Compound detail

SMILES: c1ccc([C@H]2C[C@]3(N4CCCC4)C[C@H](c4ccccc4)[C@H]2C[N@H+](Cc2cccnc2)C3)cc1

Formula: C30H36N3+ | MW: 438.6390000000003

LogP: 4.292300000000004 | TPSA: 20.57

HBA/HBD: 2/1 | RotB: 5

InChIKey: VSFFLJNXGIOVNU-SKKKGAJSSA-O

Recognized patterns

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

Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

Proline-like ring H-bond acceptor N ×2 H-bond donor Gatekeeper aromatic ×2 P-gp efflux flag

Functional group

Tertiary amine

Ring system

Benzene ×2 Pyridine Cyclohexane Azepane ×2

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.772726	-
DOCK_BASE_INTER_RANK	-0.813951	-
DOCK_BASE_INTER_RANK	-0.739339	-
DOCK_BASE_INTER_RANK	-0.703428	-
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	12.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	20.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	16	-
DOCK_FINAL_RANK	0.846732	-
DOCK_FINAL_RANK	1.894832	-
DOCK_FINAL_RANK	2.179438	-
DOCK_FINAL_RANK	2.564729	-
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:ALA209	1	-
DOCK_IFP::A:ALA32	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ARG48	1	-
DOCK_IFP::A:ARG97	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:GLY215	1	-
DOCK_IFP::A:ILE45	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:LEU73	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS57	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP25	1	-
DOCK_IFP::A:TRP47	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL49	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:LYS89	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	1	-
DOCK_IFP::B:SER86	1	-
DOCK_IFP::B:TYR210	1	-
DOCK_IFP::B:TYR69	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	0.650531	-
DOCK_MAX_CLASH_OVERLAP	0.651125	-
DOCK_MAX_CLASH_OVERLAP	0.650555	-
DOCK_MAX_CLASH_OVERLAP	0.650492	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.825119	-
DOCK_PRE_RANK	1.869922	-
DOCK_PRE_RANK	2.153578	-
DOCK_PRE_RANK	2.540949	-
DOCK_PRIMARY_POSE_ID	255	-
DOCK_PRIMARY_POSE_ID	1577	-
DOCK_PRIMARY_POSE_ID	9768	-
DOCK_PRIMARY_POSE_ID	10443	-
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_t03	-
DOCK_REPORT_ID	selection_import_t15	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_RESIDUE_CONTACTS	A:ALA10;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:THR137;A:THR57;A:TRP25;A:TYR122;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL49;A:VAL87	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA90;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:SER86;B:TYR210;B:TYR69;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88	-
DOCK_SCAFFOLD	c1ccc(C2CC3(N4CCCC4)CC(c4ccccc4)C2C[NH+](Cc2cccnc2)C3)cc1	-
DOCK_SCAFFOLD	c1ccc(C2CC3([NH+]4CCCC4)CC(c4ccccc4)C2CN(Cc2cccnc2)C3)cc1	-
DOCK_SCAFFOLD	c1ccc(C2CC3(N4CCCC4)CC(c4ccccc4)C2C[NH+](Cc2cccnc2)C3)cc1	-
DOCK_SCAFFOLD	c1ccc(C2CC3(N4CCCC4)CC(c4ccccc4)C2C[NH+](Cc2cccnc2)C3)cc1	-
DOCK_SCORE	-25.070200	-
DOCK_SCORE	-24.732600	-
DOCK_SCORE	-24.359300	-
DOCK_SCORE	-22.911900	-
DOCK_SCORE_INTER	-25.500000	-
DOCK_SCORE_INTER	-26.860400	-
DOCK_SCORE_INTER	-24.398200	-
DOCK_SCORE_INTER	-23.213100	-
DOCK_SCORE_INTER_KCAL	-6.090573	-
DOCK_SCORE_INTER_KCAL	-6.415499	-
DOCK_SCORE_INTER_KCAL	-5.827412	-
DOCK_SCORE_INTER_KCAL	-5.544356	-
DOCK_SCORE_INTER_NORM	-0.772726	-
DOCK_SCORE_INTER_NORM	-0.813951	-
DOCK_SCORE_INTER_NORM	-0.739339	-
DOCK_SCORE_INTER_NORM	-0.703428	-
