Compound detail

SMILES: O=C(NCC(=O)N1CC(O)=C(/C=N/Nc2ccc(Cl)nn2)C1=O)OCc1ccccc1

Formula: C19H17ClN6O5 | MW: 444.8350000000002

LogP: 1.6349999999999993 | TPSA: 146.10999999999999

HBA/HBD: 9/3 | RotB: 7

InChIKey: YHRXLXYCTRYCGO-GZIVZEMBSA-N

Recognized patterns

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

Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×4 H-bond acceptor N ×4 H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic Ionizable base Michael acceptor (extended) Metal chelator ×4 Retro-amide P-gp efflux flag

Functional group

Carbonyl ×3 Amide ×3 Ester Secondary amine Tertiary amine Lactam ×2 Chlorine Carbamate Imide Enone Imine Ether Alkene Enol ether

Ring system

Benzene Pyridazine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.823685	-
DOCK_BASE_INTER_RANK	-0.910395	-
DOCK_BASE_INTER_RANK	-0.876315	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	4	-
DOCK_FINAL_RANK	3.409808	-
DOCK_FINAL_RANK	2.447449	-
DOCK_FINAL_RANK	0.983346	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOMETRY_ALERT	warning	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_GEOM_OK	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA10	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY190	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU189	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:MET183	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO115	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO26	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER227	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR283	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::D:ARG287	1	-
DOCK_IFP::D:ARG287	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.685129	-
DOCK_MAX_CLASH_OVERLAP	0.685061	-
DOCK_MAX_CLASH_OVERLAP	0.685011	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.933231	-
DOCK_PRE_RANK	3.304405	-
DOCK_PRE_RANK	2.380759	-
DOCK_PRIMARY_POSE_ID	2160	-
DOCK_PRIMARY_POSE_ID	931	-
DOCK_PRIMARY_POSE_ID	2868	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	selection_import_t04	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t02	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:ASP232;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:MET233;A:NDP302;A:PHE113;A:PRO187;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:GLY190;A:HIS241;A:LEU188;A:LEU189;A:LEU226;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:SER227;A:TYR191;A:TYR194;A:TYR283;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_SCAFFOLD	O=C(NCC(=O)N1CC=C(C=NNc2cccnn2)C1=O)OCc1ccccc1	-
DOCK_SCAFFOLD	O=C(NCC(=O)N1CC=C(C=NNc2cccnn2)C1=O)OCc1ccccc1	-
DOCK_SCAFFOLD	O=C(NCC(=O)N1CC=C(C=NNc2cccnn2)C1=O)OCc1ccccc1	-
DOCK_SCORE	-27.934900	-
DOCK_SCORE	-27.551000	-
DOCK_SCORE	-25.836600	-
DOCK_SCORE_INTER	-28.222200	-
DOCK_SCORE_INTER	-27.165800	-
DOCK_SCORE_INTER	-25.534200	-
DOCK_SCORE_INTER_KCAL	-6.488443	-
DOCK_SCORE_INTER_KCAL	-6.740760	-
DOCK_SCORE_INTER_KCAL	-6.098742	-
DOCK_SCORE_INTER_NORM	-0.910395	-
DOCK_SCORE_INTER_NORM	-0.823685	-
DOCK_SCORE_INTER_NORM	-0.876315	-
DOCK_SCORE_INTRA	-0.385249	-
DOCK_SCORE_INTRA	-0.302356	-
DOCK_SCORE_INTRA	0.287330	-
DOCK_SCORE_INTRA_KCAL	-0.092015	-
DOCK_SCORE_INTRA_KCAL	0.068628	-
DOCK_SCORE_INTRA_KCAL	-0.072217	-
DOCK_SCORE_INTRA_NORM	-0.009753	-
DOCK_SCORE_INTRA_NORM	0.009269	-
DOCK_SCORE_INTRA_NORM	-0.012427	-
DOCK_SCORE_KCAL	-6.580446	-
DOCK_SCORE_KCAL	-6.672139	-
DOCK_SCORE_KCAL	-6.170969	-
DOCK_SCORE_NORM	-0.833438	-
DOCK_SCORE_NORM	-0.901126	-
DOCK_SCORE_NORM	-0.888742	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SELECTION_EXCLUDED	0	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C19H17ClN6O5	-
DOCK_SOURCE_FORMULA	C19H17ClN6O5	-
DOCK_SOURCE_FORMULA	C19H17ClN6O5	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBA	9.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	1.635000	-
DOCK_SOURCE_LOGP	1.635000	-
DOCK_SOURCE_LOGP	1.635000	-
DOCK_SOURCE_MW	444.835000	-
DOCK_SOURCE_MW	444.835000	-
DOCK_SOURCE_MW	444.835000	-
DOCK_SOURCE_NAME	ulfkktlib_1378	-
DOCK_SOURCE_NAME	ulfkktlib_1378	-
DOCK_SOURCE_NAME	ulfkktlib_1378	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	146.110000	-
DOCK_SOURCE_TPSA	146.110000	-
DOCK_SOURCE_TPSA	146.110000	-
DOCK_STRAIN_DELTA	57.848921	-
DOCK_STRAIN_DELTA	42.412496	-
DOCK_STRAIN_DELTA	34.830551	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T02	-
DOCK_TARGET	T04	-
DOCK_TARGET	T05	-
EXACT_MASS	444.094895324	Da
FORMULA	C19H17ClN6O5	-
HBA	9	-
HBD	3	-
LOGP	1.6349999999999993	-
MOL_WEIGHT	444.8350000000002	g/mol
QED_SCORE	0.43109892474146605	-
ROTATABLE_BONDS	7	-
TPSA	146.10999999999999	A^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

Target	Experiment	Report	Poses	Best rank	Best score	Native overlap	Native recall	RMSD
T02	T02	selection_import_t02	1 native pose available	0.9833462326122394	-25.8366	17	0.81	-	Best pose
T04	T04	selection_import_t04	1 native pose available	2.447448811685797	-27.551	12	0.63	-	Best pose
T05	T05	selection_import_t05	1 native pose available	3.4098075031345316	-27.9349	12	0.71	-	Best 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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
253	0.9833462326122394	-0.823685	-25.8366	3	20	17	0.81	0.20	0.20	0.20	-	no	geometry warning; 8 clashes; 5 protein contact clashes; high strain Δ 34.8	Open pose

T04 — T04 1 poses · report selection_import_t04

Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
127	2.447448811685797	-0.876315	-27.551	5	15	12	0.63	0.33	0.60	0.60	-	no	geometry warning; 10 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 42.4	Open 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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
158	3.4098075031345316	-0.910395	-27.9349	10	16	12	0.71	0.29	0.33	0.60	-	no	geometry warning; 12 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 57.8	Open pose

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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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Edit compound

ulfkktlib_1378

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Docking across targets

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer