Compound detail

SMILES: CCn1c(-c2nonc2N)nc2c([C@@H](C)O)[nH+]cc(O[C@H](C[NH3+])c3ccccc3)c21

Formula: C20H25N7O3+2 | MW: 411.46600000000007

LogP: 0.9177999999999995 | TPSA: 154.0

HBA/HBD: 7/3 | RotB: 7

InChIKey: VBEHZANSZDTNPG-DGCLKSJQSA-P

Recognized patterns

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

Bio motif

H-bond acceptor N ×6 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic Ionizable base

Functional group

Primary amine Alcohol Aryl ether Ether

Ring system

Benzene Pyridine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.973188	-
DOCK_BASE_INTER_RANK	-0.864526	-
DOCK_BASE_INTER_RANK	-0.996931	-
DOCK_BASE_INTER_RANK	-0.847311	-
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	7.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CLASH_COUNT	8.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T21	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	21	-
DOCK_FINAL_RANK	2.369477	-
DOCK_FINAL_RANK	1.320126	-
DOCK_FINAL_RANK	3.056480	-
DOCK_FINAL_RANK	4.842303	-
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:ARG137	1	-
DOCK_IFP::A:ARG141	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN103	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:HIS102	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:MET98	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR94	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ARG113	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASN208	1	-
DOCK_IFP::B:ASN245	1	-
DOCK_IFP::B:ASP10	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:CYS69	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY246	1	-
DOCK_IFP::B:GLY70	1	-
DOCK_IFP::B:GLY74	1	-
DOCK_IFP::B:HIS11	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:ILE73	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE55	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO12	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:SER71	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR46	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	1	-
DOCK_IFP::B:VAL88	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	0.642151	-
DOCK_MAX_CLASH_OVERLAP	0.642205	-
DOCK_MAX_CLASH_OVERLAP	0.642259	-
DOCK_MAX_CLASH_OVERLAP	0.642149	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.295146	-
DOCK_PRE_RANK	1.236251	-
DOCK_PRE_RANK	2.998153	-
DOCK_PRE_RANK	4.744594	-
DOCK_PRIMARY_POSE_ID	125	-
DOCK_PRIMARY_POSE_ID	5504	-
DOCK_PRIMARY_POSE_ID	9585	-
DOCK_PRIMARY_POSE_ID	13642	-
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_t01	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t21	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE55;B:PHE56;B:PHE91;B:PRO88;B:SER86;B:THR180;B:THR83;B:TRP47;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA90;B:ARG74;B:ASN208;B:ASN245;B:GLY214;B:GLY215;B:GLY246;B:LEU73;B:LYS211;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46	-
DOCK_SCAFFOLD	c1ccc(COc2c[nH+]cc3nc(-c4cnon4)[nH]c23)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2c[nH+]cc3nc(-c4cnon4)[nH]c23)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2c[nH+]cc3nc(-c4cnon4)[nH]c23)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2c[nH+]cc3nc(-c4cnon4)[nH]c23)cc1	-
DOCK_SCORE	-27.506300	-
DOCK_SCORE	-23.448100	-
DOCK_SCORE	-27.457000	-
DOCK_SCORE	-24.017100	-
DOCK_SCORE_INTER	-29.195600	-
DOCK_SCORE_INTER	-25.935800	-
DOCK_SCORE_INTER	-29.907900	-
DOCK_SCORE_INTER	-25.419300	-
DOCK_SCORE_INTER_KCAL	-6.973252	-
DOCK_SCORE_INTER_KCAL	-6.194662	-
DOCK_SCORE_INTER_KCAL	-7.143382	-
DOCK_SCORE_INTER_KCAL	-6.071298	-
DOCK_SCORE_INTER_NORM	-0.973188	-
