Compound detail

SMILES: NC1=NC(=[NH2+])N(c2ccc(Cl)cc2)[C@@]2(CCC[N@H+](Cc3ccccc3)C2)N1

Formula: C20H25ClN6+2 | MW: 384.9150000000001

LogP: -0.245399999999998 | TPSA: 83.67999999999999

HBA/HBD: 2/4 | RotB: 3

InChIKey: WBSUGTUOYYYWIV-HXUWFJFHSA-P

Recognized patterns

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

Highlighted: 1 pattern Guanidine Clear highlight

Bio motif

H-bond acceptor N ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base ×3 Metal chelator ×4 P-gp efflux flag

Functional group

Primary amine Secondary amine Tertiary amine Chlorine Amidine ×2 Guanidine Imine

Ring system

Benzene ×2 Piperidine Pipecolinyl ring

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.754087	-
DOCK_BASE_INTER_RANK	-0.732283	-
DOCK_BASE_INTER_RANK	-0.796660	-
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	11.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	14.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	13	-
DOCK_EXPERIMENT_ID	14	-
DOCK_FINAL_RANK	4.272816	-
DOCK_FINAL_RANK	5.260509	-
DOCK_FINAL_RANK	5.190859	-
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_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA209	1	-
DOCK_IFP::A:ALA32	1	-
DOCK_IFP::A:ALA90	1	-
DOCK_IFP::A:ASN208	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:GLY215	1	-
DOCK_IFP::A:GLY85	1	-
DOCK_IFP::A:ILE45	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:NDP301	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE83	1	-
DOCK_IFP::A:PHE91	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR83	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:VAL87	1	-
DOCK_IFP::A:VAL88	1	-
DOCK_IFP::B:ALA209	1	-
DOCK_IFP::B:ALA90	1	-
DOCK_IFP::B:ASN208	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:TYR210	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_MAX_CLASH_OVERLAP	0.632301	-
DOCK_MAX_CLASH_OVERLAP	0.637915	-
DOCK_MAX_CLASH_OVERLAP	0.637769	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	6	-
DOCK_PRE_RANK	3.265200	-
DOCK_PRE_RANK	4.004703	-
DOCK_PRE_RANK	4.135829	-
DOCK_PRIMARY_POSE_ID	6560	-
DOCK_PRIMARY_POSE_ID	34599	-
DOCK_PRIMARY_POSE_ID	38532	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T15	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T16	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	B:ALA209;B:ALA90;B:ASN208;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ASN208;A:GLY214;A:GLY215;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO212;A:PRO213;A:TYR210;A:VAL88	-
DOCK_SCAFFOLD	[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1	-
DOCK_SCAFFOLD	[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1	-
DOCK_SCAFFOLD	[NH2+]=C1N=CNC2(CCC[NH+](Cc3ccccc3)C2)N1c1ccccc1	-
DOCK_SCORE	-20.135300	-
DOCK_SCORE	-20.265100	-
DOCK_SCORE	-22.000200	-
DOCK_SCORE_INTER	-20.360300	-
DOCK_SCORE_INTER	-19.771700	-
DOCK_SCORE_INTER	-21.509800	-
DOCK_SCORE_INTER_KCAL	-4.862976	-
DOCK_SCORE_INTER_KCAL	-4.722391	-
DOCK_SCORE_INTER_KCAL	-5.137530	-
DOCK_SCORE_INTER_NORM	-0.754087	-
DOCK_SCORE_INTER_NORM	-0.732283	-
DOCK_SCORE_INTER_NORM	-0.796660	-
DOCK_SCORE_INTRA	0.225031	-
DOCK_SCORE_INTRA	-0.493491	-
DOCK_SCORE_INTRA	-0.490360	-
DOCK_SCORE_INTRA_KCAL	0.053748	-
DOCK_SCORE_INTRA_KCAL	-0.117868	-
DOCK_SCORE_INTRA_KCAL	-0.117121	-
DOCK_SCORE_INTRA_NORM	0.008334	-
DOCK_SCORE_INTRA_NORM	-0.018277	-
DOCK_SCORE_INTRA_NORM	-0.018162	-
DOCK_SCORE_KCAL	-4.809236	-
DOCK_SCORE_KCAL	-4.840238	-
DOCK_SCORE_KCAL	-5.254660	-
DOCK_SCORE_NORM	-0.745752	-
DOCK_SCORE_NORM	-0.750561	-
DOCK_SCORE_NORM	-0.814821	-
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_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_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_SOURCE_FILE	results_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T15_top1000.sdf	-
DOCK_SOURCE_FILE	results_T16_top1000.sdf	-
DOCK_SOURCE_FORMULA	C20H25ClN6+2	-
DOCK_SOURCE_FORMULA	C20H25ClN6+2	-
DOCK_SOURCE_FORMULA	C20H25ClN6+2	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBA	2.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HBD	4.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_HEAVY_ATOMS	27.000000	-
DOCK_SOURCE_LOGP	-0.245400	-
DOCK_SOURCE_LOGP	-0.245400	-
DOCK_SOURCE_LOGP	-0.245400	-
DOCK_SOURCE_MW	384.915000	-
DOCK_SOURCE_MW	384.915000	-
DOCK_SOURCE_MW	384.915000	-
DOCK_SOURCE_NAME	OHD_MV-37	-
DOCK_SOURCE_NAME	OHD_MV-37	-
DOCK_SOURCE_NAME	OHD_MV-37	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	83.680000	-
DOCK_SOURCE_TPSA	83.680000	-
DOCK_SOURCE_TPSA	83.680000	-
DOCK_STRAIN_DELTA	28.793592	-
DOCK_STRAIN_DELTA	32.930104	-
DOCK_STRAIN_DELTA	29.583828	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T15	-
DOCK_TARGET	T16	-
EXACT_MASS	384.18182532018005	Da
FORMULA	C20H25ClN6+2	-
HBA	2	-
HBD	4	-
LOGP	-0.245399999999998	-
MOL_WEIGHT	384.9150000000001	g/mol
QED_SCORE	0.5888398630069056	-
ROTATABLE_BONDS	3	-
TPSA	83.67999999999999	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
T03	T03	dockmulti_91311c650f2e_T03	4 native pose available	4.2728156098114045	-20.1353	17	0.85	-	Best pose
T16	T16	dockmulti_91311c650f2e_T16	6 native pose available	5.19085882885785	-22.0002	9	0.75	-	Best pose
T15	T15	dockmulti_91311c650f2e_T15	4 native pose available	5.26050911365788	-20.2651	11	0.85	-	Best pose

