FAIRMol

OHD_TB2020_48

ID 2887

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

SMILES: CN(CCCN1CN(c2ccccc2)[C@]2(CC[N@@H+](CC[C@@H]3CC[C@H]4C[C@@H]3C4(C)C)CC2)C1=O)CC1(O)CCN(C(N)=[NH2+])CC1

Formula: C35H59N7O2+2 | MW: 609.9040000000001

LogP: 0.3952000000000079 | TPSA: 106.31

HBA/HBD: 4/4 | RotB: 10

InChIKey: BOKDSYBHRKGRCS-XEVVZDEMSA-P

Recognized patterns

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

Bio motif

Peptide backbone N-Methyl amide ×2 H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base ×2 Metal chelator ×3 Retro-amide P-gp efflux flag ×4

Functional group

Carbonyl Amide Primary amine Alcohol Tertiary amine ×4 Lactam

Ring system

Benzene Piperidine Cyclohexane ×2 Pipecolinyl ring ×2 Cyclobutane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.733475-
DOCK_BASE_INTER_RANK-0.557948-
DOCK_BASE_INTER_RANK-0.696189-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK2.104977-
DOCK_FINAL_RANK3.031915-
DOCK_FINAL_RANK4.230165-
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:ALA2091-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ALA771-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1271-
DOCK_IFP::A:ASN1271-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU821-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER761-
DOCK_IFP::A:SER861-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP811-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL881-
DOCK_IFP::D:HIS2671-
DOCK_IFP::D:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.626021-
DOCK_MAX_CLASH_OVERLAP0.626007-
DOCK_MAX_CLASH_OVERLAP0.626017-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.919307-
DOCK_PRE_RANK4.109213-
DOCK_PRE_RANK1.984658-
DOCK_PRIMARY_POSE_ID4798-
DOCK_PRIMARY_POSE_ID10203-
DOCK_PRIMARY_POSE_ID4106-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ALA96;A:ARG14;A:ASN127;A:CYS168;A:GLU217;A:GLY214;A:LEU208;A:LEU209;A:LYS178;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA77;A:ALA90;A:ARG74;A:GLU82;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:SER76;A:SER86;A:TRP81;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:ASN127;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS178;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206;D:HIS267-
DOCK_SCAFFOLDO=C1N(CCCNCC2CCNCC2)CN(c2ccccc2)C12CC[NH+](CCC1CCC3CC1C3)CC2-
DOCK_SCAFFOLDO=C1N(CCCNCC2CCNCC2)CN(c2ccccc2)C12CC[NH+](CCC1CCC3CC1C3)CC2-
DOCK_SCAFFOLDO=C1N(CCCNCC2CCNCC2)CN(c2ccccc2)C12CC[NH+](CCC1CCC3CC1C3)CC2-
DOCK_SCORE-27.445500-
DOCK_SCORE-25.088100-
DOCK_SCORE-22.672500-
DOCK_SCORE_INTER-32.272900-
DOCK_SCORE_INTER-24.549700-
DOCK_SCORE_INTER-30.632300-
DOCK_SCORE_INTER_KCAL-7.708253-
DOCK_SCORE_INTER_KCAL-5.863598-
DOCK_SCORE_INTER_KCAL-7.316402-
DOCK_SCORE_INTER_NORM-0.557948-
DOCK_SCORE_INTER_NORM-0.733475-
DOCK_SCORE_INTER_NORM-0.696189-
DOCK_SCORE_INTRA1.877230-
DOCK_SCORE_INTRA5.544200-
DOCK_SCORE_INTRA4.827420-
DOCK_SCORE_INTRA_KCAL1.153010-
DOCK_SCORE_INTRA_KCAL0.448369-
DOCK_SCORE_INTRA_KCAL1.324210-
DOCK_SCORE_INTRA_NORM0.042664-
DOCK_SCORE_INTRA_NORM0.109714-
DOCK_SCORE_INTRA_NORM0.126005-
DOCK_SCORE_KCAL-5.415236-
DOCK_SCORE_KCAL-5.992192-
DOCK_SCORE_KCAL-6.555248-
DOCK_SCORE_NORM-0.515284-
DOCK_SCORE_NORM-0.570184-
DOCK_SCORE_NORM-0.623760-
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_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC35H59N7O2+2-
DOCK_SOURCE_FORMULAC35H59N7O2+2-
DOCK_SOURCE_FORMULAC35H59N7O2+2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_HEAVY_ATOMS44.000000-
DOCK_SOURCE_LOGP0.395200-
DOCK_SOURCE_LOGP0.395200-
DOCK_SOURCE_LOGP0.395200-
DOCK_SOURCE_MW609.904000-
DOCK_SOURCE_MW609.904000-
DOCK_SOURCE_MW609.904000-
DOCK_SOURCE_NAMEOHD_TB2020_48-
DOCK_SOURCE_NAMEOHD_TB2020_48-
DOCK_SOURCE_NAMEOHD_TB2020_48-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_RINGS7.000000-
DOCK_SOURCE_TPSA106.310000-
DOCK_SOURCE_TPSA106.310000-
DOCK_SOURCE_TPSA106.310000-
DOCK_STRAIN_DELTA63.635476-
DOCK_STRAIN_DELTA63.402469-
DOCK_STRAIN_DELTA60.548022-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT16-
DOCK_TARGETT07-
EXACT_MASS609.47192696818Da
FORMULAC35H59N7O2+2-
HBA4-
HBD4-
LOGP0.3952000000000079-
MOL_WEIGHT609.9040000000001g/mol
QED_SCORE0.22617138400631875-
ROTATABLE_BONDS10-
TPSA106.31A^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
T07 T07 selection_import_t07 1
native pose available
 2.104977277935008 -25.0881 16 0.84 - Best pose
T08 T08 selection_import_t08 1
native pose available
 3.0319147779755555 -27.4455 14 0.74 - Best pose
T16 T16 selection_import_t16 1
native pose available
 4.2301654787057075 -22.6725 11 0.92 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
43 2.104977277935008 -0.696189 -25.0881 8 22 16 0.84 0.50 0.60 0.60 - no geometry warning; 16 clashes; 6 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 63.4 Open 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
57 3.0319147779755555 -0.733475 -27.4455 10 22 14 0.74 0.50 0.60 0.60 - no geometry warning; 16 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 60.5 Open pose
T16 — T16 1 poses · report selection_import_t16
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
38 4.2301654787057075 -0.557948 -22.6725 6 17 11 0.92 - - - - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 63.6 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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