Compound detail

SMILES: C/C(=N/NC(=O)c1cc(-c2cccnc2)nc2ccccc12)c1ccc(O)cc1O

Formula: C23H18N4O3 | MW: 398.42200000000014

LogP: 3.862000000000002 | TPSA: 107.70000000000002

HBA/HBD: 6/3 | RotB: 4

InChIKey: CEZFJYJQIFRFBR-WGARJPEWSA-N

Recognized patterns

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

Highlighted: 1 pattern Carbonyl Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Phenol ×2 Imine

Ring system

Benzene ×2 Pyridine ×2 Quinoline

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Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.842580	-
DOCK_BASE_INTER_RANK	-1.219860	-
DOCK_BASE_INTER_RANK	-0.629821	-
DOCK_BASE_INTER_RANK	-0.565681	-
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	15.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T10	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	16	-
DOCK_FINAL_RANK	5.837739	-
DOCK_FINAL_RANK	6.949131	-
DOCK_FINAL_RANK	7.366388	-
DOCK_FINAL_RANK	4.079634	-
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:ALA96	1	-
DOCK_IFP::A:ARG116	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG140	1	-
DOCK_IFP::A:ARG144	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN106	1	-
DOCK_IFP::A:ASP13	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:CYS72	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY73	1	-
DOCK_IFP::A:GLY75	1	-
DOCK_IFP::A:GLY77	1	-
DOCK_IFP::A:HIS105	1	-
DOCK_IFP::A:HIS14	1	-
DOCK_IFP::A:HIS141	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU101	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	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:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO50	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR54	1	-
DOCK_IFP::A:THR74	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR49	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::A:VAL53	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	0.657248	-
DOCK_MAX_CLASH_OVERLAP	0.665335	-
DOCK_MAX_CLASH_OVERLAP	0.657198	-
DOCK_MAX_CLASH_OVERLAP	0.657209	-
DOCK_POSE_COUNT	6	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	8	-
DOCK_POSE_COUNT	8	-
DOCK_PRE_RANK	5.622068	-
DOCK_PRE_RANK	5.478511	-
DOCK_PRE_RANK	7.166472	-
DOCK_PRE_RANK	3.907487	-
DOCK_PRIMARY_POSE_ID	5870	-
DOCK_PRIMARY_POSE_ID	14227	-
DOCK_PRIMARY_POSE_ID	19359	-
DOCK_PRIMARY_POSE_ID	43993	-
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	dockmulti_91311c650f2e_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T10	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T18	-
DOCK_RESIDUE_CONTACTS	A:ARG97;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO50;A:PRO93;A:THR54	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:LEU208;A:LEU209;A:LYS13;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_RESIDUE_CONTACTS	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:LEU101;A:THR74;A:TYR49	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1cc(-c2cccnc2)nc2ccccc12	-
