE_RANK3.430011-
DOCK_PRE_RANK3.354379-
DOCK_PRE_RANK1.767192-
DOCK_PRE_RANK3.916778-
DOCK_PRIMARY_POSE_ID7531-
DOCK_PRIMARY_POSE_ID6155-
DOCK_PRIMARY_POSE_ID11628-
DOCK_PRIMARY_POSE_ID1476-
DOCK_PRIMARY_POSE_ID6876-
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_t18-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:THR71;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ALA18;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:THR74;A:TYR17;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY49;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCORE-25.731200-
DOCK_SCORE-21.255300-
DOCK_SCORE-17.797600-
DOCK_SCORE-25.088400-
DOCK_SCORE-25.432500-
DOCK_SCORE_INTER-21.720500-
DOCK_SCORE_INTER-27.049200-
DOCK_SCORE_INTER-27.470900-
DOCK_SCORE_INTER-24.651500-
DOCK_SCORE_INTER-23.901900-
DOCK_SCORE_INTER_KCAL-5.187855-
DOCK_SCORE_INTER_KCAL-5.708873-
DOCK_SCORE_INTER_KCAL-6.561315-
DOCK_SCORE_INTER_KCAL-5.887912-
DOCK_SCORE_INTER_KCAL-6.460593-
DOCK_SCORE_INTER_NORM-0.832451-
DOCK_SCORE_INTER_NORM-0.747015-
DOCK_SCORE_INTER_NORM-0.819671-
DOCK_SCORE_INTER_NORM-0.658198-
DOCK_SCORE_INTER_NORM-0.724300-
DOCK_SCORE_INTRA3.396210-
DOCK_SCORE_INTRA1.960710-
DOCK_SCORE_INTRA3.922940-
DOCK_SCORE_INTRA-1.530620-
DOCK_SCORE_INTRA1.739710-
DOCK_SCORE_INTRA_KCAL0.811171-
DOCK_SCORE_INTRA_KCAL0.936979-
DOCK_SCORE_INTRA_KCAL0.468308-
DOCK_SCORE_INTRA_KCAL-0.365582-
DOCK_SCORE_INTRA_KCAL0.415523-
DOCK_SCORE_INTRA_NORM0.118877-
DOCK_SCORE_INTRA_NORM0.102915-
DOCK_SCORE_INTRA_NORM0.052719-
DOCK_SCORE_INTRA_NORM-0.046383-
DOCK_SCORE_INTRA_NORM0.059415-
DOCK_SCORE_KCAL-6.145794-
DOCK_SCORE_KCAL-6.074451-
DOCK_SCORE_KCAL-4.250886-
DOCK_SCORE_KCAL-5.992264-
DOCK_SCORE_KCAL-5.076743-
DOCK_SCORE_NORM-0.770683-
DOCK_SCORE_NORM-0.539321-
DOCK_SCORE_NORM-0.644099-
DOCK_SCORE_NORM-0.760256-
DOCK_SCORE_NORM-0.779732-
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_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H30N3O3S+-
DOCK_SOURCE_FORMULAC26H30N3O3S+-
DOCK_SOURCE_FORMULAC26H30N3O3S+-
DOCK_SOURCE_FORMULAC26H30N3O3S+-
DOCK_SOURCE_FORMULAC26H30N3O3S+-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP2.645140-
DOCK_SOURCE_LOGP2.645140-
DOCK_SOURCE_LOGP2.645140-
DOCK_SOURCE_LOGP2.645140-
DOCK_SOURCE_LOGP2.645140-
DOCK_SOURCE_MW464.611000-
DOCK_SOURCE_MW464.611000-
DOCK_SOURCE_MW464.611000-
DOCK_SOURCE_MW464.611000-
DOCK_SOURCE_MW464.611000-
DOCK_SOURCE_NAMEKB_HAT_148-
DOCK_SOURCE_NAMEKB_HAT_148-
DOCK_SOURCE_NAMEKB_HAT_148-
DOCK_SOURCE_NAMEKB_HAT_148-
DOCK_SOURCE_NAMEKB_HAT_148-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA70.920000-
DOCK_SOURCE_TPSA70.920000-
DOCK_SOURCE_TPSA70.920000-
DOCK_SOURCE_TPSA70.920000-
DOCK_SOURCE_TPSA70.920000-
DOCK_STRAIN_DELTA20.916775-
DOCK_STRAIN_DELTA27.077995-
DOCK_STRAIN_DELTA22.547846-
DOCK_STRAIN_DELTA45.105345-
DOCK_STRAIN_DELTA26.313481-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT11-
DOCK_TARGETT10-
DOCK_TARGETT03-
DOCK_TARGETT18-
DOCK_TARGETT12-
EXACT_MASS464.20023924008996Da
FORMULAC26H30N3O3S+-
HBA3-
HBD2-
LOGP2.6451400000000005-
MOL_WEIGHT464.61100000000033g/mol
QED_SCORE0.5893085668949297-
ROTATABLE_BONDS6-
TPSA70.92A^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
T03 T03 selection_import_t03 1
native pose available
 1.7933998987126085 -25.7312 17 0.85 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.390013543248164 -17.7976 10 0.77 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.503050676137904 -25.4325 12 0.67 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.5340873814935154 -25.0884 16 1.00 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.9452943046011386 -21.2553 12 0.71 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
121 1.7933998987126085 -0.832451 -25.7312 2 18 17 0.85 0.29 0.20 0.20 - no geometry warning; 16 clashes; 5 protein contact clashes; moderate strain Δ 20.9 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
107 3.390013543248164 -0.658198 -17.7976 1 14 10 0.77 - - - - no geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 27.1 Open pose
T11 — T11 1 poses · report selection_import_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
102 3.503050676137904 -0.7243 -25.4325 4 16 12 0.67 0.40 0.40 0.50 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 45.1 Open pose
T12 — T12 1 poses · report selection_import_t12
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
79 3.5340873814935154 -0.819671 -25.0884 9 20 16 1.00 0.25 0.30 0.40 - no geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 26.3 Open pose
T10 — T10 1 poses · report selection_import_t10
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
59 3.9452943046011386 -0.747015 -21.2553 8 14 12 0.71 0.46 0.36 0.36 - no geometry warning; 16 clashes; 2 protein clashes; moderate strain Δ 22.5 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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