DOCK_SCORE_INTER_NORM	-0.864526	-
DOCK_SCORE_INTER_NORM	-0.996931	-
DOCK_SCORE_INTER_NORM	-0.847311	-
DOCK_SCORE_INTRA	1.689300	-
DOCK_SCORE_INTRA	2.487720	-
DOCK_SCORE_INTRA	2.450930	-
DOCK_SCORE_INTRA	1.402250	-
DOCK_SCORE_INTRA_KCAL	0.403483	-
DOCK_SCORE_INTRA_KCAL	0.594182	-
DOCK_SCORE_INTRA_KCAL	0.585395	-
DOCK_SCORE_INTRA_KCAL	0.334922	-
DOCK_SCORE_INTRA_NORM	0.056310	-
DOCK_SCORE_INTRA_NORM	0.082924	-
DOCK_SCORE_INTRA_NORM	0.081698	-
DOCK_SCORE_INTRA_NORM	0.046742	-
DOCK_SCORE_KCAL	-6.569770	-
DOCK_SCORE_KCAL	-5.600485	-
DOCK_SCORE_KCAL	-6.557995	-
DOCK_SCORE_KCAL	-5.736388	-
DOCK_SCORE_NORM	-0.916878	-
DOCK_SCORE_NORM	-0.781602	-
DOCK_SCORE_NORM	-0.915233	-
DOCK_SCORE_NORM	-0.800569	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T21_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C20H25N7O3+2	-
DOCK_SOURCE_FORMULA	C20H25N7O3+2	-
DOCK_SOURCE_FORMULA	C20H25N7O3+2	-
DOCK_SOURCE_FORMULA	C20H25N7O3+2	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
DOCK_SOURCE_HBA	7.000000	-
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	0.917800	-
DOCK_SOURCE_LOGP	0.917800	-
DOCK_SOURCE_LOGP	0.917800	-
DOCK_SOURCE_LOGP	0.917800	-
DOCK_SOURCE_MW	411.466000	-
DOCK_SOURCE_MW	411.466000	-
DOCK_SOURCE_MW	411.466000	-
DOCK_SOURCE_MW	411.466000	-
DOCK_SOURCE_NAME	KB_HAT_90	-
DOCK_SOURCE_NAME	KB_HAT_90	-
DOCK_SOURCE_NAME	KB_HAT_90	-
DOCK_SOURCE_NAME	KB_HAT_90	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	154.000000	-
DOCK_SOURCE_TPSA	154.000000	-
DOCK_SOURCE_TPSA	154.000000	-
DOCK_SOURCE_TPSA	154.000000	-
DOCK_STRAIN_DELTA	45.642447	-
DOCK_STRAIN_DELTA	49.521351	-
DOCK_STRAIN_DELTA	38.707004	-
DOCK_STRAIN_DELTA	54.925069	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T01	-
DOCK_TARGET	T09	-
DOCK_TARGET	T15	-
DOCK_TARGET	T21	-
EXACT_MASS	411.20079050018006	Da
FORMULA	C20H25N7O3+2	-
HBA	7	-
HBD	3	-
LOGP	0.9177999999999995	-
MOL_WEIGHT	411.46600000000007	g/mol
QED_SCORE	0.40832248993318376	-
ROTATABLE_BONDS	7	-
TPSA	154.0	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
T09	T09	selection_import_t09	1 native pose available	1.3201264683957115	-23.4481	16	0.76	-	Best pose
T01	T01	selection_import_t01	1 native pose available	2.369476885666318	-27.5063	16	0.76	-	Best pose
T15	T15	selection_import_t15	1 native pose available	3.0564802030326783	-27.457	12	0.92	-	Best pose
T21	T21	selection_import_t21	1 native pose available	4.842302807097063	-24.0171	13	0.93	-	Best pose

T09 — T09 1 poses · report selection_import_t09

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
86	1.3201264683957115	-0.864526	-23.4481	7	19	16	0.76	0.14	0.17	0.17	-	no	geometry warning; 8 clashes; 7 protein contact clashes; high strain Δ 49.5	Open pose

T01 — T01 1 poses · report selection_import_t01

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
125	2.369476885666318	-0.973188	-27.5063	6	20	16	0.76	0.40	0.40	0.40	-	no	geometry warning; 7 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 45.6	Open pose

T15 — T15 1 poses · report selection_import_t15

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
99	3.0564802030326783	-0.996931	-27.457	12	15	12	0.92	-	-	-	-	no	geometry warning; 8 clashes; 1 protein clash; high strain Δ 38.7	Open pose

T21 — T21 1 poses · report selection_import_t21

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
84	4.842302807097063	-0.847311	-24.0171	12	16	13	0.93	0.25	0.22	0.25	-	no	geometry warning; 8 clashes; 4 protein clashes; high strain Δ 54.9	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

KB_HAT_90

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