FAIRMol

Z169788636

ID 55

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (12)
2D structure

SMILES: O=C(CCc1nc(=O)c2ccccc2[nH]1)N[C@H]1CCc2ccccc21

Formula: C20H19N3O2 | MW: 333.3910000000001

LogP: 2.6594000000000007 | TPSA: 74.85

HBA/HBD: 3/2 | RotB: 4

InChIKey: LFKGAPOWIHFKHP-KRWDZBQOSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene ×2 Pyrimidine
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.947757-
DOCK_BASE_INTER_RANK-1.012310-
DOCK_BASE_INTER_RANK-0.963315-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK3.223518-
DOCK_FINAL_RANK4.309629-
DOCK_FINAL_RANK2.923000-
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:ALA101-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641394-
DOCK_MAX_CLASH_OVERLAP0.641395-
DOCK_MAX_CLASH_OVERLAP0.641408-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK2.810981-
DOCK_PRE_RANK3.017113-
DOCK_PRE_RANK2.782310-
DOCK_PRIMARY_POSE_ID3038-
DOCK_PRIMARY_POSE_ID17476-
DOCK_PRIMARY_POSE_ID25105-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:GLU31;A:GLY117;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_SCAFFOLDO=C(CCc1nc(=O)c2ccccc2[nH]1)NC1CCc2ccccc21-
DOCK_SCAFFOLDO=C(CCc1nc(=O)c2ccccc2[nH]1)NC1CCc2ccccc21-
DOCK_SCAFFOLDO=C(CCc1nc(=O)c2ccccc2[nH]1)NC1CCc2ccccc21-
DOCK_SCORE-22.989700-
DOCK_SCORE-24.616700-
DOCK_SCORE-23.405600-
DOCK_SCORE_INTER-23.693900-
DOCK_SCORE_INTER-25.307800-
DOCK_SCORE_INTER-24.082900-
DOCK_SCORE_INTER_KCAL-5.659193-
DOCK_SCORE_INTER_KCAL-6.044667-
DOCK_SCORE_INTER_KCAL-5.752104-
DOCK_SCORE_INTER_NORM-0.947757-
DOCK_SCORE_INTER_NORM-1.012310-
DOCK_SCORE_INTER_NORM-0.963315-
DOCK_SCORE_INTRA0.704178-
DOCK_SCORE_INTRA0.691151-
DOCK_SCORE_INTRA0.677277-
DOCK_SCORE_INTRA_KCAL0.168190-
DOCK_SCORE_INTRA_KCAL0.165079-
DOCK_SCORE_INTRA_KCAL0.161765-
DOCK_SCORE_INTRA_NORM0.028167-
DOCK_SCORE_INTRA_NORM0.027646-
DOCK_SCORE_INTRA_NORM0.027091-
DOCK_SCORE_KCAL-5.490998-
DOCK_SCORE_KCAL-5.879600-
DOCK_SCORE_KCAL-5.590334-
DOCK_SCORE_NORM-0.919590-
DOCK_SCORE_NORM-0.984667-
DOCK_SCORE_NORM-0.936224-
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_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_FORMULAC20H19N3O2-
DOCK_SOURCE_FORMULAC20H19N3O2-
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_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_LOGP2.659400-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_MW333.391000-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_NAMEZ169788636-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA74.850000-
DOCK_SOURCE_TPSA74.850000-
DOCK_SOURCE_TPSA74.850000-
DOCK_STRAIN_DELTA18.875601-
DOCK_STRAIN_DELTA33.541942-
DOCK_STRAIN_DELTA14.344828-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT09-
DOCK_TARGETT12-
EXACT_MASS333.147726848Da
FORMULAC20H19N3O2-
HBA3-
HBD2-
LOGP2.6594000000000007-
MOL_WEIGHT333.3910000000001g/mol
QED_SCORE0.7706459710425291-
ROTATABLE_BONDS4-
TPSA74.85A^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
T12 T12 dockmulti_91311c650f2e_T12 4
native pose available
 2.9229996401785945 -23.4056 15 0.94 - Best pose
T02 T02 dockmulti_91311c650f2e_T02 4
native pose available
 3.2235175485160297 -22.9897 17 0.81 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 4
native pose available
 4.309629141589049 -24.6167 16 0.76 - Best pose
T12 — T12 4 poses · report dockmulti_91311c650f2e_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
2162 2.9229996401785945 -0.963315 -23.4056 3 17 15 0.94 0.25 0.20 0.20 - no geometry warning; 9 clashes; 5 protein contact clashes; moderate strain Δ 14.3 Open pose
2163 8.836912964051276 -1.01737 -22.0739 5 15 14 0.88 0.42 0.30 0.30 - yes excluded; geometry warning; 10 clashes; 3 protein clashes; moderate strain Δ 18.4 Open pose
2164 9.412729799491025 -1.06641 -24.4858 5 15 14 0.88 0.42 0.30 0.30 - yes excluded; geometry warning; 9 clashes; 3 protein clashes; high strain Δ 24.7 Open pose
2165 11.056390803496809 -1.10482 -21.3976 7 15 14 0.88 0.50 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 3 protein clashes; high strain Δ 24.3 Open pose
T02 — T02 4 poses · report dockmulti_91311c650f2e_T02
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
3038 3.2235175485160297 -0.947757 -22.9897 2 17 17 0.81 0.20 0.20 0.20 - no geometry warning; 12 clashes; 4 protein contact clashes; moderate strain Δ 18.9 Open pose
3040 3.5342847236341126 -0.974722 -24.7949 2 16 16 0.76 0.20 0.20 0.20 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 22.3 Open pose
3039 4.889083601580632 -0.982322 -21.5005 2 14 10 0.48 0.00 0.20 0.20 - yes excluded; geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 17.1 Open pose
3041 5.371919715087432 -0.881115 -18.7058 1 16 16 0.76 0.20 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 16.5 Open pose
T09 — T09 4 poses · report dockmulti_91311c650f2e_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
2279 4.309629141589049 -1.01231 -24.6167 2 17 16 0.76 0.14 0.17 0.17 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 33.5 Open pose
2277 4.5141769966606615 -0.954387 -24.2737 1 18 16 0.76 0.14 0.17 0.17 - no geometry warning; 11 clashes; 8 protein contact clashes; high strain Δ 23.7 Open pose
2278 6.8513170825807705 -0.964752 -20.2175 2 14 10 0.48 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 2 protein clashes; high strain Δ 21.0 Open pose
2280 7.769774725740086 -1.10015 -26.0693 2 16 12 0.57 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 15.8 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.