FAIRMol

KB_Leish_184

ID 2905

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: Nc1cc(-c2ccc3ncnc(N4CCOCC4)c3c2)c[nH+]c1N

Formula: C17H19N6O+ | MW: 323.38

LogP: 1.1118999999999999 | TPSA: 104.42999999999999

HBA/HBD: 6/2 | RotB: 2

InChIKey: WIFGHMAOMSWZGU-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine Ether

Ring system

Benzene Pyridine Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.401940-
DOCK_BASE_INTER_RANK-1.312790-
DOCK_BASE_INTER_RANK-1.214020-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK2.391618-
DOCK_FINAL_RANK1.562652-
DOCK_FINAL_RANK3.366641-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
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:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
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_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.673955-
DOCK_MAX_CLASH_OVERLAP0.674062-
DOCK_MAX_CLASH_OVERLAP0.674057-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.351095-
DOCK_PRE_RANK2.372769-
DOCK_PRE_RANK1.547100-
DOCK_PRIMARY_POSE_ID5541-
DOCK_PRIMARY_POSE_ID4189-
DOCK_PRIMARY_POSE_ID4905-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_SCAFFOLDc1c[nH+]cc(-c2ccc3ncnc(N4CCOCC4)c3c2)c1-
DOCK_SCAFFOLDc1c[nH+]cc(-c2ccc3ncnc(N4CCOCC4)c3c2)c1-
DOCK_SCAFFOLDc1c[nH+]cc(-c2ccc3ncnc(N4CCOCC4)c3c2)c1-
DOCK_SCORE-32.536900-
DOCK_SCORE-29.733200-
DOCK_SCORE-31.858500-
DOCK_SCORE_INTER-33.646500-
DOCK_SCORE_INTER-29.136400-
DOCK_SCORE_INTER-31.507000-
DOCK_SCORE_INTER_KCAL-8.036332-
DOCK_SCORE_INTER_KCAL-7.525321-
DOCK_SCORE_INTER_KCAL-6.959113-
DOCK_SCORE_INTER_NORM-1.312790-
DOCK_SCORE_INTER_NORM-1.401940-
DOCK_SCORE_INTER_NORM-1.214020-
DOCK_SCORE_INTRA-1.029930-
DOCK_SCORE_INTRA1.788030-
DOCK_SCORE_INTRA-0.596778-
DOCK_SCORE_INTRA_KCAL-0.245995-
DOCK_SCORE_INTRA_KCAL0.427064-
DOCK_SCORE_INTRA_KCAL-0.142538-
DOCK_SCORE_INTRA_NORM-0.024866-
DOCK_SCORE_INTRA_NORM-0.042914-
DOCK_SCORE_INTRA_NORM0.074501-
DOCK_SCORE_KCAL-7.609275-
DOCK_SCORE_KCAL-7.771308-
DOCK_SCORE_KCAL-7.101656-
DOCK_SCORE_NORM-1.238880-
DOCK_SCORE_NORM-1.355710-
DOCK_SCORE_NORM-1.327440-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H19N6O+-
DOCK_SOURCE_FORMULAC17H19N6O+-
DOCK_SOURCE_FORMULAC17H19N6O+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP1.111900-
DOCK_SOURCE_LOGP1.111900-
DOCK_SOURCE_LOGP1.111900-
DOCK_SOURCE_MW323.380000-
DOCK_SOURCE_MW323.380000-
DOCK_SOURCE_MW323.380000-
DOCK_SOURCE_NAMEKB_Leish_184-
DOCK_SOURCE_NAMEKB_Leish_184-
DOCK_SOURCE_NAMEKB_Leish_184-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA104.430000-
DOCK_SOURCE_TPSA104.430000-
DOCK_SOURCE_TPSA104.430000-
DOCK_STRAIN_DELTA11.577119-
DOCK_STRAIN_DELTA11.584328-
DOCK_STRAIN_DELTA14.893453-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT07-
EXACT_MASS323.1614856480901Da
FORMULAC17H19N6O+-
HBA6-
HBD2-
LOGP1.1118999999999999-
MOL_WEIGHT323.38g/mol
QED_SCORE0.7319039649808008-
ROTATABLE_BONDS2-
TPSA104.42999999999999A^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
T08 T08 selection_import_t08 1
native pose available
 1.5626524427287396 -31.8585 15 0.79 - Best pose
T07 T07 selection_import_t07 1
native pose available
 2.3916176710034507 -32.5369 12 0.63 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.366640900721431 -29.7332 14 0.67 - Best pose
T08 — T08 1 poses · report selection_import_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
164 1.5626524427287396 -1.40194 -31.8585 9 17 15 0.79 0.67 0.60 0.60 - no geometry warning; 16 clashes; 7 protein contact clashes; 2 severe cofactor-context clashes Open pose
T07 — T07 1 poses · report selection_import_t07
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
126 2.3916176710034507 -1.31279 -32.5369 11 16 12 0.63 0.50 0.60 0.60 - no geometry warning; 13 clashes; 14 protein contact clashes; 3 cofactor-context clashes Open pose
T09 — T09 1 poses · report selection_import_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
123 3.366640900721431 -1.21402 -29.7332 4 18 14 0.67 0.29 0.33 0.33 - no geometry warning; 14 clashes; 2 protein clashes Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…