FAIRMol

OHD_ACDS_69

ID 3118

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

SMILES: C=CCc1cc(Cn2cc(C(=O)Nc3ccccc3C(N)=O)nn2)c(O)c(OC)c1

Formula: C21H21N5O4 | MW: 407.4300000000002

LogP: 2.1203000000000003 | TPSA: 132.36

HBA/HBD: 6/3 | RotB: 8

InChIKey: IHTLTLPJXCXIMA-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

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

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.146120-
DOCK_BASE_INTER_RANK-0.864778-
DOCK_BASE_INTER_RANK-0.845891-
DOCK_BASE_INTER_RANK-0.755331-
DOCK_BASE_INTER_RANK-0.842639-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK2.032626-
DOCK_FINAL_RANK1.877716-
DOCK_FINAL_RANK1.353113-
DOCK_FINAL_RANK4.763475-
DOCK_FINAL_RANK4.045460-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU1861-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER4101-
DOCK_IFP::A:SER861-
DOCK_IFP::A:SER871-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623324-
DOCK_MAX_CLASH_OVERLAP0.623297-
DOCK_MAX_CLASH_OVERLAP0.623287-
DOCK_MAX_CLASH_OVERLAP0.623339-
DOCK_MAX_CLASH_OVERLAP0.623256-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.966709-
DOCK_PRE_RANK1.845454-
DOCK_PRE_RANK1.314017-
DOCK_PRE_RANK4.705155-
DOCK_PRE_RANK3.998005-
DOCK_PRIMARY_POSE_ID5413-
DOCK_PRIMARY_POSE_ID6093-
DOCK_PRIMARY_POSE_ID9481-
DOCK_PRIMARY_POSE_ID10842-
DOCK_PRIMARY_POSE_ID11519-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:LYS178;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO50;B:PRO88;B:THR180;B:TRP47;B:TYR162;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:ASN20;A:ASP385;A:ASP44;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU339;A:LEU382;A:PRO340;A:PRO344;A:SER282;A:SER410;A:THR21;A:THR285-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ASN91;A:GLU186;A:GLY85;A:LYS211;A:LYS89;A:LYS93;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:SER87;A:TRP92;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG331;A:ARG361;A:CYS375;A:GLY197;A:GLY376;A:HIS359;A:HIS428;A:LEU227;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER364;A:THR360;A:THR374;A:VAL362;A:VAL366-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cn(Cc2ccccc2)nn1-
DOCK_SCORE-27.314800-
DOCK_SCORE-21.309900-
DOCK_SCORE-21.262500-
DOCK_SCORE-17.049100-
DOCK_SCORE-22.240100-
DOCK_SCORE_INTER-34.383600-
DOCK_SCORE_INTER-25.943400-
DOCK_SCORE_INTER-25.376700-
DOCK_SCORE_INTER-22.659900-
DOCK_SCORE_INTER-25.279200-
DOCK_SCORE_INTER_KCAL-8.212385-
DOCK_SCORE_INTER_KCAL-6.196477-
DOCK_SCORE_INTER_KCAL-6.061123-
DOCK_SCORE_INTER_KCAL-5.412226-
DOCK_SCORE_INTER_KCAL-6.037836-
DOCK_SCORE_INTER_NORM-1.146120-
DOCK_SCORE_INTER_NORM-0.864778-
DOCK_SCORE_INTER_NORM-0.845891-
DOCK_SCORE_INTER_NORM-0.755331-
DOCK_SCORE_INTER_NORM-0.842639-
DOCK_SCORE_INTRA7.065160-
DOCK_SCORE_INTRA4.633460-
DOCK_SCORE_INTRA4.102200-
DOCK_SCORE_INTRA4.922810-
DOCK_SCORE_INTRA3.039030-
DOCK_SCORE_INTRA_KCAL1.687485-
DOCK_SCORE_INTRA_KCAL1.106683-
DOCK_SCORE_INTRA_KCAL0.979794-
DOCK_SCORE_INTRA_KCAL1.175793-
DOCK_SCORE_INTRA_KCAL0.725860-
DOCK_SCORE_INTRA_NORM0.235505-
DOCK_SCORE_INTRA_NORM0.154449-
DOCK_SCORE_INTRA_NORM0.136740-
DOCK_SCORE_INTRA_NORM0.164094-
DOCK_SCORE_INTRA_NORM0.101301-
DOCK_SCORE_KCAL-6.524031-
DOCK_SCORE_KCAL-5.089784-
DOCK_SCORE_KCAL-5.078463-
DOCK_SCORE_KCAL-4.072109-
DOCK_SCORE_KCAL-5.311959-
DOCK_SCORE_NORM-0.910492-
DOCK_SCORE_NORM-0.710330-
DOCK_SCORE_NORM-0.708751-
