FAIRMol

OHD_Leishmania_134

ID 718

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: NC(=O)[C@@H]1CCCN1C(=O)Cc1ccc(N(CCCO)Cc2cnc3nc(N)nc(N)c3n2)cc1

Formula: C23H29N9O3 | MW: 479.54500000000036

LogP: -0.007999999999998342 | TPSA: 190.47

HBA/HBD: 10/4 | RotB: 9

InChIKey: GGQMXOYQALOJNY-KRWDZBQOSA-N

Recognized patterns

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

Bio motif

Peptide backbone ATP mimic pyrimidine Proline-like ring N-Methyl amide ×2 H-bond acceptor N ×6 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×2 Retro-amide P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide ×2 Primary amine ×3 Alcohol Tertiary amine ×2 Lactam

Ring system

Benzene Pyrimidine Pyrazine
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.805911-
DOCK_BASE_INTER_RANK-0.560302-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK7.066294-
DOCK_FINAL_RANK5.993693-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1791-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.681971-
DOCK_MAX_CLASH_OVERLAP0.681937-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK5.998708-
DOCK_PRE_RANK4.394705-
DOCK_PRIMARY_POSE_ID3382-
DOCK_PRIMARY_POSE_ID47013-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU179;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO88;A:THR180;A:THR83;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:HIS461;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(Cc1ccc(NCc2cnc3ncncc3n2)cc1)N1CCCC1-
DOCK_SCAFFOLDO=C(Cc1ccc(NCc2cnc3ncncc3n2)cc1)N1CCCC1-
DOCK_SCORE-25.084100-
DOCK_SCORE-18.821600-
DOCK_SCORE_INTER-28.206900-
DOCK_SCORE_INTER-19.610600-
DOCK_SCORE_INTER_KCAL-6.737105-
DOCK_SCORE_INTER_KCAL-4.683913-
DOCK_SCORE_INTER_NORM-0.805911-
DOCK_SCORE_INTER_NORM-0.560302-
DOCK_SCORE_INTRA3.122750-
DOCK_SCORE_INTRA0.789005-
DOCK_SCORE_INTRA_KCAL0.745856-
DOCK_SCORE_INTRA_KCAL0.188451-
DOCK_SCORE_INTRA_NORM0.089221-
DOCK_SCORE_INTRA_NORM0.022543-
DOCK_SCORE_KCAL-5.991237-
DOCK_SCORE_KCAL-4.495464-
DOCK_SCORE_NORM-0.716690-
DOCK_SCORE_NORM-0.537759-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC23H29N9O3-
DOCK_SOURCE_FORMULAC23H29N9O3-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBA10.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP-0.008000-
DOCK_SOURCE_LOGP-0.008000-
DOCK_SOURCE_MW479.545000-
DOCK_SOURCE_MW479.545000-
DOCK_SOURCE_NAMEOHD_Leishmania_134-
DOCK_SOURCE_NAMEOHD_Leishmania_134-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA190.470000-
DOCK_SOURCE_TPSA190.470000-
DOCK_STRAIN_DELTA29.793111-
DOCK_STRAIN_DELTA38.649809-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT20-
EXACT_MASS479.239335788Da
FORMULAC23H29N9O3-
HBA10-
HBD4-
LOGP-0.007999999999998342-
MOL_WEIGHT479.54500000000036g/mol
QED_SCORE0.32451068074835293-
ROTATABLE_BONDS9-
TPSA190.47A^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
T20 T20 dockmulti_91311c650f2e_T20 2
native pose available
 5.993693340937301 -18.8216 5 0.62 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 6
native pose available
 7.066294281082188 -25.0841 18 0.90 - Best 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
48 5.993693340937301 -0.560302 -18.8216 11 11 5 0.62 0.00 0.00 0.00 - no geometry warning; 11 clashes; 8 protein contact clashes; high strain Δ 38.6 Open pose
47 7.673216965447695 -0.542321 -17.8188 6 13 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 24.5 Open pose
T03 — T03 6 poses · report dockmulti_91311c650f2e_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
64 7.066294281082188 -0.805911 -25.0841 9 22 18 0.90 0.29 0.40 0.40 - no geometry warning; 15 clashes; 12 protein contact clashes; high strain Δ 29.8 Open pose
66 9.576117921231587 -0.709871 -22.2157 8 21 17 0.85 0.29 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 49.9 Open pose
63 10.210308472537944 -1.05297 -33.6719 13 22 17 0.85 0.71 0.80 0.80 - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 37.5 Open pose
68 11.02307114416977 -0.660537 -21.9548 3 13 13 0.65 0.29 0.20 0.20 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 63.4 Open pose
65 11.541868998390063 -0.859435 -31.2224 10 20 17 0.85 0.71 0.80 0.80 - yes excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 24.6 Open pose
67 13.211266785911729 -0.820494 -27.6988 10 21 16 0.80 0.14 0.20 0.20 - yes excluded; geometry warning; 15 clashes; 3 protein clashes; high strain Δ 57.0 Open pose

Heterocycles & Functional Groups

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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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