Compound detail

SMILES: COc1ccc(CN2C(=O)/C(=C\NNC(=O)c3cccnc3)c3ccccc3C2=O)cc1

Formula: C24H20N4O4 | MW: 428.4480000000001

LogP: 2.5483000000000002 | TPSA: 100.63000000000001

HBA/HBD: 6/2 | RotB: 6

InChIKey: LVMPOFYMBAYDCM-STZFKDTASA-N

Recognized patterns

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

Highlighted: 1 pattern Amide Clear highlight

Bio motif

Acrylamide Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×4 Aza-Michael acceptor H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator ×3 P-gp efflux flag

Functional group

Carbonyl ×3 Amide ×3 Tertiary amine Lactam ×2 Aryl ether Imide Enone Hydrazine Ether Alkene

Ring system

Benzene ×2 Pyridine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.865903	-
DOCK_BASE_INTER_RANK	-0.757051	-
DOCK_BASE_INTER_RANK	-0.976493	-
DOCK_BASE_INTER_RANK	-0.742972	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	21.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	23.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T19	-
DOCK_EXPERIMENT	T12	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	19	-
DOCK_EXPERIMENT_ID	10	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	1.921554	-
DOCK_FINAL_RANK	2.407948	-
DOCK_FINAL_RANK	2.775923	-
DOCK_FINAL_RANK	3.508722	-
DOCK_GEOMETRY_ALERT	warning	-
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_GEOM_OK	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA15	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:ASP47	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLN104	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LYS51	1	-
DOCK_IFP::A:MET101	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:SER46	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:TYR97	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::B:ARG116	1	-
DOCK_IFP::B:ARG46	1	-
DOCK_IFP::B:CYS72	1	-
DOCK_IFP::B:GLY73	1	-
DOCK_IFP::B:GLY75	1	-
DOCK_IFP::B:GLY77	1	-
DOCK_IFP::B:HIS14	1	-
DOCK_IFP::B:ILE15	1	-
DOCK_IFP::B:ILE76	1	-
DOCK_IFP::B:SER74	1	-
DOCK_IFP::C:ALA338	1	-
DOCK_IFP::C:ARG287	1	-
DOCK_IFP::C:ASP327	1	-
DOCK_IFP::C:CYS52	1	-
DOCK_IFP::C:CYS57	1	-
DOCK_IFP::C:GLY56	1	-
DOCK_IFP::C:ILE199	1	-
DOCK_IFP::C:LEU334	1	-
DOCK_IFP::C:LYS60	1	-
DOCK_IFP::C:LYS61	1	-
DOCK_IFP::C:MET333	1	-
DOCK_IFP::C:NDP800	1	-
DOCK_IFP::C:PHE182	1	-
DOCK_IFP::C:PHE203	1	-
DOCK_IFP::C:PHE367	1	-
DOCK_IFP::C:SER14	1	-
DOCK_IFP::C:SER178	1	-
DOCK_IFP::C:THR335	1	-
DOCK_IFP::C:THR51	1	-
DOCK_IFP::C:VAL55	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.652754	-
DOCK_MAX_CLASH_OVERLAP	0.652751	-
DOCK_MAX_CLASH_OVERLAP	0.655948	-
DOCK_MAX_CLASH_OVERLAP	0.655979	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.476971	-
DOCK_PRE_RANK	1.871060	-
DOCK_PRE_RANK	2.723654	-
DOCK_PRE_RANK	2.321358	-
DOCK_PRIMARY_POSE_ID	7937	-
DOCK_PRIMARY_POSE_ID	6590	-
DOCK_PRIMARY_POSE_ID	9305	-
DOCK_PRIMARY_POSE_ID	12684	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	selection_import_t19	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t12	-
DOCK_REPORT_ID	selection_import_t10	-
DOCK_RESIDUE_CONTACTS	C:ALA338;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:SER14;C:SER178;C:THR335;C:THR51;C:VAL55	-
DOCK_RESIDUE_CONTACTS	A:ARG140;A:ARG144;A:ASN106;A:GLN104;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LEU339;A:LYS51;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR74;A:TYR49	-
DOCK_SCAFFOLD	O=C(NNC=C1C(=O)N(Cc2ccccc2)C(=O)c2ccccc21)c1cccnc1	-
DOCK_SCAFFOLD	O=C1C(=CNN=Cc2cccnc2)c2ccccc2C(=O)N1Cc1ccccc1	-
DOCK_SCAFFOLD	O=C1C(=CNN=Cc2cccnc2)c2ccccc2C(=O)N1Cc1ccccc1	-
DOCK_SCAFFOLD	O=C(NNC=C1C(=O)N(Cc2ccccc2)C(=O)c2ccccc21)c1cccnc1	-
DOCK_SCORE	-32.585300	-
DOCK_SCORE	-30.327900	-
DOCK_SCORE	-24.452000	-
DOCK_SCORE	-25.923600	-
DOCK_SCORE_INTER	-27.708900	-
DOCK_SCORE_INTER	-31.247800	-
DOCK_SCORE_INTER	-24.225600	-
DOCK_SCORE_INTER	-23.775100	-
DOCK_SCORE_INTER_KCAL	-6.618160	-
DOCK_SCORE_INTER_KCAL	-5.678588	-
DOCK_SCORE_INTER_KCAL	-7.463412	-
DOCK_SCORE_INTER_KCAL	-5.786188	-