DOCK_SCAFFOLD	C(=NN=Cc1cc(-c2cccnc2)nc2ccccc12)c1ccccc1	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1cc(-c2cccnc2)nc2ccccc12	-
DOCK_SCAFFOLD	O=C(NN=Cc1ccccc1)c1cc(-c2cccnc2)nc2ccccc12	-
DOCK_SCORE	-26.671000	-
DOCK_SCORE	-37.735400	-
DOCK_SCORE	-20.649100	-
DOCK_SCORE	-19.495400	-
DOCK_SCORE_INTER	-25.277400	-
DOCK_SCORE_INTER	-36.595700	-
DOCK_SCORE_INTER	-18.894600	-
DOCK_SCORE_INTER	-16.970400	-
DOCK_SCORE_INTER_KCAL	-6.037406	-
DOCK_SCORE_INTER_KCAL	-8.740737	-
DOCK_SCORE_INTER_KCAL	-4.512900	-
DOCK_SCORE_INTER_KCAL	-4.053312	-
DOCK_SCORE_INTER_NORM	-0.842580	-
DOCK_SCORE_INTER_NORM	-1.219860	-
DOCK_SCORE_INTER_NORM	-0.629821	-
DOCK_SCORE_INTER_NORM	-0.565681	-
DOCK_SCORE_INTRA	-1.393650	-
DOCK_SCORE_INTRA	-1.139680	-
DOCK_SCORE_INTRA	-1.754470	-
DOCK_SCORE_INTRA	-2.524940	-
DOCK_SCORE_INTRA_KCAL	-0.332868	-
DOCK_SCORE_INTRA_KCAL	-0.272208	-
DOCK_SCORE_INTRA_KCAL	-0.419048	-
DOCK_SCORE_INTRA_KCAL	-0.603072	-
DOCK_SCORE_INTRA_NORM	-0.046455	-
DOCK_SCORE_INTRA_NORM	-0.037989	-
DOCK_SCORE_INTRA_NORM	-0.058482	-
DOCK_SCORE_INTRA_NORM	-0.084165	-
DOCK_SCORE_KCAL	-6.370262	-
DOCK_SCORE_KCAL	-9.012949	-
DOCK_SCORE_KCAL	-4.931955	-
DOCK_SCORE_KCAL	-4.656398	-
DOCK_SCORE_NORM	-0.889035	-
DOCK_SCORE_NORM	-1.257850	-
DOCK_SCORE_NORM	-0.688303	-
DOCK_SCORE_NORM	-0.649846	-
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	results_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T10_top1000.sdf	-
DOCK_SOURCE_FILE	results_T18_top1000.sdf	-
DOCK_SOURCE_FORMULA	C23H18N4O3	-
DOCK_SOURCE_FORMULA	C23H18N4O3	-
DOCK_SOURCE_FORMULA	C23H18N4O3	-
DOCK_SOURCE_FORMULA	C23H18N4O3	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_LOGP	3.862000	-
DOCK_SOURCE_LOGP	4.436800	-
DOCK_SOURCE_LOGP	3.862000	-
DOCK_SOURCE_LOGP	3.862000	-
DOCK_SOURCE_MW	398.422000	-
DOCK_SOURCE_MW	398.422000	-
DOCK_SOURCE_MW	398.422000	-
DOCK_SOURCE_MW	398.422000	-
DOCK_SOURCE_NAME	Z49638306	-
DOCK_SOURCE_NAME	Z49638306	-
DOCK_SOURCE_NAME	Z49638306	-
DOCK_SOURCE_NAME	Z49638306	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	107.700000	-
DOCK_SOURCE_TPSA	111.190000	-
DOCK_SOURCE_TPSA	107.700000	-
DOCK_SOURCE_TPSA	107.700000	-
DOCK_STRAIN_DELTA	15.594519	-
DOCK_STRAIN_DELTA	36.510332	-
DOCK_STRAIN_DELTA	15.331946	-
DOCK_STRAIN_DELTA	14.869128	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T08	-
DOCK_TARGET	T10	-
DOCK_TARGET	T18	-
EXACT_MASS	398.13789043599996	Da
FORMULA	C23H18N4O3	-
HBA	6	-
HBD	3	-
LOGP	3.862000000000002	-
MOL_WEIGHT	398.42200000000014	g/mol
QED_SCORE	0.3573347364998865	-
ROTATABLE_BONDS	4	-
TPSA	107.70000000000002	A^2

