FAIRMol

OHD_Leishmania_124

ID 668

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (7)
2D structure

SMILES: C#CCN(Cc1cnc2[nH+]c(N)nc(N)c2n1)c1ccc(C(=O)N2CCC(C(=O)OC)CC2)cc1

Formula: C24H27N8O3+ | MW: 475.53300000000036

LogP: 0.6683000000000003 | TPSA: 154.7

HBA/HBD: 9/2 | RotB: 6

InChIKey: FMBRAYUCAAUXJJ-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×6 H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×2 P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide Ester Primary amine ×2 Tertiary amine ×2 Lactam Ether Alkyne

Ring system

Benzene Pyrimidine Pyrazine Pipecolinyl ring
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.766897-
DOCK_BASE_INTER_RANK-1.026890-
DOCK_BASE_INTER_RANK-0.631431-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK5.844181-
DOCK_FINAL_RANK4.858665-
DOCK_FINAL_RANK6.383988-
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:ALA1701-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR541-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER761-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.689247-
DOCK_MAX_CLASH_OVERLAP0.689181-
DOCK_MAX_CLASH_OVERLAP0.689180-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.606019-
DOCK_PRE_RANK4.261959-
DOCK_PRE_RANK5.085719-
DOCK_PRIMARY_POSE_ID3358-
DOCK_PRIMARY_POSE_ID12917-
DOCK_PRIMARY_POSE_ID30858-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO50;A:PRO88;A:THR180;A:THR54;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA170;A:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA77;B:ALA90;B:ARG74;B:ASN208;B:GLU82;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:TYR69;B:VAL88-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1-
DOCK_SCAFFOLDO=C(c1ccc(NCc2cnc3[nH+]cncc3n2)cc1)N1CCCCC1-
DOCK_SCORE-22.852300-
DOCK_SCORE-36.757100-
DOCK_SCORE-17.822700-
DOCK_SCORE_INTER-26.841400-
DOCK_SCORE_INTER-35.941000-
DOCK_SCORE_INTER-22.100100-
DOCK_SCORE_INTER_KCAL-6.410961-
DOCK_SCORE_INTER_KCAL-8.584364-
DOCK_SCORE_INTER_KCAL-5.278520-
DOCK_SCORE_INTER_NORM-0.766897-
DOCK_SCORE_INTER_NORM-1.026890-
DOCK_SCORE_INTER_NORM-0.631431-
DOCK_SCORE_INTRA3.989110-
DOCK_SCORE_INTRA-0.816170-
DOCK_SCORE_INTRA4.277420-
DOCK_SCORE_INTRA_KCAL0.952783-
DOCK_SCORE_INTRA_KCAL-0.194939-
DOCK_SCORE_INTRA_KCAL1.021645-
DOCK_SCORE_INTRA_NORM0.113974-
DOCK_SCORE_INTRA_NORM-0.023319-
DOCK_SCORE_INTRA_NORM0.122212-
DOCK_SCORE_KCAL-5.458180-
DOCK_SCORE_KCAL-8.779286-
DOCK_SCORE_KCAL-4.256881-
DOCK_SCORE_NORM-0.652922-
DOCK_SCORE_NORM-1.050200-
DOCK_SCORE_NORM-0.509219-
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_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FORMULAC24H27N8O3+-
DOCK_SOURCE_FORMULAC24H27N8O3+-
DOCK_SOURCE_FORMULAC24H27N8O3+-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP0.668300-
DOCK_SOURCE_LOGP0.668300-
DOCK_SOURCE_LOGP0.668300-
DOCK_SOURCE_MW475.533000-
DOCK_SOURCE_MW475.533000-
DOCK_SOURCE_MW475.533000-
DOCK_SOURCE_NAMEOHD_Leishmania_124-
DOCK_SOURCE_NAMEOHD_Leishmania_124-
DOCK_SOURCE_NAMEOHD_Leishmania_124-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA154.700000-
DOCK_SOURCE_TPSA154.700000-
DOCK_SOURCE_TPSA154.700000-
DOCK_STRAIN_DELTA32.636022-
DOCK_STRAIN_DELTA21.945107-
DOCK_STRAIN_DELTA33.637817-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT15-
EXACT_MASS475.22006314409Da
FORMULAC24H27N8O3+-
HBA9-
HBD2-
LOGP0.6683000000000003-
MOL_WEIGHT475.53300000000036g/mol
QED_SCORE0.3864099876209722-
ROTATABLE_BONDS6-
TPSA154.7A^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
T08 T08 dockmulti_91311c650f2e_T08 3
native pose available
 4.858665488273645 -36.7571 17 0.89 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 3
native pose available
 5.8441805025495155 -22.8523 18 0.90 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 1
native pose available
 6.383987949259197 -17.8227 13 1.00 - Best pose
T08 — T08 3 poses · report dockmulti_91311c650f2e_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
64 4.858665488273645 -1.02689 -36.7571 9 20 17 0.89 0.83 0.80 0.80 - no geometry warning; 18 clashes; 5 protein contact clashes; high strain Δ 21.9 Open pose
65 5.015518803068915 -1.0193 -35.8529 6 21 17 0.89 0.83 0.80 0.80 - no geometry warning; 17 clashes; 4 protein contact clashes; high strain Δ 31.6 Open pose
63 6.026232947336428 -1.06159 -32.4057 8 19 16 0.84 0.83 0.80 0.80 - no geometry warning; 17 clashes; 8 protein contact clashes; high strain Δ 32.0 Open pose
T03 — T03 3 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
40 5.8441805025495155 -0.766897 -22.8523 9 22 18 0.90 0.57 0.80 0.80 - no geometry warning; 20 clashes; 4 protein contact clashes; high strain Δ 32.6 Open pose
41 9.648872102527655 -0.810558 -26.7218 9 23 19 0.95 0.57 0.80 0.80 - yes excluded; geometry warning; 18 clashes; 2 protein clashes; high strain Δ 44.4 Open pose
39 10.165401781668859 -0.863725 -24.7338 11 22 17 0.85 0.43 0.60 0.60 - yes excluded; geometry warning; 19 clashes; 1 protein clash; moderate strain Δ 18.2 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
16 6.383987949259197 -0.631431 -17.8227 8 20 13 1.00 - - - - no geometry warning; 17 clashes; 7 protein contact clashes; high strain Δ 33.6 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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…

⚗ AI Structural Analysis

Expert medicinal chemistry analysis powered by Claude.

Click Run Analysis to generate an AI-powered structural decomposition.
Requires ANTHROPIC_API_KEY environment variable.