FAIRMol

OHD_MV-42

ID 88

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

SMILES: Cc1ccc(N2C(=[NH2+])N=C(N)N[C@]23CCC[N@@H+](Cc2ccccc2)C3)cc1

Formula: C21H28N6+2 | MW: 364.49700000000007

LogP: -0.5903799999999955 | TPSA: 83.67999999999999

HBA/HBD: 2/4 | RotB: 3

InChIKey: GMDGEHGVRDSIPE-OAQYLSRUSA-P

Recognized patterns

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

Bio motif

H-bond acceptor N ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base ×3 Metal chelator ×4 P-gp efflux flag

Functional group

Primary amine Secondary amine Tertiary amine Amidine ×2 Guanidine Imine

Ring system

Benzene ×2 Piperidine Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.970102-
DOCK_BASE_INTER_RANK-1.040340-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK0.900179-
DOCK_FINAL_RANK0.410170-
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:ARG171-
DOCK_IFP::A:ARG391-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU181-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.634860-
DOCK_MAX_CLASH_OVERLAP0.631905-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.843602-
DOCK_PRE_RANK0.345398-
DOCK_PRIMARY_POSE_ID653-
DOCK_PRIMARY_POSE_ID3383-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ARG39;A:LEU18;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:VAL230-
DOCK_SCAFFOLD[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1-
DOCK_SCAFFOLD[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1-
DOCK_SCORE-26.654400-
DOCK_SCORE-27.926400-
DOCK_SCORE_INTER-26.192800-
DOCK_SCORE_INTER-28.089200-
DOCK_SCORE_INTER_KCAL-6.256046-
DOCK_SCORE_INTER_KCAL-6.708993-
DOCK_SCORE_INTER_NORM-0.970102-
DOCK_SCORE_INTER_NORM-1.040340-
DOCK_SCORE_INTRA-0.461666-
DOCK_SCORE_INTRA0.162794-
DOCK_SCORE_INTRA_KCAL-0.110267-
DOCK_SCORE_INTRA_KCAL0.038883-
DOCK_SCORE_INTRA_NORM-0.017099-
DOCK_SCORE_INTRA_NORM0.006029-
DOCK_SCORE_KCAL-6.366297-
DOCK_SCORE_KCAL-6.670109-
DOCK_SCORE_NORM-0.987201-
DOCK_SCORE_NORM-1.034310-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H28N6+2-
DOCK_SOURCE_FORMULAC21H28N6+2-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBA2.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP-0.590380-
DOCK_SOURCE_LOGP-0.590380-
DOCK_SOURCE_MW364.497000-
DOCK_SOURCE_MW364.497000-
DOCK_SOURCE_NAMEOHD_MV-42-
DOCK_SOURCE_NAMEOHD_MV-42-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA83.680000-
DOCK_SOURCE_TPSA83.680000-
DOCK_STRAIN_DELTA37.903015-
DOCK_STRAIN_DELTA41.580656-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT05-
EXACT_MASS364.23644773617997Da
FORMULAC21H28N6+2-
HBA2-
HBD4-
LOGP-0.5903799999999955-
MOL_WEIGHT364.49700000000007g/mol
QED_SCORE0.5874968208958178-
ROTATABLE_BONDS3-
TPSA83.67999999999999A^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
T05 T05 selection_import_t05 1
native pose available
 0.4101703729540692 -27.9264 7 0.41 - Best pose
T01 T01 selection_import_t01 1
native pose available
 0.90017896106574 -26.6544 18 0.86 - Best 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
673 0.4101703729540692 -1.04034 -27.9264 8 11 7 0.41 0.29 0.33 0.40 - no geometry warning; 13 clashes; 2 severe cofactor-context clashes; high strain Δ 41.6 Open pose
T01 — T01 1 poses · report selection_import_t01
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
653 0.90017896106574 -0.970102 -26.6544 4 18 18 0.86 0.60 0.60 0.60 - no geometry warning; 11 clashes; 3 protein contact clashes; 2 cofactor-context clashes; high strain Δ 37.9 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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