FAIRMol

OHD_TC1_166

ID 717

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: O=C(O)c1c(C[N@H+]2CC[N@@H+](CCO)CC2)nc2ccc(Cl)cc2c1-c1ccccc1

Formula: C23H26ClN3O3+2 | MW: 427.93200000000024

LogP: 0.5291000000000012 | TPSA: 79.3

HBA/HBD: 3/4 | RotB: 6

InChIKey: FWJTUFSDOKRVHE-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

H-bond acceptor N H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Carboxylic acid Alcohol Chlorine

Ring system

Benzene ×2 Pyridine Quinoline Piperazine Hexahydropyrimidine Tetrahydropyrimidine
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.998574-
DOCK_BASE_INTER_RANK-0.763732-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK7.043996-
DOCK_FINAL_RANK6.183829-
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:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR831-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.692449-
DOCK_MAX_CLASH_OVERLAP0.627642-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_PRE_RANK5.160538-
DOCK_PRE_RANK4.710000-
DOCK_PRIMARY_POSE_ID3709-
DOCK_PRIMARY_POSE_ID50268-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
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:PRO93;A:SER86;A:THR83;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDc1ccc(-c2cc(C[NH+]3CC[NH2+]CC3)nc3ccccc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc(C[NH+]3CC[NH2+]CC3)nc3ccccc23)cc1-
DOCK_SCORE-30.919800-
DOCK_SCORE-23.163600-
DOCK_SCORE_INTER-29.957200-
DOCK_SCORE_INTER-22.912000-
DOCK_SCORE_INTER_KCAL-7.155157-
DOCK_SCORE_INTER_KCAL-5.472440-
DOCK_SCORE_INTER_NORM-0.998574-
DOCK_SCORE_INTER_NORM-0.763732-
DOCK_SCORE_INTRA-0.962535-
DOCK_SCORE_INTRA-0.251643-
DOCK_SCORE_INTRA_KCAL-0.229898-
DOCK_SCORE_INTRA_KCAL-0.060104-
DOCK_SCORE_INTRA_NORM-0.032085-
DOCK_SCORE_INTRA_NORM-0.008388-
DOCK_SCORE_KCAL-7.385071-
DOCK_SCORE_KCAL-5.532533-
DOCK_SCORE_NORM-1.030660-
DOCK_SCORE_NORM-0.772120-
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_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC23H26ClN3O3+2-
DOCK_SOURCE_FORMULAC23H26ClN3O3+2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP0.529100-
DOCK_SOURCE_LOGP0.529100-
DOCK_SOURCE_MW427.932000-
DOCK_SOURCE_MW427.932000-
DOCK_SOURCE_NAMEOHD_TC1_166-
DOCK_SOURCE_NAMEOHD_TC1_166-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA79.300000-
DOCK_SOURCE_TPSA79.300000-
DOCK_STRAIN_DELTA43.390980-
DOCK_STRAIN_DELTA36.563811-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT21-
EXACT_MASS427.1651722121799Da
FORMULAC23H26ClN3O3+2-
HBA3-
HBD4-
LOGP0.5291000000000012-
MOL_WEIGHT427.93200000000024g/mol
QED_SCORE0.4625053682884952-
ROTATABLE_BONDS6-
TPSA79.3A^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
T21 T21 dockmulti_91311c650f2e_T21 3
native pose available
 6.1838287816655075 -23.1636 13 0.93 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 2
native pose available
 7.043996473985773 -30.9198 15 0.75 - Best pose
T21 — T21 3 poses · report dockmulti_91311c650f2e_T21
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
412 6.1838287816655075 -0.763732 -23.1636 7 15 13 0.93 0.50 0.56 0.62 - no geometry warning; 16 clashes; 7 protein contact clashes; high strain Δ 36.6 Open pose
411 8.194060574172447 -0.808131 -26.4384 6 15 13 0.93 0.33 0.44 0.50 - yes excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 32.6 Open pose
410 12.003001580326718 -0.744216 -22.5936 8 17 14 1.00 0.58 0.67 0.75 - yes excluded; geometry warning; 19 clashes; 3 protein clashes; high strain Δ 32.7 Open pose
T03 — T03 2 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
391 7.043996473985773 -0.998574 -30.9198 4 17 15 0.75 0.00 0.00 0.00 - no geometry warning; 18 clashes; 8 protein contact clashes; high strain Δ 43.4 Open pose
390 10.044057806138978 -0.75385 -24.7279 4 11 10 0.50 0.29 0.20 0.20 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 52.8 Open pose

Heterocycles & Functional Groups

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