FAIRMol

OHD_ACDS_70

ID 3757

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

SMILES: C=CCc1cc(Cn2cc(C(=O)Nc3ccc(OC)cc3C(N)=O)nn2)c(O)c(OC)c1

Formula: C22H23N5O5 | MW: 437.4560000000002

LogP: 2.1289 | TPSA: 141.59

HBA/HBD: 7/3 | RotB: 9

InChIKey: CVWQGXFVMRQHNO-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl ×2 Amide ×2 Primary amine Secondary amine Phenol Aryl ether ×2 Ether ×2 Alkene Vinyl

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.774535-
DOCK_BASE_INTER_RANK-0.950381-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK3.082075-
DOCK_FINAL_RANK4.046505-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASP1391-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:THR711-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP481-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
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_IFP::B:VAL471-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619981-
DOCK_MAX_CLASH_OVERLAP0.619962-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.010947-
DOCK_PRE_RANK3.994038-
DOCK_PRIMARY_POSE_ID7447-
DOCK_PRIMARY_POSE_ID8123-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:ASP139;A:GLU138;A:HIS105;A:HIS141;B:ARG46;B:ASP13;B:ASP48;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49;B:VAL47-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCORE-23.205500-
DOCK_SCORE-26.347300-
DOCK_SCORE_INTER-24.785100-
DOCK_SCORE_INTER-30.412200-
DOCK_SCORE_INTER_KCAL-5.919822-
DOCK_SCORE_INTER_KCAL-7.263832-
DOCK_SCORE_INTER_NORM-0.774535-
DOCK_SCORE_INTER_NORM-0.950381-
DOCK_SCORE_INTRA1.579640-
DOCK_SCORE_INTRA4.064930-
DOCK_SCORE_INTRA_KCAL0.377291-
DOCK_SCORE_INTRA_KCAL0.970892-
DOCK_SCORE_INTRA_NORM0.049364-
DOCK_SCORE_INTRA_NORM0.127029-
DOCK_SCORE_KCAL-5.542541-
DOCK_SCORE_KCAL-6.292947-
DOCK_SCORE_NORM-0.725171-
DOCK_SCORE_NORM-0.823352-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H23N5O5-
DOCK_SOURCE_FORMULAC22H23N5O5-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP2.128900-
DOCK_SOURCE_LOGP2.128900-
DOCK_SOURCE_MW437.456000-
DOCK_SOURCE_MW437.456000-
DOCK_SOURCE_NAMEOHD_ACDS_70-
DOCK_SOURCE_NAMEOHD_ACDS_70-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA141.590000-
DOCK_SOURCE_TPSA141.590000-
DOCK_STRAIN_DELTA44.303954-
DOCK_STRAIN_DELTA35.969955-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT12-
EXACT_MASS437.1699188360001Da
FORMULAC22H23N5O5-
HBA7-
HBD3-
LOGP2.1289-
MOL_WEIGHT437.4560000000002g/mol
QED_SCORE0.43540522508442486-
ROTATABLE_BONDS9-
TPSA141.59A^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
T11 T11 selection_import_t11 1
native pose available
 3.0820750353954938 -23.2055 13 0.72 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.046505449714776 -26.3473 16 1.00 - Best pose
T11 — T11 1 poses · report selection_import_t11
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
673 3.0820750353954938 -0.774535 -23.2055 6 17 13 0.72 0.40 0.40 0.50 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 44.3 Open 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
671 4.046505449714776 -0.950381 -26.3473 16 20 16 1.00 0.50 0.50 0.70 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 36.0 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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