Compound detail

SMILES: O/C(=N\N=C/c1c(O)ccc2ccccc12)c1n[nH]c2c1CCC2

Formula: C18H16N4O2 | MW: 320.35200000000015

LogP: 3.0959000000000003 | TPSA: 93.86000000000001

HBA/HBD: 4/3 | RotB: 3

InChIKey: DXALFAYOYMDQMC-GRSHGNNSSA-N

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

H-bond acceptor N ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol Imine ×2

Ring system

Benzene ×2 Pyrazole Naphthalene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.113610	-
DOCK_BASE_INTER_RANK	-1.217550	-
DOCK_BASE_INTER_RANK	-0.956222	-
DOCK_BASE_INTER_RANK	-1.417460	-
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	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	11.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T05	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	5	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	7	-
DOCK_FINAL_RANK	2.270828	-
DOCK_FINAL_RANK	1.202762	-
DOCK_FINAL_RANK	2.269090	-
DOCK_FINAL_RANK	1.112664	-
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:ARG100	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG59	1	-
DOCK_IFP::A:ARG92	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASP181	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLN56	1	-
DOCK_IFP::A:GLY161	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS90	1	-
DOCK_IFP::A:LYS95	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET55	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:PRO93	1	-
DOCK_IFP::A:SER207	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::A:VAL87	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_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.604246	-
DOCK_MAX_CLASH_OVERLAP	0.604196	-
DOCK_MAX_CLASH_OVERLAP	0.604120	-
DOCK_MAX_CLASH_OVERLAP	0.602611	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.231994	-
DOCK_PRE_RANK	1.159884	-
DOCK_PRE_RANK	2.225043	-
DOCK_PRE_RANK	1.096886	-
DOCK_PRIMARY_POSE_ID	1776	-
DOCK_PRIMARY_POSE_ID	3050	-
DOCK_PRIMARY_POSE_ID	3752	-
DOCK_PRIMARY_POSE_ID	4420	-
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_t03	-
DOCK_REPORT_ID	selection_import_t05	-
DOCK_REPORT_ID	selection_import_t06	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_RESIDUE_CONTACTS	A:ARG92;A:ARG97;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP181;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:GLY161;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206	-
DOCK_SCAFFOLD	C(=NN=Cc1cccc2ccccc12)c1n[nH]c2c1CCC2	-
DOCK_SCAFFOLD	C(=NN=Cc1cccc2ccccc12)c1n[nH]c2c1CCC2	-
DOCK_SCAFFOLD	C(=NN=Cc1cccc2ccccc12)c1n[nH]c2c1CCC2	-
DOCK_SCAFFOLD	O=C(NN=Cc1cccc2ccccc12)c1n[nH]c2c1CCC2	-
DOCK_SCORE	-27.938300	-
DOCK_SCORE	-33.902500	-
DOCK_SCORE	-23.876900	-
DOCK_SCORE	-31.650300	-
DOCK_SCORE_INTER	-26.726600	-
DOCK_SCORE_INTER	-29.221200	-
DOCK_SCORE_INTER	-22.949300	-
DOCK_SCORE_INTER	-34.018900	-
DOCK_SCORE_INTER_KCAL	-6.383542	-
DOCK_SCORE_INTER_KCAL	-6.979367	-
DOCK_SCORE_INTER_KCAL	-5.481349	-
DOCK_SCORE_INTER_KCAL	-8.125278	-
DOCK_SCORE_INTER_NORM	-1.113610	-
DOCK_SCORE_INTER_NORM	-1.217550	-
DOCK_SCORE_INTER_NORM	-0.956222	-
DOCK_SCORE_INTER_NORM	-1.417460	-
DOCK_SCORE_INTRA	-1.211670	-
DOCK_SCORE_INTRA	-4.681320	-
DOCK_SCORE_INTRA	-0.927531	-
DOCK_SCORE_INTRA	2.368670	-
