Compound detail

SMILES: Cc1ccc(C(C)C)c(OCc2ccc(C(=O)N/N=C\c3ccc(O)cc3O)cc2)c1

Formula: C25H26N2O4 | MW: 418.4930000000001

LogP: 4.872520000000005 | TPSA: 91.15

HBA/HBD: 5/3 | RotB: 7

InChIKey: GTAPYAIIWYXPPJ-WGARJPEWSA-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

Resorcinol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Amide Phenol ×2 Aryl ether Imine Ether

Ring system

Benzene ×3

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.661724	-
DOCK_BASE_INTER_RANK	-0.935850	-
DOCK_BASE_INTER_RANK	-0.864439	-
DOCK_BASE_INTER_RANK	-1.039880	-
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	13.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	18	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	8	-
DOCK_FINAL_RANK	2.785591	-
DOCK_FINAL_RANK	4.427095	-
DOCK_FINAL_RANK	2.036341	-
DOCK_FINAL_RANK	3.104351	-
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:ALA10	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY112	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY15	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY50	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO167	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER44	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR34	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL53	1	-
DOCK_IFP::A:VAL58	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::A:VAL9	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	0.619781	-
DOCK_MAX_CLASH_OVERLAP	0.619763	-
DOCK_MAX_CLASH_OVERLAP	0.619756	-
DOCK_MAX_CLASH_OVERLAP	0.619719	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	3.082554	-
DOCK_PRE_RANK	2.744056	-
DOCK_PRE_RANK	4.407097	-
DOCK_PRE_RANK	2.010775	-
DOCK_PRIMARY_POSE_ID	12097	-
DOCK_PRIMARY_POSE_ID	1917	-
DOCK_PRIMARY_POSE_ID	5286	-
DOCK_PRIMARY_POSE_ID	1246	-
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_t02	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t03	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY13;A:GLY15;A:GLY49;A:GLY50;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58	-
DOCK_RESIDUE_CONTACTS	A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:SER44;A:SER86;A:THR83;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:TYR122;A:TYR34;A:VAL116;A:VAL9	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1ccc(COc2ccccc2)cc1	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1ccc(COc2ccccc2)cc1	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1ccc(COc2ccccc2)cc1	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1ccc(COc2ccccc2)cc1	-
DOCK_SCORE	-16.380200	-
DOCK_SCORE	-22.067900	-
DOCK_SCORE	-27.825300	-
DOCK_SCORE	-28.936000	-
DOCK_SCORE_INTER	-32.236300	-
DOCK_SCORE_INTER	-26.797600	-
DOCK_SCORE_INTER	-29.011300	-
DOCK_SCORE_INTER	-20.513400	-
DOCK_SCORE_INTER_KCAL	-7.699511	-
DOCK_SCORE_INTER_KCAL	-6.929233	-
DOCK_SCORE_INTER_KCAL	-6.400500	-
DOCK_SCORE_INTER_KCAL	-4.899544	-
DOCK_SCORE_INTER_NORM	-0.935850	-
DOCK_SCORE_INTER_NORM	-0.661724	-
DOCK_SCORE_INTER_NORM	-1.039880	-
DOCK_SCORE_INTER_NORM	-0.864439	-
DOCK_SCORE_INTRA	4.133210	-
DOCK_SCORE_INTRA	0.075352	-
DOCK_SCORE_INTRA	4.410970	-
DOCK_SCORE_INTRA	4.729670	-
DOCK_SCORE_INTRA_KCAL	1.129663	-
DOCK_SCORE_INTRA_KCAL	1.053543	-
DOCK_SCORE_INTRA_KCAL	0.987201	-
DOCK_SCORE_INTRA_KCAL	0.017998	-
DOCK_SCORE_INTRA_NORM	0.142289	-
DOCK_SCORE_INTRA_NORM	0.133329	-
DOCK_SCORE_INTRA_NORM	0.002431	-
DOCK_SCORE_INTRA_NORM	0.152570	-
DOCK_SCORE_KCAL	-6.911248	-
DOCK_SCORE_KCAL	-5.270830	-
DOCK_SCORE_KCAL	-6.645962	-
DOCK_SCORE_KCAL	-3.912345	-
DOCK_SCORE_NORM	-0.897592	-
DOCK_SCORE_NORM	-0.933419	-
DOCK_SCORE_NORM	-0.711869	-
DOCK_SCORE_NORM	-0.528394	-
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	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H26N2O4	-
DOCK_SOURCE_FORMULA	C25H26N2O4	-
DOCK_SOURCE_FORMULA	C25H26N2O4	-
DOCK_SOURCE_FORMULA	C25H26N2O4	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	3.000000	-
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_HEAVY_ATOMS	31.000000	-
DOCK_SOURCE_LOGP	4.872520	-
DOCK_SOURCE_LOGP	4.872520	-
DOCK_SOURCE_LOGP	4.872520	-
DOCK_SOURCE_LOGP	4.872520	-
DOCK_SOURCE_MW	418.493000	-
DOCK_SOURCE_MW	418.493000	-
DOCK_SOURCE_MW	418.493000	-
DOCK_SOURCE_MW	418.493000	-
DOCK_SOURCE_NAME	Z44844875	-
DOCK_SOURCE_NAME	Z44844875	-
DOCK_SOURCE_NAME	Z44844875	-
DOCK_SOURCE_NAME	Z44844875	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	91.150000	-
DOCK_SOURCE_TPSA	91.150000	-
DOCK_SOURCE_TPSA	91.150000	-
DOCK_SOURCE_TPSA	91.150000	-
DOCK_STRAIN_DELTA	15.939795	-
DOCK_STRAIN_DELTA	30.419352	-
DOCK_STRAIN_DELTA	20.444893	-
DOCK_STRAIN_DELTA	17.488203	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T18	-
DOCK_TARGET	T02	-
DOCK_TARGET	T08	-
DOCK_TARGET	T03	-
EXACT_MASS	418.189257312	Da
FORMULA	C25H26N2O4	-
HBA	5	-
HBD	3	-
LOGP	4.872520000000005	-
MOL_WEIGHT	418.4930000000001	g/mol
QED_SCORE	0.3769743153271055	-
ROTATABLE_BONDS	7	-
TPSA	91.15	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	2.036341435240136	-22.0679	16	0.76	-	Best pose
T08	T08	selection_import_t08	1 native pose available	2.78559104490847	-27.8253	11	0.58	-	Best pose
T18	T18	selection_import_t18	1 native pose available	3.104351468627318	-16.3802	12	0.92	-	Best pose
T03	T03	selection_import_t03	1 native pose available	4.427095034634826	-28.936	11	0.55	-	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
568	2.036341435240136	-0.864439	-22.0679	4	19	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 20.4	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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
545	2.78559104490847	-1.03988	-27.8253	7	16	11	0.58	0.33	0.60	0.60	-	no	geometry warning; 16 clashes; 1 protein clash; 6 cofactor-context clashes; high strain Δ 30.4	Open pose

T18 — T18 1 poses · report selection_import_t18

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
576	3.104351468627318	-0.661724	-16.3802	5	19	12	0.92	-	-	-	-	no	geometry warning; 13 clashes; 1 protein clash	Open pose

T03 — T03 1 poses · report selection_import_t03

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
562	4.427095034634826	-0.93585	-28.936	8	15	11	0.55	0.29	0.20	0.20	-	no	geometry warning; 14 clashes; 3 protein clashes	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

Z44844875

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