Compound detail

SMILES: [NH3+]Cc1nnc(CCc2ccc(OCc3ccccc3)cc2OCc2ccccc2)o1

Formula: C25H26N3O3+ | MW: 416.50100000000015

LogP: 3.7547000000000024 | TPSA: 85.02000000000001

HBA/HBD: 5/1 | RotB: 10

InChIKey: IFIPCAFBRINOSL-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Resorcinol H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×3

Functional group

Aryl ether ×2 Ether ×2

Ring system

Benzene ×3 Oxadiazole 1,3,4-Oxadiazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.937196	-
DOCK_BASE_INTER_RANK	-0.857702	-
DOCK_BASE_INTER_RANK	-0.683344	-
DOCK_BASE_INTER_RANK	-1.081990	-
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	14.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	22.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T11	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	11	-
DOCK_EXPERIMENT_ID	20	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	1.933587	-
DOCK_FINAL_RANK	5.351491	-
DOCK_FINAL_RANK	4.710833	-
DOCK_FINAL_RANK	4.646651	-
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:ALA24	1	-
DOCK_IFP::A:ALA40	1	-
DOCK_IFP::A:ALA70	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASN193	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP68	1	-
DOCK_IFP::A:GLN220	1	-
DOCK_IFP::A:GLN42	1	-
DOCK_IFP::A:GLU192	1	-
DOCK_IFP::A:GLU43	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY191	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY47	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS144	1	-
DOCK_IFP::A:HIS222	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:LEU130	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU194	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU39	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE189	1	-
DOCK_IFP::A:PHE190	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PHE74	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER394	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL188	1	-
DOCK_IFP::A:VAL221	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL237	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	0.686259	-
DOCK_MAX_CLASH_OVERLAP	0.620855	-
DOCK_MAX_CLASH_OVERLAP	0.676118	-
DOCK_MAX_CLASH_OVERLAP	0.620820	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	1.888595	-
DOCK_PRE_RANK	5.314438	-
DOCK_PRE_RANK	4.682638	-
DOCK_PRE_RANK	4.620966	-
DOCK_PRIMARY_POSE_ID	2275	-
DOCK_PRIMARY_POSE_ID	6993	-
DOCK_PRIMARY_POSE_ID	13157	-
DOCK_PRIMARY_POSE_ID	14449	-
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_t04	-
DOCK_REPORT_ID	selection_import_t11	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;A:VAL237;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:VAL188;A:VAL221	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:LEU399;A:LYS407;A:LYS410;A:PHE396;A:PRO398;A:SER394;A:SER464;A:THR397;A:THR463	-
DOCK_RESIDUE_CONTACTS	A:ALA24;A:ALA40;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	c1ccc(COc2ccc(CCc3nnco3)c(OCc3ccccc3)c2)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2ccc(CCc3nnco3)c(OCc3ccccc3)c2)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2ccc(CCc3nnco3)c(OCc3ccccc3)c2)cc1	-
DOCK_SCAFFOLD	c1ccc(COc2ccc(CCc3nnco3)c(OCc3ccccc3)c2)cc1	-
DOCK_SCORE	-21.040200	-
DOCK_SCORE	-23.303900	-
DOCK_SCORE	-18.584500	-
DOCK_SCORE	-33.471300	-
DOCK_SCORE_INTER	-29.053100	-
DOCK_SCORE_INTER	-26.588700	-
DOCK_SCORE_INTER	-21.183700	-
DOCK_SCORE_INTER	-33.541700	-
DOCK_SCORE_INTER_KCAL	-6.939217	-
DOCK_SCORE_INTER_KCAL	-6.350605	-
DOCK_SCORE_INTER_KCAL	-5.059642	-
DOCK_SCORE_INTER_KCAL	-8.011301	-
DOCK_SCORE_INTER_NORM	-0.937196	-
DOCK_SCORE_INTER_NORM	-0.857702	-
