FAIRMol

OHD_TB2021_31

ID 2982

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

SMILES: NC(=[NH2+])Nc1ccc2[nH]c(-c3ccccc3Oc3ccccc3)[nH+]c2c1

Formula: C20H19N5O+2 | MW: 345.406

LogP: 1.9269999999999996 | TPSA: 102.80000000000001

HBA/HBD: 1/4 | RotB: 4

InChIKey: XSWSPZWRAFSOKH-UHFFFAOYSA-P

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Pyrazolo[1,5-a]pyridine Clear highlight

Bio motif

H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×5 Gatekeeper aromatic ×3 Ionizable base ×3 Metal chelator ×2

Functional group

Primary amine Secondary amine Aryl ether Ether

Ring system

Benzene ×3 Benzimidazole Imidazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.389480-
DOCK_BASE_INTER_RANK-0.784569-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.381072-
DOCK_FINAL_RANK2.444078-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.643509-
DOCK_MAX_CLASH_OVERLAP0.643435-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.353801-
DOCK_PRE_RANK2.425827-
DOCK_PRIMARY_POSE_ID4802-
DOCK_PRIMARY_POSE_ID12940-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU263;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:HIS461;A:LEU399;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2[nH]c3ccccc3[nH+]2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2-c2[nH]c3ccccc3[nH+]2)cc1-
DOCK_SCORE-29.469600-
DOCK_SCORE-17.887500-
DOCK_SCORE_INTER-36.126500-
DOCK_SCORE_INTER-20.398800-
DOCK_SCORE_INTER_KCAL-8.628670-
DOCK_SCORE_INTER_KCAL-4.872172-
DOCK_SCORE_INTER_NORM-1.389480-
DOCK_SCORE_INTER_NORM-0.784569-
DOCK_SCORE_INTRA6.656920-
DOCK_SCORE_INTRA2.511290-
DOCK_SCORE_INTRA_KCAL1.589979-
DOCK_SCORE_INTRA_KCAL0.599812-
DOCK_SCORE_INTRA_NORM0.256035-
DOCK_SCORE_INTRA_NORM0.096588-
DOCK_SCORE_KCAL-7.038696-
DOCK_SCORE_KCAL-4.272358-
DOCK_SCORE_NORM-1.133450-
DOCK_SCORE_NORM-0.687981-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H19N5O+2-
DOCK_SOURCE_FORMULAC20H19N5O+2-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBA1.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP1.927000-
DOCK_SOURCE_LOGP1.927000-
DOCK_SOURCE_MW345.406000-
DOCK_SOURCE_MW345.406000-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_NAMEOHD_TB2021_31-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA102.800000-
DOCK_SOURCE_TPSA102.800000-
DOCK_STRAIN_DELTA21.679479-
DOCK_STRAIN_DELTA14.329444-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT20-
EXACT_MASS345.15786306818006Da
FORMULAC20H19N5O+2-
HBA1-
HBD4-
LOGP1.9269999999999996-
MOL_WEIGHT345.406g/mol
QED_SCORE0.335552005629292-
ROTATABLE_BONDS4-
TPSA102.80000000000001A^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
 0.3810716750334544 -29.4696 11 0.58 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.4440776780714177 -17.8875 5 0.62 - 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
61 0.3810716750334544 -1.38948 -29.4696 7 16 11 0.58 0.67 0.60 0.60 - no geometry warning; 12 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; moderate strain Δ 21.7 Open pose
T20 — T20 1 poses · report selection_import_t20
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
61 2.4440776780714177 -0.784569 -17.8875 5 10 5 0.62 0.00 0.00 0.00 - no geometry warning; 14 clashes; 1 protein clash 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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