FAIRMol

Z2757555337

ID 755

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

SMILES: N#C/C(=C\c1ccc(-c2cc(Cl)ccc2Cl)o1)C(=O)Nc1cccc2ncccc12

Formula: C23H13Cl2N3O2 | MW: 434.28200000000015

LogP: 6.347280000000002 | TPSA: 78.92

HBA/HBD: 4/1 | RotB: 4

InChIKey: SVENPFFEMUOOGK-SDNWHVSQSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Nitrile Chlorine ×2 Enone Alkene

Ring system

Benzene ×2 Pyridine Quinoline Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.870835-
DOCK_BASE_INTER_RANK-0.964063-
DOCK_BASE_INTER_RANK-0.729519-
DOCK_BASE_INTER_RANK-1.048030-
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_COUNT14.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK1.189469-
DOCK_FINAL_RANK2.454646-
DOCK_FINAL_RANK1.588714-
DOCK_FINAL_RANK2.800104-
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:ALA101-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS2471-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO2451-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.629237-
DOCK_MAX_CLASH_OVERLAP0.629242-
DOCK_MAX_CLASH_OVERLAP0.629175-
DOCK_MAX_CLASH_OVERLAP0.629169-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.163396-
DOCK_PRE_RANK2.431919-
DOCK_PRE_RANK1.570996-
DOCK_PRE_RANK2.774950-
DOCK_PRIMARY_POSE_ID1283-
DOCK_PRIMARY_POSE_ID8062-
DOCK_PRIMARY_POSE_ID9414-
DOCK_PRIMARY_POSE_ID12815-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR137;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:HIS105;A:HIS141;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LYS247;A:PHE383;A:PRO245;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ARG287;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(C=Cc1ccc(-c2ccccc2)o1)Nc1cccc2ncccc12-
DOCK_SCAFFOLDO=C(C=Cc1ccc(-c2ccccc2)o1)Nc1cccc2ncccc12-
DOCK_SCAFFOLDO=C(C=Cc1ccc(-c2ccccc2)o1)Nc1cccc2ncccc12-
DOCK_SCAFFOLDO=C(C=Cc1ccc(-c2ccccc2)o1)Nc1cccc2ncccc12-
DOCK_SCORE-21.211600-
DOCK_SCORE-22.719300-
DOCK_SCORE-18.374600-
DOCK_SCORE-29.364700-
DOCK_SCORE_INTER-26.125100-
DOCK_SCORE_INTER-28.921900-
DOCK_SCORE_INTER-21.885600-
DOCK_SCORE_INTER-31.441000-
DOCK_SCORE_INTER_KCAL-6.239876-
DOCK_SCORE_INTER_KCAL-6.907880-
DOCK_SCORE_INTER_KCAL-5.227288-
DOCK_SCORE_INTER_KCAL-7.509557-
DOCK_SCORE_INTER_NORM-0.870835-
DOCK_SCORE_INTER_NORM-0.964063-
DOCK_SCORE_INTER_NORM-0.729519-
DOCK_SCORE_INTER_NORM-1.048030-
DOCK_SCORE_INTRA4.913460-
DOCK_SCORE_INTRA6.202560-
DOCK_SCORE_INTRA3.511010-
DOCK_SCORE_INTRA2.076290-
DOCK_SCORE_INTRA_KCAL1.173560-
DOCK_SCORE_INTRA_KCAL1.481457-
DOCK_SCORE_INTRA_KCAL0.838591-
DOCK_SCORE_INTRA_KCAL0.495914-
DOCK_SCORE_INTRA_NORM0.163782-
DOCK_SCORE_INTRA_NORM0.206752-
DOCK_SCORE_INTRA_NORM0.117034-
DOCK_SCORE_INTRA_NORM0.069209-
DOCK_SCORE_KCAL-5.066306-
DOCK_SCORE_KCAL-5.426414-
DOCK_SCORE_KCAL-4.388700-
DOCK_SCORE_KCAL-7.013641-
DOCK_SCORE_NORM-0.707053-
DOCK_SCORE_NORM-0.757311-
DOCK_SCORE_NORM-0.612486-
DOCK_SCORE_NORM-0.978823-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H13Cl2N3O2-
DOCK_SOURCE_FORMULAC23H13Cl2N3O2-
DOCK_SOURCE_FORMULAC23H13Cl2N3O2-
DOCK_SOURCE_FORMULAC23H13Cl2N3O2-
DOCK_SOURCE_HBA4.000000-
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_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP6.347280-
DOCK_SOURCE_LOGP6.347280-
DOCK_SOURCE_LOGP6.347280-
DOCK_SOURCE_LOGP6.347280-
DOCK_SOURCE_MW434.282000-
DOCK_SOURCE_MW434.282000-
DOCK_SOURCE_MW434.282000-
DOCK_SOURCE_MW434.282000-
DOCK_SOURCE_NAMEZ2757555337-
DOCK_SOURCE_NAMEZ2757555337-
DOCK_SOURCE_NAMEZ2757555337-
DOCK_SOURCE_NAMEZ2757555337-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA78.920000-
DOCK_SOURCE_TPSA78.920000-
DOCK_SOURCE_TPSA78.920000-
DOCK_SOURCE_TPSA78.920000-
DOCK_STRAIN_DELTA20.818483-
DOCK_STRAIN_DELTA18.250385-
DOCK_STRAIN_DELTA13.814896-
DOCK_STRAIN_DELTA20.137557-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT12-
DOCK_TARGETT14-
DOCK_TARGETT19-
EXACT_MASS433.038482016Da
FORMULAC23H13Cl2N3O2-
HBA4-
HBD1-
LOGP6.347280000000002-
MOL_WEIGHT434.28200000000015g/mol
QED_SCORE0.3000257279133937-
ROTATABLE_BONDS4-
TPSA78.92A^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
T02 T02 selection_import_t02 1
native pose available
 1.1894692655876875 -21.2116 12 0.57 - Best pose
T14 T14 selection_import_t14 1
native pose available
 1.588714246084261 -18.3746 7 0.47 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.454646317139425 -22.7193 12 0.75 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.8001036483619997 -29.3647 8 0.30 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
605 1.1894692655876875 -0.870835 -21.2116 2 16 12 0.57 0.00 0.20 0.20 - no geometry warning; 12 clashes; 4 protein contact clashes; moderate strain Δ 20.8 Open 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
606 1.588714246084261 -0.729519 -18.3746 4 12 7 0.47 0.33 0.40 0.40 - no geometry warning; 12 clashes; 6 protein contact clashes 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
610 2.454646317139425 -0.964063 -22.7193 6 14 12 0.75 0.50 0.50 0.50 - no geometry warning; 14 clashes; 1 protein clash Open pose
T19 — T19 1 poses · report selection_import_t19
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
614 2.8001036483619997 -1.04803 -29.3647 4 18 8 0.30 0.08 0.20 0.25 - no geometry warning; 14 clashes; 2 protein clashes; 1 cofactor-context clash; moderate strain Δ 20.1 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…