DOCK_SCORE_INTRA	0.429717	-
DOCK_SCORE_INTRA	2.127800	-
DOCK_SCORE_INTRA	0.019906	-
DOCK_SCORE_INTRA	0.301241	-
DOCK_SCORE_INTRA_KCAL	0.102636	-
DOCK_SCORE_INTRA_KCAL	0.508217	-
DOCK_SCORE_INTRA_KCAL	0.004755	-
DOCK_SCORE_INTRA_KCAL	0.071950	-
DOCK_SCORE_INTRA_NORM	0.013022	-
DOCK_SCORE_INTRA_NORM	0.064479	-
DOCK_SCORE_INTRA_NORM	0.000603	-
DOCK_SCORE_INTRA_NORM	0.009128	-
DOCK_SCORE_KCAL	-5.987917	-
DOCK_SCORE_KCAL	-5.907283	-
DOCK_SCORE_KCAL	-5.818121	-
DOCK_SCORE_KCAL	-5.472416	-
DOCK_SCORE_NORM	-0.759704	-
DOCK_SCORE_NORM	-0.749473	-
DOCK_SCORE_NORM	-0.738162	-
DOCK_SCORE_NORM	-0.694299	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR	0.018930	-
DOCK_SCORE_RESTR	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000000	-
DOCK_SCORE_RESTR_NORM	0.000574	-
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	T03_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C30H36N3+	-
DOCK_SOURCE_FORMULA	C30H36N3+	-
DOCK_SOURCE_FORMULA	C30H36N3+	-
DOCK_SOURCE_FORMULA	C30H36N3+	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_HEAVY_ATOMS	33.000000	-
DOCK_SOURCE_LOGP	4.292300	-
DOCK_SOURCE_LOGP	4.292300	-
DOCK_SOURCE_LOGP	4.292300	-
DOCK_SOURCE_LOGP	4.292300	-
DOCK_SOURCE_MW	438.639000	-
DOCK_SOURCE_MW	438.639000	-
DOCK_SOURCE_MW	438.639000	-
DOCK_SOURCE_MW	438.639000	-
DOCK_SOURCE_NAME	OSA_Lib_306	-
DOCK_SOURCE_NAME	OSA_Lib_306	-
DOCK_SOURCE_NAME	OSA_Lib_306	-
DOCK_SOURCE_NAME	OSA_Lib_306	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_RINGS	7.000000	-
DOCK_SOURCE_TPSA	20.570000	-
DOCK_SOURCE_TPSA	20.570000	-
DOCK_SOURCE_TPSA	20.570000	-
DOCK_SOURCE_TPSA	20.570000	-
DOCK_STRAIN_DELTA	17.333732	-
DOCK_STRAIN_DELTA	19.954121	-
DOCK_STRAIN_DELTA	20.661914	-
DOCK_STRAIN_DELTA	19.087075	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T03	-
DOCK_TARGET	T15	-
DOCK_TARGET	T16	-
EXACT_MASS	438.29037457208995	Da
FORMULA	C30H36N3+	-
HBA	2	-
HBD	1	-
LOGP	4.292300000000004	-
MOL_WEIGHT	438.6390000000003	g/mol
QED_SCORE	0.6413682007683346	-
ROTATABLE_BONDS	5	-
TPSA	20.57	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
T01	T01	selection_import_t01	1 native pose available	0.8467321667931158	-25.0702	16	0.76	-	Best pose
T03	T03	selection_import_t03	1 native pose available	1.8948322928388257	-24.7326	17	0.85	-	Best pose
T15	T15	selection_import_t15	1 native pose available	2.1794380756422895	-24.3593	10	0.77	-	Best pose
T16	T16	selection_import_t16	1 native pose available	2.5647292646548685	-22.9119	7	0.58	-	Best 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
255	0.8467321667931158	-0.772726	-25.0702	1	19	16	0.76	0.20	0.20	0.20	-	no	geometry warning; 12 clashes; 2 protein contact clashes	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
222	1.8948322928388257	-0.813951	-24.7326	2	20	17	0.85	0.29	0.20	0.20	-	no	geometry warning; 14 clashes; 7 protein contact clashes; 1 cofactor-context clash	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
282	2.1794380756422895	-0.739339	-24.3593	1	15	10	0.77	-	-	-	-	no	geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 20.7	Open pose

T16 — T16 1 poses · report selection_import_t16

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	2.5647292646548685	-0.703428	-22.9119	2	15	7	0.58	-	-	-	-	no	geometry warning; 14 clashes; 1 protein clash	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

OSA_Lib_306

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