FAIRMol

OHD_MAC_70

ID 1039

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

SMILES: COc1cc(/C=[NH+]/N=c2/nc[nH]c3c(Nc4ccc(Cl)c(C(F)(F)F)c4)[nH+]cnc23)cc(OC)c1O

Formula: C22H19ClF3N7O3+2 | MW: 521.8870000000001

LogP: 1.926 | TPSA: 132.76

HBA/HBD: 7/4 | RotB: 6

InChIKey: MMNIPFCVSAVEFN-OWNKRRAQSA-P

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

Functional group

Secondary amine Phenol Trifluoromethyl Chlorine Fluorine ×3 Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.889645-
DOCK_BASE_INTER_RANK-0.838240-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK5.478834-
DOCK_FINAL_RANK1.832659-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS2241-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.672447-
DOCK_MAX_CLASH_OVERLAP0.672466-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.756033-
DOCK_PRE_RANK5.349640-
DOCK_PRIMARY_POSE_ID5111-
DOCK_PRIMARY_POSE_ID1117-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS13;A:LYS224;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]N=c1nc[nH]c2c(Nc3ccccc3)[nH+]cnc12)c1ccccc1-
DOCK_SCORE-28.767300-
DOCK_SCORE-24.411200-
DOCK_SCORE_INTER-30.176600-
DOCK_SCORE_INTER-32.027200-
DOCK_SCORE_INTER_KCAL-7.207560-
DOCK_SCORE_INTER_KCAL-7.649569-
DOCK_SCORE_INTER_NORM-0.838240-
DOCK_SCORE_INTER_NORM-0.889645-
DOCK_SCORE_INTRA5.755490-
DOCK_SCORE_INTRA3.246700-
DOCK_SCORE_INTRA_KCAL0.775461-
DOCK_SCORE_INTRA_KCAL1.374676-
DOCK_SCORE_INTRA_NORM0.159875-
DOCK_SCORE_INTRA_NORM0.090186-
DOCK_SCORE_KCAL-5.830517-
DOCK_SCORE_KCAL-6.870955-
DOCK_SCORE_NORM-0.678090-
DOCK_SCORE_NORM-0.799091-
DOCK_SCORE_RESTR0.009904-
DOCK_SCORE_RESTR0.013239-
DOCK_SCORE_RESTR_NORM0.000275-
DOCK_SCORE_RESTR_NORM0.000368-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H19ClF3N7O3+2-
DOCK_SOURCE_FORMULAC22H19ClF3N7O3+2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP1.926000-
DOCK_SOURCE_LOGP1.926000-
DOCK_SOURCE_MW521.887000-
DOCK_SOURCE_MW521.887000-
DOCK_SOURCE_NAMEOHD_MAC_70-
DOCK_SOURCE_NAMEOHD_MAC_70-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA132.760000-
DOCK_SOURCE_TPSA132.760000-
DOCK_STRAIN_DELTA46.589124-
DOCK_STRAIN_DELTA66.652728-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT08-
EXACT_MASS521.11790264818Da
FORMULAC22H19ClF3N7O3+2-
HBA7-
HBD4-
LOGP1.926-
MOL_WEIGHT521.8870000000001g/mol
QED_SCORE0.2263100817011323-
ROTATABLE_BONDS6-
TPSA132.76A^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
T08 T08 selection_import_t08 1
native pose available
 1.832658551368531 -28.7673 13 0.68 - Best pose
T02 T02 selection_import_t02 1
native pose available
 5.478834244881174 -24.4112 14 0.67 - Best 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
370 1.832658551368531 -0.889645 -28.7673 10 20 13 0.68 0.67 0.60 0.60 - no geometry warning; 17 clashes; 5 protein contact clashes; 5 cofactor-context clashes; high strain Δ 46.6 Open 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
439 5.478834244881174 -0.83824 -24.4112 7 18 14 0.67 0.20 0.40 0.40 - no geometry warning; 17 clashes; 3 protein clashes; high strain Δ 66.7 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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