Compound detail

SMILES: O=c1ccc2ccc(F)c3c2n1C[C@H]3C[N@H+]1CC[C@@H](NCc2cc3ccccc3o2)CC1

Formula: C26H27FN3O2+ | MW: 432.5190000000002

LogP: 2.8211000000000013 | TPSA: 51.61000000000001

HBA/HBD: 3/2 | RotB: 5

InChIKey: DTOVFHWKBCVZPD-LJQANCHMSA-O

Recognized patterns

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

Highlighted: 1 pattern Piperidine Clear highlight

Bio motif

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

Functional group

Secondary amine Fluorine

Ring system

Benzene ×2 Pyridine Quinoline Furan Piperidine Benzofuran Pipecolinyl ring

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.816792	-
DOCK_BASE_INTER_RANK	-0.843283	-
DOCK_BASE_INTER_RANK	-0.805250	-
DOCK_BASE_INTER_RANK	-0.485496	-
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	12.000000	-
DOCK_CLASH_COUNT	13.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	3	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	3.611302	-
DOCK_FINAL_RANK	3.090919	-
DOCK_FINAL_RANK	4.202133	-
DOCK_FINAL_RANK	4.739474	-
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:ARG17	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASN65	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LYS407	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET400	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PHE91	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:TYR162	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B: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	0.656277	-
DOCK_MAX_CLASH_OVERLAP	0.656874	-
DOCK_MAX_CLASH_OVERLAP	0.656793	-
DOCK_MAX_CLASH_OVERLAP	0.656311	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	5	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	5	-
DOCK_PRE_RANK	3.042580	-
DOCK_PRE_RANK	2.928489	-
DOCK_PRE_RANK	3.951506	-
DOCK_PRE_RANK	4.633032	-
DOCK_PRIMARY_POSE_ID	772	-
DOCK_PRIMARY_POSE_ID	6814	-
DOCK_PRIMARY_POSE_ID	15760	-
DOCK_PRIMARY_POSE_ID	47700	-
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_T02	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T04	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T09	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T20	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASN65;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP232;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU467;A:LEU399;A:LYS407;A:MET400;A:PHE396;A:PRO398;A:SER464;A:THR397;A:THR463	-
DOCK_SCAFFOLD	O=c1ccc2cccc3c2n1CC3C[NH+]1CCC(NCc2cc3ccccc3o2)CC1	-
DOCK_SCAFFOLD	O=c1ccc2cccc3c2n1CC3CN1CCC([NH2+]Cc2cc3ccccc3o2)CC1	-
DOCK_SCAFFOLD	O=c1ccc2cccc3c2n1CC3CN1CCC([NH2+]Cc2cc3ccccc3o2)CC1	-
DOCK_SCAFFOLD	O=c1ccc2cccc3c2n1CC3C[NH+]1CCC(NCc2cc3ccccc3o2)CC1	-
DOCK_SCORE	-20.791700	-
DOCK_SCORE	-24.902200	-
DOCK_SCORE	-20.093600	-
DOCK_SCORE	-15.449200	-
DOCK_SCORE_INTER	-26.137300	-
DOCK_SCORE_INTER	-26.985100	-
DOCK_SCORE_INTER	-25.768000	-
DOCK_SCORE_INTER	-15.535900	-
DOCK_SCORE_INTER_KCAL	-6.242790	-
DOCK_SCORE_INTER_KCAL	-6.445283	-
DOCK_SCORE_INTER_KCAL	-6.154584	-
DOCK_SCORE_INTER_KCAL	-3.710688	-
DOCK_SCORE_INTER_NORM	-0.816792	-
DOCK_SCORE_INTER_NORM	-0.843283	-
DOCK_SCORE_INTER_NORM	-0.805250	-
DOCK_SCORE_INTER_NORM	-0.485496	-
DOCK_SCORE_INTRA	5.345670	-
DOCK_SCORE_INTRA	2.082810	-
DOCK_SCORE_INTRA	5.674390	-
DOCK_SCORE_INTRA	0.086624	-
DOCK_SCORE_INTRA_KCAL	1.276792	-
DOCK_SCORE_INTRA_KCAL	0.497471	-
DOCK_SCORE_INTRA_KCAL	1.355305	-
DOCK_SCORE_INTRA_KCAL	0.020690	-
DOCK_SCORE_INTRA_NORM	0.167052	-
DOCK_SCORE_INTRA_NORM	0.065088	-
DOCK_SCORE_INTRA_NORM	0.177325	-
DOCK_SCORE_INTRA_NORM	0.002707	-
DOCK_SCORE_KCAL	-4.966014	-
DOCK_SCORE_KCAL	-5.947791	-
DOCK_SCORE_KCAL	-4.799276	-
DOCK_SCORE_KCAL	-3.689980	-
DOCK_SCORE_NORM	-0.649740	-
DOCK_SCORE_NORM	-0.778195	-
DOCK_SCORE_NORM	-0.627925	-
DOCK_SCORE_NORM	-0.482789	-
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_T02_top1000.sdf	-
DOCK_SOURCE_FILE	results_T04_top1000.sdf	-
DOCK_SOURCE_FILE	results_T09_top1000.sdf	-
DOCK_SOURCE_FILE	results_T20_top1000.sdf	-
DOCK_SOURCE_FORMULA	C26H27FN3O2+	-
DOCK_SOURCE_FORMULA	C26H27FN3O2+	-
DOCK_SOURCE_FORMULA	C26H27FN3O2+	-
DOCK_SOURCE_FORMULA	C26H27FN3O2+	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_HEAVY_ATOMS	32.000000	-
DOCK_SOURCE_LOGP	2.821100	-
DOCK_SOURCE_LOGP	3.212000	-
DOCK_SOURCE_LOGP	3.212000	-
DOCK_SOURCE_LOGP	2.821100	-
DOCK_SOURCE_MW	432.519000	-
DOCK_SOURCE_MW	432.519000	-
DOCK_SOURCE_MW	432.519000	-
DOCK_SOURCE_MW	432.519000	-
DOCK_SOURCE_NAME	KB_chagas_34	-
DOCK_SOURCE_NAME	KB_chagas_34	-
DOCK_SOURCE_NAME	KB_chagas_34	-
DOCK_SOURCE_NAME	KB_chagas_34	-
DOCK_SOURCE_RINGS	6.000000	-
DOCK_SOURCE_RINGS	6.000000	-
DOCK_SOURCE_RINGS	6.000000	-
DOCK_SOURCE_RINGS	6.000000	-
DOCK_SOURCE_TPSA	51.610000	-
DOCK_SOURCE_TPSA	54.990000	-
DOCK_SOURCE_TPSA	54.990000	-
DOCK_SOURCE_TPSA	51.610000	-
DOCK_STRAIN_DELTA	21.478710	-
DOCK_STRAIN_DELTA	14.707164	-
DOCK_STRAIN_DELTA	16.177117	-
DOCK_STRAIN_DELTA	13.774034	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T02	-
DOCK_TARGET	T04	-
DOCK_TARGET	T09	-
DOCK_TARGET	T20	-
EXACT_MASS	432.20818174409	Da
FORMULA	C26H27FN3O2+	-
HBA	3	-
HBD	2	-
LOGP	2.8211000000000013	-
MOL_WEIGHT	432.5190000000002	g/mol
QED_SCORE	0.5100451113133944	-
ROTATABLE_BONDS	5	-
TPSA	51.61000000000001	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
T04	T04	dockmulti_91311c650f2e_T04	5 native pose available	3.090919084580706	-24.9022	13	0.68	-	Best pose
T02	T02	dockmulti_91311c650f2e_T02	4 native pose available	3.6113024342651276	-20.7917	14	0.67	-	Best pose
T09	T09	dockmulti_91311c650f2e_T09	1 native pose available	4.202133372054901	-20.0936	14	0.67	-	Best pose
T20	T20	dockmulti_91311c650f2e_T20	5 native pose available	4.73947378099432	-15.4492	6	0.75	-	Best pose

