FAIRMol

Z49628846

ID 4037

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: C/C(=N\NC(=O)c1cc2ccccc2cc1O)c1cc2ccccc2o1

Formula: C21H16N2O3 | MW: 344.37000000000006

LogP: 4.445600000000002 | TPSA: 74.83

HBA/HBD: 4/2 | RotB: 3

InChIKey: VZBRRSSPXOLQTH-LPYMAVHISA-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 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Amide Phenol Imine

Ring system

Benzene ×3 Furan Benzofuran Naphthalene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.111240-
DOCK_BASE_INTER_RANK-0.955608-
DOCK_BASE_INTER_RANK-0.791977-
DOCK_BASE_INTER_RANK-0.717772-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.925253-
DOCK_FINAL_RANK3.981648-
DOCK_FINAL_RANK1.547933-
DOCK_FINAL_RANK1.177973-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG4721-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS601-
DOCK_IFP::A:LYS611-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE3671-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO3361-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER4751-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.645767-
DOCK_MAX_CLASH_OVERLAP0.645757-
DOCK_MAX_CLASH_OVERLAP0.645788-
DOCK_MAX_CLASH_OVERLAP0.645790-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.910267-
DOCK_PRE_RANK3.950518-
DOCK_PRE_RANK1.528219-
DOCK_PRE_RANK1.163538-
DOCK_PRIMARY_POSE_ID8661-
DOCK_PRIMARY_POSE_ID10731-
DOCK_PRIMARY_POSE_ID12082-
DOCK_PRIMARY_POSE_ID13423-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO212;A:PRO213-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:FAD501;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:LYS60;A:LYS61;A:PHE367;A:PRO336;A:SER14;A:THR335;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ARG472;A:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:SER475;A:THR397-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCORE-29.508200-
DOCK_SCORE-19.992100-
DOCK_SCORE-18.758900-
DOCK_SCORE-18.780200-
DOCK_SCORE_INTER-28.892300-
DOCK_SCORE_INTER-24.845800-
DOCK_SCORE_INTER-20.591400-
DOCK_SCORE_INTER-18.662100-
DOCK_SCORE_INTER_KCAL-6.900810-
DOCK_SCORE_INTER_KCAL-5.934320-
DOCK_SCORE_INTER_KCAL-4.918174-
DOCK_SCORE_INTER_KCAL-4.457368-
DOCK_SCORE_INTER_NORM-1.111240-
DOCK_SCORE_INTER_NORM-0.955608-
DOCK_SCORE_INTER_NORM-0.791977-
DOCK_SCORE_INTER_NORM-0.717772-
DOCK_SCORE_INTRA-0.615954-
DOCK_SCORE_INTRA4.853670-
DOCK_SCORE_INTRA1.830330-
DOCK_SCORE_INTRA-0.118160-
DOCK_SCORE_INTRA_KCAL-0.147118-
DOCK_SCORE_INTRA_KCAL1.159280-
DOCK_SCORE_INTRA_KCAL0.437167-
DOCK_SCORE_INTRA_KCAL-0.028222-
DOCK_SCORE_INTRA_NORM-0.023690-
DOCK_SCORE_INTRA_NORM0.186680-
DOCK_SCORE_INTRA_NORM0.070397-
DOCK_SCORE_INTRA_NORM-0.004545-
DOCK_SCORE_KCAL-7.047916-
DOCK_SCORE_KCAL-4.775033-
DOCK_SCORE_KCAL-4.480488-
DOCK_SCORE_KCAL-4.485576-
DOCK_SCORE_NORM-1.134930-
DOCK_SCORE_NORM-0.768929-
DOCK_SCORE_NORM-0.721497-
DOCK_SCORE_NORM-0.722317-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.002167-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000083-
DOCK_SCORE_RESTR_NORM0.000000-
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_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_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_STRAIN_DELTA10.959763-
DOCK_STRAIN_DELTA24.289352-
DOCK_STRAIN_DELTA15.685494-
DOCK_STRAIN_DELTA10.333177-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT16-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS344.11609237199997Da
FORMULAC21H16N2O3-
HBA4-
HBD2-
LOGP4.445600000000002-
MOL_WEIGHT344.37000000000006g/mol
QED_SCORE0.42591106953803104-
ROTATABLE_BONDS3-
TPSA74.83A^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
T20 T20 selection_import_t20 1
native pose available
 1.1779734304124212 -18.7802 8 1.00 - Best pose
T18 T18 selection_import_t18 1
native pose available
 1.5479325319184944 -18.7589 6 0.46 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.9252532185645412 -29.5082 14 0.74 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.9816480132556946 -19.9921 5 0.42 - Best 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
544 1.1779734304124212 -0.717772 -18.7802 4 13 8 1.00 0.00 0.00 0.00 - no geometry warning; 12 clashes; 3 protein contact clashes Open pose
T18 — T18 1 poses · report selection_import_t18
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 1.5479325319184944 -0.791977 -18.7589 5 18 6 0.46 - - - - no geometry warning; 12 clashes; 6 protein contact clashes Open pose
T13 — T13 1 poses · report selection_import_t13
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
531 3.9252532185645412 -1.11124 -29.5082 11 16 14 0.74 0.56 0.57 0.57 - no geometry warning; 12 clashes; 2 protein clashes 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
566 3.9816480132556946 -0.955608 -19.9921 6 10 5 0.42 - - - - no geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 24.3 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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