DOCK_SCORE_INTRA_KCAL	-0.289403	-
DOCK_SCORE_INTRA_KCAL	-1.118115	-
DOCK_SCORE_INTRA_KCAL	-0.221537	-
DOCK_SCORE_INTRA_KCAL	0.565747	-
DOCK_SCORE_INTRA_NORM	-0.050486	-
DOCK_SCORE_INTRA_NORM	-0.195055	-
DOCK_SCORE_INTRA_NORM	-0.038647	-
DOCK_SCORE_INTRA_NORM	0.098695	-
DOCK_SCORE_KCAL	-6.672951	-
DOCK_SCORE_KCAL	-8.097477	-
DOCK_SCORE_KCAL	-5.702902	-
DOCK_SCORE_KCAL	-7.559548	-
DOCK_SCORE_NORM	-1.164090	-
DOCK_SCORE_NORM	-1.412600	-
DOCK_SCORE_NORM	-0.994869	-
DOCK_SCORE_NORM	-1.318760	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T05_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H16N4O2	-
DOCK_SOURCE_FORMULA	C18H16N4O2	-
DOCK_SOURCE_FORMULA	C18H16N4O2	-
DOCK_SOURCE_FORMULA	C18H16N4O2	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_HEAVY_ATOMS	24.000000	-
DOCK_SOURCE_LOGP	3.095900	-
DOCK_SOURCE_LOGP	3.095900	-
DOCK_SOURCE_LOGP	3.095900	-
DOCK_SOURCE_LOGP	2.521100	-
DOCK_SOURCE_MW	320.352000	-
DOCK_SOURCE_MW	320.352000	-
DOCK_SOURCE_MW	320.352000	-
DOCK_SOURCE_MW	320.352000	-
DOCK_SOURCE_NAME	Z57100312	-
DOCK_SOURCE_NAME	Z57100312	-
DOCK_SOURCE_NAME	Z57100312	-
DOCK_SOURCE_NAME	Z57100312	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	93.860000	-
DOCK_SOURCE_TPSA	93.860000	-
DOCK_SOURCE_TPSA	93.860000	-
DOCK_SOURCE_TPSA	90.370000	-
DOCK_STRAIN_DELTA	28.927067	-
DOCK_STRAIN_DELTA	31.140334	-
DOCK_STRAIN_DELTA	31.757631	-
DOCK_STRAIN_DELTA	11.828625	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T03	-
DOCK_TARGET	T05	-
DOCK_TARGET	T06	-
DOCK_TARGET	T07	-
EXACT_MASS	320.127325752	Da
FORMULA	C18H16N4O2	-
HBA	4	-
HBD	3	-
LOGP	3.0959000000000003	-
MOL_WEIGHT	320.35200000000015	g/mol
QED_SCORE	0.39306299725020155	-
ROTATABLE_BONDS	3	-
TPSA	93.86000000000001	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
T07	T07	selection_import_t07	1 native pose available	1.1126644898839906	-31.6503	13	0.68	-	Best pose
T05	T05	selection_import_t05	1 native pose available	1.2027623635148632	-33.9025	10	0.59	-	Best pose
T06	T06	selection_import_t06	1 native pose available	2.269090050886649	-23.8769	14	0.67	-	Best pose
T03	T03	selection_import_t03	1 native pose available	2.270827621447709	-27.9383	8	0.40	-	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.

Pose	Final rank	Inter norm	Score	HB	Contacts	Native overlap	Native recall	HB strict	HB role	HB residue	RMSD	Excluded	Notes
357	1.1126644898839906	-1.41746	-31.6503	9	13	13	0.68	0.50	0.40	0.40	-	no	geometry warning; 9 clashes; 1 protein clash; 2 cofactor-context clashes	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
340	1.2027623635148632	-1.21755	-33.9025	8	11	10	0.59	0.43	0.50	0.60	-	no	geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 31.1	Open pose

T06 — T06 1 poses · report selection_import_t06

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
366	2.269090050886649	-0.956222	-23.8769	3	18	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 8 clashes; 1 protein clash; high strain Δ 31.8	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
421	2.270827621447709	-1.11361	-27.9383	5	12	8	0.40	0.29	0.20	0.20	-	no	geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 28.9	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

Z57100312

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