DOCK_SCORE_INTER_NORM	-0.683344	-
DOCK_SCORE_INTER_NORM	-1.081990	-
DOCK_SCORE_INTRA	8.012830	-
DOCK_SCORE_INTRA	3.284890	-
DOCK_SCORE_INTRA	2.599150	-
DOCK_SCORE_INTRA	0.070447	-
DOCK_SCORE_INTRA_KCAL	1.913832	-
DOCK_SCORE_INTRA_KCAL	0.784583	-
DOCK_SCORE_INTRA_KCAL	0.620797	-
DOCK_SCORE_INTRA_KCAL	0.016826	-
DOCK_SCORE_INTRA_NORM	0.258478	-
DOCK_SCORE_INTRA_NORM	0.105964	-
DOCK_SCORE_INTRA_NORM	0.083844	-
DOCK_SCORE_INTRA_NORM	0.002273	-
DOCK_SCORE_KCAL	-5.025368	-
DOCK_SCORE_KCAL	-5.566043	-
DOCK_SCORE_KCAL	-4.438833	-
DOCK_SCORE_KCAL	-7.994486	-
DOCK_SCORE_NORM	-0.678717	-
DOCK_SCORE_NORM	-0.751737	-
DOCK_SCORE_NORM	-0.599500	-
DOCK_SCORE_NORM	-1.079720	-
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	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T11_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C25H26N3O3+	-
DOCK_SOURCE_FORMULA	C25H26N3O3+	-
DOCK_SOURCE_FORMULA	C25H26N3O3+	-
DOCK_SOURCE_FORMULA	C25H26N3O3+	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
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	3.754700	-
DOCK_SOURCE_LOGP	3.754700	-
DOCK_SOURCE_LOGP	3.754700	-
DOCK_SOURCE_LOGP	3.754700	-
DOCK_SOURCE_MW	416.501000	-
DOCK_SOURCE_MW	416.501000	-
DOCK_SOURCE_MW	416.501000	-
DOCK_SOURCE_MW	416.501000	-
DOCK_SOURCE_NAME	TC360	-
DOCK_SOURCE_NAME	TC360	-
DOCK_SOURCE_NAME	TC360	-
DOCK_SOURCE_NAME	TC360	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	85.020000	-
DOCK_SOURCE_TPSA	85.020000	-
DOCK_SOURCE_TPSA	85.020000	-
DOCK_SOURCE_TPSA	85.020000	-
DOCK_STRAIN_DELTA	32.250296	-
DOCK_STRAIN_DELTA	27.909526	-
DOCK_STRAIN_DELTA	22.326263	-
DOCK_STRAIN_DELTA	20.532911	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T04	-
DOCK_TARGET	T11	-
DOCK_TARGET	T20	-
DOCK_TARGET	T22	-
EXACT_MASS	416.19686811208993	Da
FORMULA	C25H26N3O3+	-
HBA	5	-
HBD	1	-
LOGP	3.7547000000000024	-
MOL_WEIGHT	416.50100000000015	g/mol
QED_SCORE	0.42551496964799024	-
ROTATABLE_BONDS	10	-
TPSA	85.02000000000001	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
T04	T04	selection_import_t04	1 native pose available	1.933586563779863	-21.0402	12	0.63	-	Best pose
T22	T22	selection_import_t22	1 native pose available	4.646651250388195	-33.4713	15	0.71	-	Best pose
T20	T20	selection_import_t20	1 native pose available	4.71083283317276	-18.5845	7	0.88	-	Best pose
T11	T11	selection_import_t11	1 native pose available	5.35149050242467	-23.3039	12	0.67	-	Best pose

T04 — T04 1 poses · report selection_import_t04

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
242	1.933586563779863	-0.937196	-21.0402	3	13	12	0.63	0.33	0.40	0.40	-	no	geometry warning; 14 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 32.3	Open pose

T22 — T22 1 poses · report selection_import_t22

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
211	4.646651250388195	-1.08199	-33.4713	10	22	15	0.71	0.33	0.36	0.45	-	no	geometry warning; 14 clashes; 3 protein clashes; moderate strain Δ 20.5	Open pose

T20 — T20 1 poses · report selection_import_t20

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
278	4.71083283317276	-0.683344	-18.5845	5	12	7	0.88	0.50	1.00	1.00	-	no	geometry warning; 15 clashes; 3 protein clashes; moderate strain Δ 22.3	Open pose

T11 — T11 1 poses · report selection_import_t11

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
219	5.35149050242467	-0.857702	-23.3039	4	12	12	0.67	0.40	0.40	0.50	-	no	geometry warning; 12 clashes; 4 protein clashes; moderate strain Δ 27.9	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

TC360

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