FAIRMol

Z27521484

ID 3849

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

SMILES: Cc1nc2cc(NC(=O)COc3ccccc3C#N)ccc2n1-c1ccccc1

Formula: C23H18N4O2 | MW: 382.42300000000006

LogP: 4.223100000000003 | TPSA: 79.94

HBA/HBD: 4/1 | RotB: 5

InChIKey: SXXPISMQCVRFET-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Nitrile Aryl ether Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.928894-
DOCK_BASE_INTER_RANK-0.661288-
DOCK_BASE_INTER_RANK-1.069330-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.614220-
DOCK_FINAL_RANK4.109703-
DOCK_FINAL_RANK5.555563-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR971-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623681-
DOCK_MAX_CLASH_OVERLAP0.623590-
DOCK_MAX_CLASH_OVERLAP0.623739-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.583931-
DOCK_PRE_RANK4.086003-
DOCK_PRE_RANK5.539369-
DOCK_PRIMARY_POSE_ID8013-
DOCK_PRIMARY_POSE_ID13453-
DOCK_PRIMARY_POSE_ID14816-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccc2c(c1)ncn2-c1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccc2c(c1)ncn2-c1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccccc1)Nc1ccc2c(c1)ncn2-c1ccccc1-
DOCK_SCORE-27.276600-
DOCK_SCORE-18.401900-
DOCK_SCORE-31.490400-
DOCK_SCORE_INTER-26.937900-
DOCK_SCORE_INTER-19.177300-
DOCK_SCORE_INTER-31.010600-
DOCK_SCORE_INTER_KCAL-6.434010-
DOCK_SCORE_INTER_KCAL-4.580421-
DOCK_SCORE_INTER_KCAL-7.406758-
DOCK_SCORE_INTER_NORM-0.928894-
DOCK_SCORE_INTER_NORM-0.661288-
DOCK_SCORE_INTER_NORM-1.069330-
DOCK_SCORE_INTRA-0.338675-
DOCK_SCORE_INTRA0.775449-
DOCK_SCORE_INTRA-0.479881-
DOCK_SCORE_INTRA_KCAL-0.080891-
DOCK_SCORE_INTRA_KCAL0.185213-
DOCK_SCORE_INTRA_KCAL-0.114618-
DOCK_SCORE_INTRA_NORM-0.011678-
DOCK_SCORE_INTRA_NORM0.026740-
DOCK_SCORE_INTRA_NORM-0.016548-
DOCK_SCORE_KCAL-6.514907-
DOCK_SCORE_KCAL-4.395220-
DOCK_SCORE_KCAL-7.521356-
DOCK_SCORE_NORM-0.940573-
DOCK_SCORE_NORM-0.634548-
DOCK_SCORE_NORM-1.085880-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H18N4O2-
DOCK_SOURCE_FORMULAC23H18N4O2-
DOCK_SOURCE_FORMULAC23H18N4O2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP4.223100-
DOCK_SOURCE_LOGP4.223100-
DOCK_SOURCE_LOGP4.223100-
DOCK_SOURCE_MW382.423000-
DOCK_SOURCE_MW382.423000-
DOCK_SOURCE_MW382.423000-
DOCK_SOURCE_NAMEZ27521484-
DOCK_SOURCE_NAMEZ27521484-
DOCK_SOURCE_NAMEZ27521484-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA79.940000-
DOCK_SOURCE_TPSA79.940000-
DOCK_SOURCE_TPSA79.940000-
DOCK_STRAIN_DELTA23.740005-
DOCK_STRAIN_DELTA19.024000-
DOCK_STRAIN_DELTA12.270462-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT12-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS382.142975816Da
FORMULAC23H18N4O2-
HBA4-
HBD1-
LOGP4.223100000000003-
MOL_WEIGHT382.42300000000006g/mol
QED_SCORE0.560297019852531-
ROTATABLE_BONDS5-
TPSA79.94A^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
T12 T12 selection_import_t12 1
native pose available
 1.6142198390327567 -27.2766 15 0.94 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.109703065854817 -18.4019 6 0.75 - Best pose
T22 T22 selection_import_t22 1
native pose available
 5.555562961828517 -31.4904 17 0.81 - Best pose
T12 — T12 1 poses · report selection_import_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
561 1.6142198390327567 -0.928894 -27.2766 5 18 15 0.94 0.25 0.30 0.40 - no geometry warning; 11 clashes; 8 protein contact clashes; moderate strain Δ 23.7 Open pose
T20 — T20 1 poses · report selection_import_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
574 4.109703065854817 -0.661288 -18.4019 4 9 6 0.75 0.00 0.00 0.00 - no geometry warning; 15 clashes; 2 protein clashes Open pose
T22 — T22 1 poses · report selection_import_t22
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
578 5.555562961828517 -1.06933 -31.4904 6 20 17 0.81 0.27 0.27 0.36 - no geometry warning; 15 clashes; 4 protein clashes Open pose
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…