FAIRMol

Z226217786

ID 2302

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

SMILES: O=C(Cc1n[nH]c(=O)c2ccccc12)NCc1ccc(N2CCOCC2)nc1

Formula: C20H21N5O3 | MW: 379.4200000000001

LogP: 1.0136 | TPSA: 100.20999999999998

HBA/HBD: 6/2 | RotB: 5

InChIKey: UQJWIRBNEVYNQC-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Secondary amine Tertiary amine Ether

Ring system

Benzene Pyridine Pyridazine Cinnoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.301680-
DOCK_BASE_INTER_RANK-0.886124-
DOCK_BASE_INTER_RANK-1.152370-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK4.406034-
DOCK_FINAL_RANK1.439585-
DOCK_FINAL_RANK0.981409-
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:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.656210-
DOCK_MAX_CLASH_OVERLAP0.656154-
DOCK_MAX_CLASH_OVERLAP0.656209-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.363873-
DOCK_PRE_RANK1.408666-
DOCK_PRE_RANK0.939700-
DOCK_PRIMARY_POSE_ID3038-
DOCK_PRIMARY_POSE_ID3745-
DOCK_PRIMARY_POSE_ID5121-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:MET183;A:NDP302;A:PHE113;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_SCAFFOLDO=C(Cc1n[nH]c(=O)c2ccccc12)NCc1ccc(N2CCOCC2)nc1-
DOCK_SCAFFOLDO=C(Cc1n[nH]c(=O)c2ccccc12)NCc1ccc(N2CCOCC2)nc1-
DOCK_SCAFFOLDO=C(Cc1n[nH]c(=O)c2ccccc12)NCc1ccc(N2CCOCC2)nc1-
DOCK_SCORE-36.088000-
DOCK_SCORE-25.208600-
DOCK_SCORE-32.919500-
DOCK_SCORE_INTER-36.446900-
DOCK_SCORE_INTER-24.811500-
DOCK_SCORE_INTER-32.266400-
DOCK_SCORE_INTER_KCAL-8.705196-
DOCK_SCORE_INTER_KCAL-5.926128-
DOCK_SCORE_INTER_KCAL-7.706701-
DOCK_SCORE_INTER_NORM-1.301680-
DOCK_SCORE_INTER_NORM-0.886124-
DOCK_SCORE_INTER_NORM-1.152370-
DOCK_SCORE_INTRA0.358882-
DOCK_SCORE_INTRA-0.448096-
DOCK_SCORE_INTRA-0.653134-
DOCK_SCORE_INTRA_KCAL0.085718-
DOCK_SCORE_INTRA_KCAL-0.107026-
DOCK_SCORE_INTRA_KCAL-0.155998-
DOCK_SCORE_INTRA_NORM0.012817-
DOCK_SCORE_INTRA_NORM-0.016003-
DOCK_SCORE_INTRA_NORM-0.023326-
DOCK_SCORE_KCAL-8.619474-
DOCK_SCORE_KCAL-6.020973-
DOCK_SCORE_KCAL-7.862691-
DOCK_SCORE_NORM-1.288860-
DOCK_SCORE_NORM-0.900307-
DOCK_SCORE_NORM-1.175700-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.050966-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001820-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H21N5O3-
DOCK_SOURCE_FORMULAC20H21N5O3-
DOCK_SOURCE_FORMULAC20H21N5O3-
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_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP1.013600-
DOCK_SOURCE_LOGP1.013600-
DOCK_SOURCE_LOGP1.013600-
DOCK_SOURCE_MW379.420000-
DOCK_SOURCE_MW379.420000-
DOCK_SOURCE_MW379.420000-
DOCK_SOURCE_NAMEZ226217786-
DOCK_SOURCE_NAMEZ226217786-
DOCK_SOURCE_NAMEZ226217786-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA100.210000-
DOCK_SOURCE_TPSA100.210000-
DOCK_SOURCE_TPSA100.210000-
DOCK_STRAIN_DELTA30.756913-
DOCK_STRAIN_DELTA24.152030-
DOCK_STRAIN_DELTA30.512966-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT06-
DOCK_TARGETT08-
EXACT_MASS379.164439532Da
FORMULAC20H21N5O3-
HBA6-
HBD2-
LOGP1.0136-
MOL_WEIGHT379.4200000000001g/mol
QED_SCORE0.6864108244831553-
ROTATABLE_BONDS5-
TPSA100.20999999999998A^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
 0.9814085371023361 -32.9195 14 0.74 - Best pose
T06 T06 selection_import_t06 1
native pose available
 1.4395845830790477 -25.2086 14 0.67 - Best pose
T05 T05 selection_import_t05 1
native pose available
 4.406034356198507 -36.088 9 0.53 - 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
380 0.9814085371023361 -1.15237 -32.9195 5 18 14 0.74 0.00 0.20 0.20 - no geometry warning; 13 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 30.5 Open pose
T06 — T06 1 poses · report selection_import_t06
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
359 1.4395845830790477 -0.886124 -25.2086 2 16 14 0.67 0.00 0.00 0.25 - no geometry warning; 15 clashes; 4 protein contact clashes; moderate strain Δ 24.2 Open pose
T05 — T05 1 poses · report selection_import_t05
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
328 4.406034356198507 -1.30168 -36.088 9 13 9 0.53 0.43 0.50 0.60 - no geometry warning; 12 clashes; 3 protein clashes; 2 cofactor-context clashes; high strain Δ 30.8 Open pose
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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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