FAIRMol

Z26395492

ID 2493

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

SMILES: O=C(NCCc1c[nH]c2ccccc12)c1ccccc1

Formula: C17H16N2O | MW: 264.328

LogP: 3.1404000000000023 | TPSA: 44.89

HBA/HBD: 1/2 | RotB: 4

InChIKey: KTEDBFKQSUUOQJ-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 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene ×2 Indole Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.150330-
DOCK_BASE_INTER_RANK-1.716940-
DOCK_BASE_INTER_RANK-1.056060-
DOCK_BASE_INTER_RANK-1.635930-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK2.299566-
DOCK_FINAL_RANK1.311703-
DOCK_FINAL_RANK1.254313-
DOCK_FINAL_RANK1.131040-
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:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1611-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.634815-
DOCK_MAX_CLASH_OVERLAP0.634788-
DOCK_MAX_CLASH_OVERLAP0.634779-
DOCK_MAX_CLASH_OVERLAP0.634831-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.286706-
DOCK_PRE_RANK1.239021-
DOCK_PRE_RANK1.119621-
DOCK_PRE_RANK1.296213-
DOCK_PRIMARY_POSE_ID3943-
DOCK_PRIMARY_POSE_ID4618-
DOCK_PRIMARY_POSE_ID5303-
DOCK_PRIMARY_POSE_ID12113-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t06-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TYR174;A:VAL164-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TYR174;A:VAL164-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:GLY161;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_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)c1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)c1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)c1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)c1ccccc1-
DOCK_SCORE-17.354100-
DOCK_SCORE-27.824000-
DOCK_SCORE-19.121100-
DOCK_SCORE-29.600500-
DOCK_SCORE_INTER-32.718600-
DOCK_SCORE_INTER-34.338900-
DOCK_SCORE_INTER-23.006500-
DOCK_SCORE_INTER-21.121100-
DOCK_SCORE_INTER_KCAL-7.814707-
DOCK_SCORE_INTER_KCAL-5.495010-
DOCK_SCORE_INTER_KCAL-5.044690-
DOCK_SCORE_INTER_KCAL-8.201709-
DOCK_SCORE_INTER_NORM-1.635930-
DOCK_SCORE_INTER_NORM-1.056060-
DOCK_SCORE_INTER_NORM-1.150330-
DOCK_SCORE_INTER_NORM-1.716940-
DOCK_SCORE_INTRA3.885460-
DOCK_SCORE_INTRA4.738420-
DOCK_SCORE_INTRA4.894660-
DOCK_SCORE_INTRA3.767080-
DOCK_SCORE_INTRA_KCAL1.131753-
DOCK_SCORE_INTRA_KCAL0.928027-
DOCK_SCORE_INTRA_KCAL1.169070-
DOCK_SCORE_INTRA_KCAL0.899752-
DOCK_SCORE_INTRA_NORM0.188354-
DOCK_SCORE_INTRA_NORM0.194273-
DOCK_SCORE_INTRA_NORM0.236921-
DOCK_SCORE_INTRA_NORM0.244733-
DOCK_SCORE_KCAL-4.566998-
DOCK_SCORE_KCAL-7.069961-
DOCK_SCORE_KCAL-6.645651-
DOCK_SCORE_KCAL-4.144957-
DOCK_SCORE_NORM-1.480020-
DOCK_SCORE_NORM-1.391200-
DOCK_SCORE_NORM-0.956053-
DOCK_SCORE_NORM-0.867703-
DOCK_SCORE_RESTR0.000000-
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_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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H16N2O-
DOCK_SOURCE_FORMULAC17H16N2O-
DOCK_SOURCE_FORMULAC17H16N2O-
DOCK_SOURCE_FORMULAC17H16N2O-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_LOGP3.140400-
DOCK_SOURCE_LOGP3.140400-
DOCK_SOURCE_LOGP3.140400-
DOCK_SOURCE_LOGP3.140400-
DOCK_SOURCE_MW264.328000-
DOCK_SOURCE_MW264.328000-
DOCK_SOURCE_MW264.328000-
DOCK_SOURCE_MW264.328000-
DOCK_SOURCE_NAMEZ26395492-
DOCK_SOURCE_NAMEZ26395492-
DOCK_SOURCE_NAMEZ26395492-
DOCK_SOURCE_NAMEZ26395492-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA44.890000-
DOCK_SOURCE_TPSA44.890000-
DOCK_SOURCE_TPSA44.890000-
DOCK_SOURCE_TPSA44.890000-
DOCK_STRAIN_DELTA11.300560-
DOCK_STRAIN_DELTA6.495385-
DOCK_STRAIN_DELTA11.517005-
DOCK_STRAIN_DELTA8.424387-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT08-
DOCK_TARGETT07-
DOCK_TARGETT18-
EXACT_MASS264.126263132Da
FORMULAC17H16N2O-
HBA1-
HBD2-
LOGP3.1404000000000023-
MOL_WEIGHT264.328g/mol
QED_SCORE0.7467560704933405-
ROTATABLE_BONDS4-
TPSA44.89A^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
T06 T06 selection_import_t06 1
native pose available
 1.131040309290696 -19.1211 14 0.67 - Best pose
T07 T07 selection_import_t07 1
native pose available
 1.254313492004946 -29.6005 10 0.53 - Best pose
T08 T08 selection_import_t08 1
native pose available
 1.311703260614133 -27.824 10 0.53 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.299565977536469 -17.3541 7 0.54 - Best 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
557 1.131040309290696 -1.15033 -19.1211 2 17 14 0.67 0.00 0.00 0.00 - no geometry warning; 7 clashes; 1 protein clash Open pose
T07 — T07 1 poses · report selection_import_t07
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
555 1.254313492004946 -1.71694 -29.6005 5 14 10 0.53 0.50 0.60 0.60 - no geometry warning; 6 clashes; 1 protein clash; 1 cofactor-context clash 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
562 1.311703260614133 -1.63593 -27.824 5 14 10 0.53 0.50 0.60 0.60 - no geometry warning; 6 clashes; 1 protein clash; 1 cofactor-context clash 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
592 2.299565977536469 -1.05606 -17.3541 4 13 7 0.54 - - - - no geometry warning; 8 clashes; 2 protein clashes 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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