T03 — T03 4 poses · report dockmulti_91311c650f2e_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
3242	4.2728156098114045	-0.754087	-20.1353	0	17	17	0.85	0.00	0.00	0.00	-	no	geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 28.8	Open pose
3240	6.428001333501331	-0.750156	-19.8627	1	18	14	0.70	0.00	0.00	0.00	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 37.3	Open pose
3241	7.570674924333185	-0.867044	-23.1995	2	16	15	0.75	0.00	0.00	0.00	-	yes	excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 38.0	Open pose
3239	57.95097422036898	-1.00985	-24.5719	12	18	14	0.70	0.71	0.80	0.80	-	yes	excluded; geometry warning; 14 clashes; 2 protein clashes	Open pose

T16 — T16 6 poses · report dockmulti_91311c650f2e_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
3891	5.19085882885785	-0.79666	-22.0002	9	15	9	0.75	-	-	-	-	no	geometry warning; 11 clashes; 8 protein contact clashes; high strain Δ 29.6	Open pose
3890	6.275401598242594	-0.844162	-22.0048	5	14	6	0.50	-	-	-	-	no	geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 39.1	Open pose
3893	7.505683751673711	-0.815709	-21.6246	5	14	6	0.50	-	-	-	-	yes	excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 41.7	Open pose
3889	8.031945750794826	-0.791485	-21.2509	7	14	9	0.75	-	-	-	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 31.7	Open pose
3888	8.399456511702608	-0.826421	-21.5706	8	12	7	0.58	-	-	-	-	yes	excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 28.7	Open pose
3892	55.807990864624685	-0.728864	-20.1688	4	14	7	0.58	-	-	-	-	yes	excluded; geometry warning; 12 clashes; 2 protein clashes	Open pose

T15 — T15 4 poses · report dockmulti_91311c650f2e_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
3757	5.26050911365788	-0.732283	-20.2651	8	14	11	0.85	-	-	-	-	no	geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 32.9	Open pose
3756	5.922703007215588	-0.843301	-22.1417	5	15	8	0.62	-	-	-	-	no	geometry warning; 12 clashes; 8 protein contact clashes; high strain Δ 38.8	Open pose
3758	6.22674625602939	-0.915923	-25.1809	7	14	10	0.77	-	-	-	-	no	geometry warning; 13 clashes; 9 protein contact clashes; high strain Δ 37.3	Open pose
3759	55.29978423706398	-0.805924	-19.9392	5	17	8	0.62	-	-	-	-	yes	excluded; geometry warning; 11 clashes; 1 protein clash	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

OHD_MV-37

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