T04 — T04 5 poses · report dockmulti_91311c650f2e_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
227	3.090919084580706	-0.843283	-24.9022	0	14	13	0.68	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 4 protein contact clashes; moderate strain Δ 14.7	Open pose
228	3.1249116568994473	-0.74783	-21.0448	1	13	13	0.68	0.17	0.20	0.20	-	no	geometry warning; 13 clashes; 2 protein contact clashes; moderate strain Δ 17.7	Open pose
225	3.449427537143618	-0.852181	-24.7488	0	14	13	0.68	0.00	0.00	0.00	-	no	geometry warning; 11 clashes; 4 protein contact clashes; high strain Δ 21.0	Open pose
226	4.700381796752435	-0.709831	-20.5377	1	13	13	0.68	0.17	0.20	0.20	-	no	geometry warning; 11 clashes; 7 protein contact clashes; high strain Δ 24.4	Open pose
229	9.063822451662077	-0.640761	-19.3963	0	11	10	0.53	0.00	0.00	0.00	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes	Open pose

T02 — T02 4 poses · report dockmulti_91311c650f2e_T02

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
772	3.6113024342651276	-0.816792	-20.7917	1	17	14	0.67	0.20	0.20	0.20	-	no	geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 21.5	Open pose
770	3.967268402506456	-0.790613	-22.8456	1	15	12	0.57	0.20	0.20	0.20	-	no	geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 21.9	Open pose
771	5.477562172567048	-0.738956	-21.9967	2	19	16	0.76	0.00	0.20	0.20	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 14.3	Open pose
769	7.236320426972913	-0.75346	-20.2816	2	18	17	0.81	0.00	0.00	0.00	-	yes	excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 20.7	Open pose

T09 — T09 1 poses · report dockmulti_91311c650f2e_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
563	4.202133372054901	-0.80525	-20.0936	1	17	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 6 protein contact clashes; moderate strain Δ 16.2	Open pose

T20 — T20 5 poses · report dockmulti_91311c650f2e_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	RMSD	Excluded	Notes
735	4.73947378099432	-0.485496	-15.4492	1	10	6	0.75	-	no	geometry warning; 12 clashes; 8 protein contact clashes; moderate strain Δ 13.8	Open pose
734	5.692473603837164	-0.642812	-18.3608	3	12	6	0.75	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 13.8	Open pose
733	8.091788699992371	-0.671206	-19.4104	4	12	6	0.75	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 16.1	Open pose
731	8.533513795265113	-0.636863	-18.4995	3	11	6	0.75	-	yes	excluded; geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 17.3	Open pose
732	9.385833709974401	-0.613736	-17.0761	3	11	6	0.75	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 33.9	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

KB_chagas_34

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