Samples

Batch	Amount	Purity	State

Containers

Name	Location	QR

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
T18	T18	dockmulti_91311c650f2e_T18	8 native pose available	4.079634371228655	-19.4954	9	0.69	-	Best pose
T03	T03	dockmulti_91311c650f2e_T03	6 native pose available	5.837738885508001	-26.671	7	0.35	-	Best pose
T08	T08	dockmulti_91311c650f2e_T08	2 native pose available	6.9491310065977725	-37.7354	11	0.58	-	Best pose
T10	T10	dockmulti_91311c650f2e_T10	8 native pose available	7.366388362828268	-20.6491	15	0.88	-	Best pose

T18 — T18 8 poses · report dockmulti_91311c650f2e_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
1906	4.079634371228655	-0.565681	-19.4954	6	13	9	0.69	-	-	-	-	no	geometry warning; 16 clashes; 3 protein contact clashes; moderate strain Δ 14.9	Open pose
1904	4.708431710135203	-0.593572	-18.3879	3	8	8	0.62	-	-	-	-	no	geometry warning; 15 clashes; 5 protein contact clashes; moderate strain Δ 19.8	Open pose
1900	6.1831904129384965	-0.71915	-21.2671	8	15	9	0.69	-	-	-	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 15.2	Open pose
1905	7.018537068616989	-0.62468	-21.7228	5	9	9	0.69	-	-	-	-	yes	excluded; geometry warning; 18 clashes; 1 protein clash; high strain Δ 20.5	Open pose
1903	7.414535980267811	-0.629732	-20.3929	5	13	6	0.46	-	-	-	-	yes	excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 25.6	Open pose
1901	7.816321035401791	-0.673946	-21.3884	4	13	6	0.46	-	-	-	-	yes	excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 25.6	Open pose
1902	9.330708255049892	-0.712915	-24.4361	3	13	9	0.69	-	-	-	-	yes	excluded; geometry warning; 19 clashes; 3 protein clashes; high strain Δ 22.9	Open pose
1907	9.607718702921597	-0.633204	-22.1142	5	14	6	0.46	-	-	-	-	yes	excluded; geometry warning; 16 clashes; 3 protein clashes; moderate strain Δ 16.6	Open pose

T03 — T03 6 poses · report dockmulti_91311c650f2e_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
2552	5.837738885508001	-0.84258	-26.671	9	11	7	0.35	0.29	0.20	0.20	-	no	geometry warning; 15 clashes; 11 protein contact clashes; moderate strain Δ 15.6	Open pose
2548	6.398582763603283	-1.07455	-32.5822	7	12	7	0.35	0.29	0.20	0.20	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash	Open pose
2553	6.594207675159006	-0.943559	-27.8785	4	14	12	0.60	0.43	0.40	0.40	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 19.9	Open pose
2550	6.798936814767271	-0.774692	-22.9352	6	10	7	0.35	0.14	0.20	0.20	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 14.0	Open pose
2549	6.971189554398788	-0.915938	-25.9224	4	14	12	0.60	0.43	0.40	0.40	-	yes	excluded; geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 17.5	Open pose
2551	7.033853904040928	-0.845777	-26.335	4	15	13	0.65	0.14	0.20	0.20	-	yes	excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 15.5	Open pose

T08 — T08 2 poses · report dockmulti_91311c650f2e_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
1374	6.9491310065977725	-1.21986	-37.7354	9	14	11	0.58	0.33	0.60	0.60	-	no	geometry warning; 16 clashes; 11 protein contact clashes; high strain Δ 36.5	Open pose
1375	10.697110617251491	-1.12097	-37.0518	10	19	14	0.74	0.67	0.60	0.60	-	yes	excluded; geometry warning; 19 clashes; 2 protein clashes; high strain Δ 26.0	Open pose

T10 — T10 8 poses · report dockmulti_91311c650f2e_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
1553	7.366388362828268	-0.629821	-20.6491	5	15	15	0.88	0.23	0.36	0.36	-	no	geometry warning; 16 clashes; 15 protein contact clashes; moderate strain Δ 15.3	Open pose
1549	8.450095171648368	-0.721285	-24.1068	7	16	14	0.82	0.31	0.64	0.64	-	no	geometry warning; 16 clashes; 17 protein contact clashes; high strain Δ 25.2	Open pose
1548	8.866106778944213	-0.923782	-27.0501	11	19	17	1.00	0.54	0.64	0.82	-	yes	excluded; geometry warning; 19 clashes; 1 protein clash; moderate strain Δ 13.3	Open pose
1554	9.058924025034537	-0.757065	-21.7722	11	18	16	0.94	0.38	0.45	0.73	-	yes	excluded; geometry warning; 16 clashes; 2 protein clashes; moderate strain Δ 18.4	Open pose
1547	9.80770316554089	-0.668429	-17.3057	5	16	14	0.82	0.15	0.27	0.36	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 22.6	Open pose
1552	10.005670834294907	-0.777192	-26.0641	9	19	15	0.88	0.31	0.36	0.36	-	yes	excluded; geometry warning; 18 clashes; 1 protein clash; moderate strain Δ 15.2	Open pose
1550	10.24519874536975	-1.07037	-31.267	12	18	16	0.94	0.38	0.45	0.73	-	yes	excluded; geometry warning; 17 clashes; 2 protein clashes; high strain Δ 37.8	Open pose
1551	11.621956666465433	-0.756254	-18.4723	7	15	13	0.76	0.31	0.36	0.55	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 25.9	Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.

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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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⚗ AI Structural Analysis

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Edit compound

Z49638306

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Samples

Containers

Docking across targets

Heterocycles & Functional Groups

Heterocycles

Functional Groups

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer

⚗ AI Structural Analysis