FAIRMol

Z49547615

ID 2186

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

SMILES: O=C(N/N=C\c1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1

Formula: C24H19N5O3 | MW: 425.4480000000002

LogP: 3.469400000000002 | TPSA: 90.63000000000001

HBA/HBD: 6/1 | RotB: 5

InChIKey: YNCPHALRGSAFFN-YSMPRRRNSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Aryl ether ×2 Imine Ether ×2

Ring system

Benzene ×2 Pyridine Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.889562-
DOCK_BASE_INTER_RANK-0.789505-
DOCK_BASE_INTER_RANK-0.700823-
DOCK_BASE_INTER_RANK-1.076450-
DOCK_BASE_INTER_RANK-0.988651-
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_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.611180-
DOCK_FINAL_RANK3.816901-
DOCK_FINAL_RANK2.884761-
DOCK_FINAL_RANK3.271893-
DOCK_FINAL_RANK2.007670-
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:ALA151-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1361-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU311-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS601-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL971-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:LYS611-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.654665-
DOCK_MAX_CLASH_OVERLAP0.661477-
DOCK_MAX_CLASH_OVERLAP0.661430-
DOCK_MAX_CLASH_OVERLAP0.654638-
DOCK_MAX_CLASH_OVERLAP0.654681-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.591071-
DOCK_PRE_RANK3.789025-
DOCK_PRE_RANK2.852116-
DOCK_PRE_RANK3.255081-
DOCK_PRE_RANK1.961288-
DOCK_PRIMARY_POSE_ID3148-
DOCK_PRIMARY_POSE_ID6552-
DOCK_PRIMARY_POSE_ID11356-
DOCK_PRIMARY_POSE_ID12645-
DOCK_PRIMARY_POSE_ID14710-
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_t05-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASP13;A:CYS72;A:GLU138;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:LEU136;A:THR74;A:TYR49;A:VAL97-
DOCK_RESIDUE_CONTACTSA:ALA365;A:ARG228;A:ARG287;A:ARG331;A:FAD501;A:GLY196;A:GLY197;A:GLY286;A:LEU227;A:LEU332;A:LEU334;A:LYS60;A:MET333;A:PHE198;A:PHE230;A:SER364-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:SER162;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU31;A:LEU39;A:LYS26;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(NN=Cc1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1-
DOCK_SCAFFOLDC(=NN=Cc1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1-
DOCK_SCAFFOLDC(=NN=Cc1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1-
DOCK_SCAFFOLDO=C(NN=Cc1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1-
DOCK_SCAFFOLDO=C(NN=Cc1cn(-c2ccccc2)nc1-c1ccc2c(c1)OCCO2)c1ccncc1-
DOCK_SCORE-26.697800-
DOCK_SCORE-26.227000-
DOCK_SCORE-19.408500-
DOCK_SCORE-38.780600-
DOCK_SCORE-24.614700-
DOCK_SCORE_INTER-28.466000-
DOCK_SCORE_INTER-25.264200-
DOCK_SCORE_INTER-22.426400-
DOCK_SCORE_INTER-34.446300-
DOCK_SCORE_INTER-31.636800-
DOCK_SCORE_INTER_KCAL-6.798990-
DOCK_SCORE_INTER_KCAL-6.034253-
DOCK_SCORE_INTER_KCAL-5.356456-
DOCK_SCORE_INTER_KCAL-8.227361-
DOCK_SCORE_INTER_KCAL-7.556323-
DOCK_SCORE_INTER_NORM-0.889562-
DOCK_SCORE_INTER_NORM-0.789505-
DOCK_SCORE_INTER_NORM-0.700823-
DOCK_SCORE_INTER_NORM-1.076450-
DOCK_SCORE_INTER_NORM-0.988651-
DOCK_SCORE_INTRA1.768170-
DOCK_SCORE_INTRA-0.978497-
DOCK_SCORE_INTRA3.017830-
DOCK_SCORE_INTRA-4.334330-
DOCK_SCORE_INTRA7.022140-
DOCK_SCORE_INTRA_KCAL0.422320-
DOCK_SCORE_INTRA_KCAL-0.233710-
DOCK_SCORE_INTRA_KCAL0.720797-
DOCK_SCORE_INTRA_KCAL-1.035237-
DOCK_SCORE_INTRA_KCAL1.677210-
DOCK_SCORE_INTRA_NORM0.055255-
DOCK_SCORE_INTRA_NORM-0.030578-
