FAIRMol

OHD_MV-40

ID 546

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: NC1=NC(=[NH2+])N(c2ccc(C(=O)O)cc2)[C@@]2(CCC[N@@H+](Cc3ccccc3)C2)N1

Formula: C21H26N6O2+2 | MW: 394.4790000000001

LogP: -1.2005999999999954 | TPSA: 120.98

HBA/HBD: 3/5 | RotB: 4

InChIKey: JNCRSPPZPWOPDS-OAQYLSRUSA-P

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Carboxylic acid Primary amine Secondary amine Tertiary amine Amidine ×2 Guanidine Imine

Ring system

Benzene ×2 Piperidine Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.991640-
DOCK_BASE_INTER_RANK-1.102360-
DOCK_BASE_INTER_RANK-0.959257-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK3.152083-
DOCK_FINAL_RANK2.857473-
DOCK_FINAL_RANK4.771170-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633247-
DOCK_MAX_CLASH_OVERLAP0.631649-
DOCK_MAX_CLASH_OVERLAP0.631703-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.074892-
DOCK_PRE_RANK2.794473-
DOCK_PRE_RANK4.693673-
DOCK_PRIMARY_POSE_ID651-
DOCK_PRIMARY_POSE_ID5401-
DOCK_PRIMARY_POSE_ID8802-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLN36;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:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP233;A:ASP88;A:GLU274;A:GLY235;A:GLY236;A:HIS197;A:LYS69;A:PHE170;A:PHE196;A:PRO113;A:SER195;A:THR132;A:TYR389-
DOCK_SCAFFOLD[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1-
DOCK_SCAFFOLD[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1-
DOCK_SCAFFOLD[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1-
DOCK_SCORE-28.781100-
DOCK_SCORE-26.772200-
DOCK_SCORE-27.765600-
DOCK_SCORE_INTER-28.757600-
DOCK_SCORE_INTER-31.968300-
DOCK_SCORE_INTER-27.818500-
DOCK_SCORE_INTER_KCAL-6.868638-
DOCK_SCORE_INTER_KCAL-7.635501-
DOCK_SCORE_INTER_KCAL-6.644337-
DOCK_SCORE_INTER_NORM-0.991640-
DOCK_SCORE_INTER_NORM-1.102360-
DOCK_SCORE_INTER_NORM-0.959257-
DOCK_SCORE_INTRA-0.023569-
DOCK_SCORE_INTRA5.196150-
DOCK_SCORE_INTRA0.052878-
DOCK_SCORE_INTRA_KCAL-0.005629-
DOCK_SCORE_INTRA_KCAL1.241080-
DOCK_SCORE_INTRA_KCAL0.012630-
DOCK_SCORE_INTRA_NORM-0.000813-
DOCK_SCORE_INTRA_NORM0.179178-
DOCK_SCORE_INTRA_NORM0.001823-
DOCK_SCORE_KCAL-6.874251-
DOCK_SCORE_KCAL-6.394433-
DOCK_SCORE_KCAL-6.631702-
DOCK_SCORE_NORM-0.992453-
DOCK_SCORE_NORM-0.923178-
DOCK_SCORE_NORM-0.957434-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
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_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H26N6O2+2-
DOCK_SOURCE_FORMULAC21H26N6O2+2-
DOCK_SOURCE_FORMULAC21H26N6O2+2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HBD5.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP-1.200600-
DOCK_SOURCE_LOGP-1.200600-
DOCK_SOURCE_LOGP-1.200600-
DOCK_SOURCE_MW394.479000-
DOCK_SOURCE_MW394.479000-
DOCK_SOURCE_MW394.479000-
DOCK_SOURCE_NAMEOHD_MV-40-
DOCK_SOURCE_NAMEOHD_MV-40-
DOCK_SOURCE_NAMEOHD_MV-40-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA120.980000-
DOCK_SOURCE_TPSA120.980000-
DOCK_SOURCE_TPSA120.980000-
DOCK_STRAIN_DELTA46.820498-
DOCK_STRAIN_DELTA40.802788-
DOCK_STRAIN_DELTA46.945896-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT08-
DOCK_TARGETT13-
EXACT_MASS394.21062691218003Da
FORMULAC21H26N6O2+2-
HBA3-
HBD5-
LOGP-1.2005999999999954-
MOL_WEIGHT394.4790000000001g/mol
QED_SCORE0.44609526361249446-
ROTATABLE_BONDS4-
TPSA120.98A^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
 2.8574726261020413 -26.7722 15 0.79 - Best pose
T01 T01 selection_import_t01 1
native pose available
 3.1520826071969936 -28.7811 19 0.90 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.771169687804358 -27.7656 10 0.53 - 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
660 2.8574726261020413 -1.10236 -26.7722 12 20 15 0.79 0.50 0.80 0.80 - no geometry warning; 13 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 40.8 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
651 3.1520826071969936 -0.99164 -28.7811 6 19 19 0.90 0.80 0.80 0.80 - no geometry warning; 13 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 46.8 Open pose
T13 — T13 1 poses · report selection_import_t13
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
672 4.771169687804358 -0.959257 -27.7656 8 19 10 0.53 0.00 0.00 0.14 - no geometry warning; 12 clashes; 3 protein clashes; high strain Δ 46.9 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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