DOCK_SCORE_NORM-0.568304-
DOCK_SCORE_NORM-0.741338-
DOCK_SCORE_RESTR0.003670-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.012013-
DOCK_SCORE_RESTR0.688004-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000122-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000400-
DOCK_SCORE_RESTR_NORM0.022933-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H21N5O4-
DOCK_SOURCE_FORMULAC21H21N5O4-
DOCK_SOURCE_FORMULAC21H21N5O4-
DOCK_SOURCE_FORMULAC21H21N5O4-
DOCK_SOURCE_FORMULAC21H21N5O4-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP2.120300-
DOCK_SOURCE_LOGP2.120300-
DOCK_SOURCE_LOGP2.120300-
DOCK_SOURCE_LOGP2.120300-
DOCK_SOURCE_LOGP2.120300-
DOCK_SOURCE_MW407.430000-
DOCK_SOURCE_MW407.430000-
DOCK_SOURCE_MW407.430000-
DOCK_SOURCE_MW407.430000-
DOCK_SOURCE_MW407.430000-
DOCK_SOURCE_NAMEOHD_ACDS_69-
DOCK_SOURCE_NAMEOHD_ACDS_69-
DOCK_SOURCE_NAMEOHD_ACDS_69-
DOCK_SOURCE_NAMEOHD_ACDS_69-
DOCK_SOURCE_NAMEOHD_ACDS_69-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA132.360000-
DOCK_SOURCE_TPSA132.360000-
DOCK_SOURCE_TPSA132.360000-
DOCK_SOURCE_TPSA132.360000-
DOCK_SOURCE_TPSA132.360000-
DOCK_STRAIN_DELTA42.078767-
DOCK_STRAIN_DELTA25.013224-
DOCK_STRAIN_DELTA29.074665-
DOCK_STRAIN_DELTA38.703448-
DOCK_STRAIN_DELTA33.508657-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT14-
DOCK_TARGETT16-
DOCK_TARGETT17-
EXACT_MASS407.15935415200005Da
FORMULAC21H21N5O4-
HBA6-
HBD3-
LOGP2.1203000000000003-
MOL_WEIGHT407.4300000000002g/mol
QED_SCORE0.4900979886906085-
ROTATABLE_BONDS8-
TPSA132.36A^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
T14 T14 selection_import_t14 1
native pose available
 1.3531126534554743 -21.2625 11 0.73 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.8777160867948284 -21.3099 13 0.62 - Best pose
T08 T08 selection_import_t08 1
native pose available
 2.0326263552148536 -27.3148 12 0.63 - Best pose
T17 T17 selection_import_t17 1
native pose available
 4.045459939627847 -22.2401 9 0.75 - Best pose
T16 T16 selection_import_t16 1
native pose available
 4.76347474340994 -17.0491 8 0.67 - Best pose
T14 — T14 1 poses · report selection_import_t14
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 1.3531126534554743 -0.845891 -21.2625 6 18 11 0.73 0.33 0.40 0.40 - no geometry warning; 10 clashes; 6 protein contact clashes; moderate strain Δ 29.1 Open pose
T09 — T09 1 poses · report selection_import_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
675 1.8777160867948284 -0.864778 -21.3099 11 17 13 0.62 0.14 0.17 0.17 - no geometry warning; 9 clashes; 11 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 25.0 Open 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
672 2.0326263552148536 -1.14612 -27.3148 14 14 12 0.63 0.50 0.60 0.60 - no geometry warning; 10 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 42.1 Open pose
T17 — T17 1 poses · report selection_import_t17
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
676 4.045459939627847 -0.842639 -22.2401 7 18 9 0.75 0.00 0.00 0.00 - no geometry warning; 9 clashes; 3 protein clashes; high strain Δ 33.5 Open pose
T16 — T16 1 poses · report selection_import_t16
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
677 4.76347474340994 -0.755331 -17.0491 7 15 8 0.67 - - - - no geometry warning; 7 clashes; 3 protein clashes; high strain Δ 38.7 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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