FAIRMol

OHD_MAC_34

ID 1996

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (15)
2D structure

SMILES: Oc1ccc(/C=[NH+]/N=c2\nc[nH]c3c(Nc4cccc(Cl)c4)[nH+]cnc23)cc1O

Formula: C19H16ClN7O2+2 | MW: 409.8370000000001

LogP: 0.5955999999999992 | TPSA: 134.53

HBA/HBD: 6/5 | RotB: 4

InChIKey: GQYLCZNHSXJEEC-ZNLRHDTNSA-P

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol ATP mimic pyrimidine ×2 H-bond acceptor N ×5 H-bond donor ×6 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Secondary amine Phenol ×2 Chlorine

Ring system

Benzene ×2 Pyrimidine ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.925049-
DOCK_BASE_INTER_RANK-0.912630-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK8.470274-
DOCK_FINAL_RANK5.847608-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLU431-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS901-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.669216-
DOCK_MAX_CLASH_OVERLAP0.706179-
DOCK_POSE_COUNT7-
DOCK_POSE_COUNT8-
DOCK_PRE_RANK7.358191-
DOCK_PRE_RANK4.605360-
DOCK_PRIMARY_POSE_ID16535-
DOCK_PRIMARY_POSE_ID19033-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T10-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ARG97;B:GLU43;B:ILE45;B:LEU94;B:LYS57;B:LYS90;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:PRO93;B:SER44;B:SER86;B:THR83;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1[nH]cnc2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCORE-20.915300-
DOCK_SCORE-27.181500-
DOCK_SCORE_INTER-26.826400-
DOCK_SCORE_INTER-26.466300-
DOCK_SCORE_INTER_KCAL-6.407378-
DOCK_SCORE_INTER_KCAL-6.321370-
DOCK_SCORE_INTER_NORM-0.925049-
DOCK_SCORE_INTER_NORM-0.912630-
DOCK_SCORE_INTRA5.911080-
DOCK_SCORE_INTRA-0.715286-
DOCK_SCORE_INTRA_KCAL1.411838-
DOCK_SCORE_INTRA_KCAL-0.170843-
DOCK_SCORE_INTRA_NORM0.203831-
DOCK_SCORE_INTRA_NORM-0.024665-
DOCK_SCORE_KCAL-4.995536-
DOCK_SCORE_KCAL-6.492193-
DOCK_SCORE_NORM-0.721218-
DOCK_SCORE_NORM-0.937295-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T10_top1000.sdf-
DOCK_SOURCE_FORMULAC19H16ClN7O2+2-
DOCK_SOURCE_FORMULAC19H16ClN7O2+2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP0.595600-
DOCK_SOURCE_LOGP0.595600-
DOCK_SOURCE_MW409.837000-
DOCK_SOURCE_MW409.837000-
DOCK_SOURCE_NAMEOHD_MAC_34-
DOCK_SOURCE_NAMEOHD_MAC_34-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA134.530000-
DOCK_SOURCE_TPSA134.530000-
DOCK_STRAIN_DELTA30.534709-
DOCK_STRAIN_DELTA32.704139-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT10-
EXACT_MASS409.10430327218Da
FORMULAC19H16ClN7O2+2-
HBA6-
HBD5-
LOGP0.5955999999999992-
MOL_WEIGHT409.8370000000001g/mol
QED_SCORE0.19095835656198437-
ROTATABLE_BONDS4-
TPSA134.53A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T10 T10 dockmulti_91311c650f2e_T10 8
native pose available
 5.84760825180961 -27.1815 17 1.00 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 7
native pose available
 8.470273761941334 -20.9153 12 0.57 - Best pose
T10 — T10 8 poses · report dockmulti_91311c650f2e_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
1227 5.84760825180961 -0.91263 -27.1815 9 18 17 1.00 0.46 0.55 0.73 - no geometry warning; 14 clashes; 8 protein contact clashes; high strain Δ 32.7 Open pose
1222 6.8289182452246795 -0.836865 -21.3862 11 18 17 1.00 0.54 0.55 0.73 - yes excluded; geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 17.1 Open pose
1225 8.040579384403692 -0.998977 -27.1837 10 18 17 1.00 0.54 0.55 0.73 - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 40.9 Open pose
1224 10.518067360056758 -0.860989 -16.962 10 13 13 0.76 0.54 0.55 0.64 - yes excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 27.3 Open pose
1228 10.986021229814211 -0.827298 -19.6531 10 13 13 0.76 0.46 0.55 0.64 - yes excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 35.1 Open pose
1226 12.250862552074345 -0.809461 -11.8403 10 14 13 0.76 0.54 0.55 0.64 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 32.2 Open pose
1223 13.069570750923697 -0.907113 -24.9068 14 16 14 0.82 0.46 0.64 0.73 - yes excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 27.8 Open pose
1229 14.445222284488166 -0.952118 -20.2705 13 16 14 0.82 0.46 0.64 0.73 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 42.8 Open pose
T09 — T09 7 poses · report dockmulti_91311c650f2e_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
1338 8.470273761941334 -0.925049 -20.9153 6 17 12 0.57 0.00 0.00 0.00 - no geometry warning; 17 clashes; 16 protein contact clashes; high strain Δ 30.5 Open pose
1336 8.461758706071915 -0.989556 -27.2924 7 18 14 0.67 0.00 0.17 0.17 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 21.2 Open pose
1339 9.885625823181897 -0.785849 -18.5701 2 15 11 0.52 0.00 0.00 0.00 - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 21.6 Open pose
1340 9.97240972443718 -0.797118 -19.4877 2 15 11 0.52 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 40.4 Open pose
1337 11.25254754045309 -0.815834 -17.0072 4 15 10 0.48 0.14 0.17 0.17 - yes excluded; geometry warning; 14 clashes; 3 protein clashes; high strain Δ 23.5 Open pose
1341 11.55650304822429 -0.98528 -27.6532 6 14 10 0.48 0.29 0.33 0.33 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 33.8 Open pose
1335 13.970910970417645 -1.0124 -22.3953 7 16 11 0.52 0.43 0.50 0.50 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 21.8 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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…

⚗ AI Structural Analysis

Expert medicinal chemistry analysis powered by Claude.

Click Run Analysis to generate an AI-powered structural decomposition.
Requires ANTHROPIC_API_KEY environment variable.