DOCK_SCORE_INTER_NORM	-0.757051	-
DOCK_SCORE_INTER_NORM	-0.865903	-
DOCK_SCORE_INTER_NORM	-0.742972	-
DOCK_SCORE_INTER_NORM	-0.976493	-
DOCK_SCORE_INTRA	-2.619020	-
DOCK_SCORE_INTRA	-0.676945	-
DOCK_SCORE_INTRA	-1.337500	-
DOCK_SCORE_INTRA	-1.697990	-
DOCK_SCORE_INTRA_KCAL	-0.405558	-
DOCK_SCORE_INTRA_KCAL	-0.319457	-
DOCK_SCORE_INTRA_KCAL	-0.161686	-
DOCK_SCORE_INTRA_KCAL	-0.625542	-
DOCK_SCORE_INTRA_NORM	-0.021154	-
DOCK_SCORE_INTRA_NORM	-0.081844	-
DOCK_SCORE_INTRA_NORM	-0.053062	-
DOCK_SCORE_INTRA_NORM	-0.041797	-
DOCK_SCORE_KCAL	-7.782869	-
DOCK_SCORE_KCAL	-6.191748	-
DOCK_SCORE_KCAL	-5.840262	-
DOCK_SCORE_KCAL	-7.243698	-
DOCK_SCORE_NORM	-0.810113	-
DOCK_SCORE_NORM	-1.018290	-
DOCK_SCORE_NORM	-0.764126	-
DOCK_SCORE_NORM	-0.947748	-
DOCK_SCORE_RESTR	0.000000	-
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_RESTR_NORM	0.000000	-
DOCK_SCORE_SYSTEM	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_SCORE_SYSTEM_NORM	0.000000	-
DOCK_SELECTION_EXCLUDED	0	-
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_SEVERE_CLASH_COUNT	0.000000	-
DOCK_SOURCE_FILE	T12_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T19_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T10_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C24H20N4O4	-
DOCK_SOURCE_FORMULA	C24H20N4O4	-
DOCK_SOURCE_FORMULA	C24H20N4O4	-
DOCK_SOURCE_FORMULA	C24H20N4O4	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	2.548300	-
DOCK_SOURCE_LOGP	3.123100	-
DOCK_SOURCE_LOGP	3.123100	-
DOCK_SOURCE_LOGP	2.548300	-
DOCK_SOURCE_MW	428.448000	-
DOCK_SOURCE_MW	428.448000	-
DOCK_SOURCE_MW	428.448000	-
DOCK_SOURCE_MW	428.448000	-
DOCK_SOURCE_NAME	Z31277949	-
DOCK_SOURCE_NAME	Z31277949	-
DOCK_SOURCE_NAME	Z31277949	-
DOCK_SOURCE_NAME	Z31277949	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_SOURCE_TPSA	104.120000	-
DOCK_SOURCE_TPSA	104.120000	-
DOCK_SOURCE_TPSA	100.630000	-
DOCK_STRAIN_DELTA	35.015553	-
DOCK_STRAIN_DELTA	24.688640	-
DOCK_STRAIN_DELTA	50.599669	-
DOCK_STRAIN_DELTA	35.874445	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T10	-
DOCK_TARGET	T12	-
DOCK_TARGET	T19	-
DOCK_TARGET	T14	-
EXACT_MASS	428.14845512000005	Da
FORMULA	C24H20N4O4	-
HBA	6	-
HBD	2	-
LOGP	2.5483000000000002	-
MOL_WEIGHT	428.4480000000001	g/mol
QED_SCORE	0.355588111206427	-
ROTATABLE_BONDS	6	-
TPSA	100.63000000000001	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
T19	T19	selection_import_t19	1 native pose available	1.9215542187489036	-32.5853	7	0.26	-	Best pose
T12	T12	selection_import_t12	1 native pose available	2.407948487783694	-30.3279	14	0.88	-	Best pose
T10	T10	selection_import_t10	1 native pose available	2.7759227610535127	-24.452	15	0.88	-	Best pose
T14	T14	selection_import_t14	1 native pose available	3.508722147361536	-25.9236	8	0.53	-	Best pose

T19 — T19 1 poses · report selection_import_t19

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
483	1.9215542187489036	-0.976493	-32.5853	9	20	7	0.26	0.17	0.40	0.25	-	no	geometry warning; 21 clashes; 4 protein contact clashes; high strain Δ 35.0	Open pose

T12 — T12 1 poses · report selection_import_t12

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
485	2.407948487783694	-0.865903	-30.3279	9	18	14	0.88	0.33	0.30	0.50	-	no	geometry warning; 19 clashes; 7 protein contact clashes; high strain Δ 50.6	Open pose

T10 — T10 1 poses · report selection_import_t10

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
494	2.7759227610535127	-0.742972	-24.452	9	16	15	0.88	0.46	0.45	0.45	-	no	geometry warning; 19 clashes; 9 protein contact clashes; high strain Δ 35.9	Open pose

T14 — T14 1 poses · report selection_import_t14

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
497	3.508722147361536	-0.757051	-25.9236	6	14	8	0.53	0.17	0.20	0.20	-	no	geometry warning; 23 clashes; 1 protein clash; moderate strain Δ 24.7	Open pose

Loading PharmaFP-250 analysis…

Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.

Loading…

Edit compound

Z31277949

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