DOCK_SCORE_INTRA_NORM0.094307-
DOCK_SCORE_INTRA_NORM-0.135448-
DOCK_SCORE_INTRA_NORM0.219442-
DOCK_SCORE_KCAL-6.376663-
DOCK_SCORE_KCAL-6.264214-
DOCK_SCORE_KCAL-4.635643-
DOCK_SCORE_KCAL-9.262591-
DOCK_SCORE_KCAL-5.879123-
DOCK_SCORE_NORM-0.834307-
DOCK_SCORE_NORM-0.819595-
DOCK_SCORE_NORM-0.606516-
DOCK_SCORE_NORM-1.211890-
DOCK_SCORE_NORM-0.769209-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.015640-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000489-
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_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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H19N5O3-
DOCK_SOURCE_FORMULAC24H19N5O3-
DOCK_SOURCE_FORMULAC24H19N5O3-
DOCK_SOURCE_FORMULAC24H19N5O3-
DOCK_SOURCE_FORMULAC24H19N5O3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.469400-
DOCK_SOURCE_LOGP4.044200-
DOCK_SOURCE_LOGP4.044200-
DOCK_SOURCE_LOGP3.469400-
DOCK_SOURCE_LOGP3.469400-
DOCK_SOURCE_MW425.448000-
DOCK_SOURCE_MW425.448000-
DOCK_SOURCE_MW425.448000-
DOCK_SOURCE_MW425.448000-
DOCK_SOURCE_MW425.448000-
DOCK_SOURCE_NAMEZ49547615-
DOCK_SOURCE_NAMEZ49547615-
DOCK_SOURCE_NAMEZ49547615-
DOCK_SOURCE_NAMEZ49547615-
DOCK_SOURCE_NAMEZ49547615-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA90.630000-
DOCK_SOURCE_TPSA94.120000-
DOCK_SOURCE_TPSA94.120000-
DOCK_SOURCE_TPSA90.630000-
DOCK_SOURCE_TPSA90.630000-
DOCK_STRAIN_DELTA16.037952-
DOCK_STRAIN_DELTA22.105086-
DOCK_STRAIN_DELTA25.254200-
DOCK_STRAIN_DELTA12.909963-
DOCK_STRAIN_DELTA32.965047-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT10-
DOCK_TARGETT17-
DOCK_TARGETT19-
DOCK_TARGETT22-
EXACT_MASS425.14878946799996Da
FORMULAC24H19N5O3-
HBA6-
HBD1-
LOGP3.469400000000002-
MOL_WEIGHT425.4480000000002g/mol
QED_SCORE0.3906024467718382-
ROTATABLE_BONDS5-
TPSA90.63000000000001A^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
T22 T22 selection_import_t22 1
native pose available
 2.0076697975312157 -24.6147 10 0.48 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.611179636674136 -26.6978 12 0.71 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.884760587637806 -19.4085 9 0.75 - Best pose
T19 T19 selection_import_t19 1
native pose available
 3.271893237372904 -38.7806 7 0.26 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.8169008748414295 -26.227 13 0.76 - Best pose
T22 — T22 1 poses · report selection_import_t22
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
472 2.0076697975312157 -0.988651 -24.6147 9 17 10 0.48 0.33 0.36 0.36 - no geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 33.0 Open pose
T05 — T05 1 poses · report selection_import_t05
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
438 2.611179636674136 -0.889562 -26.6978 6 14 12 0.71 0.14 0.33 0.40 - no geometry warning; 15 clashes; 1 protein clash 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
513 2.884760587637806 -0.700823 -19.4085 4 16 9 0.75 1.00 1.00 1.00 - no geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 25.3 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
444 3.271893237372904 -1.07645 -38.7806 9 19 7 0.26 0.08 0.20 0.25 - no geometry warning; 17 clashes; 1 protein clash Open pose
T10 — T10 1 poses · report selection_import_t10
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
456 3.8169008748414295 -0.789505 -26.227 6 16 13 0.76 0.31 0.36 0.55 - no geometry warning; 15 clashes; 2 protein clashes; moderate strain Δ 22.1 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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