Compound detail

SMILES: Oc1ccc(Cl)cc1CNc1nc2ccccc2[nH]1

Formula: C14H12ClN3O | MW: 273.723

LogP: 3.5340000000000016 | TPSA: 60.94

HBA/HBD: 3/3 | RotB: 3

InChIKey: CICSCGMRUIMBNF-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Phenol Clear highlight

Bio motif

H-bond acceptor N ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base

Functional group

Secondary amine Phenol Chlorine

Ring system

Benzene ×2 Benzimidazole Imidazole

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.339510	-
DOCK_BASE_INTER_RANK	-1.189440	-
DOCK_BASE_INTER_RANK	-1.626180	-
DOCK_BASE_INTER_RANK	-1.239840	-
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	9.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	7.000000	-
DOCK_CONTACT_COUNT	10.000000	-
DOCK_CONTACT_COUNT	16.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T06	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	-0.523918	-
DOCK_FINAL_RANK	1.475835	-
DOCK_FINAL_RANK	-0.195270	-
DOCK_FINAL_RANK	3.950792	-
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:ALA34	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP54	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS52	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY161	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY225	1	-
DOCK_IFP::A:GLY49	1	-
DOCK_IFP::A:GLY50	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE160	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:ILE47	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU90	1	-
DOCK_IFP::A:LEU97	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE58	1	-
DOCK_IFP::A:PHE94	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO91	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER89	1	-
DOCK_IFP::A:THR335	1	-
DOCK_IFP::A:THR86	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR166	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL32	1	-
DOCK_IFP::A:VAL33	1	-
DOCK_IFP::A:VAL53	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	0.638382	-
DOCK_MAX_CLASH_OVERLAP	0.638449	-
DOCK_MAX_CLASH_OVERLAP	0.638351	-
DOCK_MAX_CLASH_OVERLAP	0.638357	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	-0.549562	-
DOCK_PRE_RANK	1.457405	-
DOCK_PRE_RANK	-0.226192	-
DOCK_PRE_RANK	3.931477	-
DOCK_PRIMARY_POSE_ID	2060	-
DOCK_PRIMARY_POSE_ID	3425	-
DOCK_PRIMARY_POSE_ID	4099	-
DOCK_PRIMARY_POSE_ID	11560	-
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_t06	-
DOCK_REPORT_ID	selection_import_t07	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR194;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA34;A:ASP54;A:GLY161;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:SER89;A:THR86;A:TYR166;A:VAL32;A:VAL33	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:TRP221;A:TYR174;A:VAL206	-
DOCK_RESIDUE_CONTACTS	A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53	-
DOCK_SCAFFOLD	c1ccc(CNc2nc3ccccc3[nH]2)cc1	-
DOCK_SCAFFOLD	c1ccc(CNc2nc3ccccc3[nH]2)cc1	-
DOCK_SCAFFOLD	c1ccc(CNc2nc3ccccc3[nH]2)cc1	-
DOCK_SCAFFOLD	c1ccc(CNc2nc3ccccc3[nH]2)cc1	-
DOCK_SCORE	-24.891000	-
DOCK_SCORE	-22.223300	-
DOCK_SCORE	-30.685900	-
DOCK_SCORE	-21.332000	-
DOCK_SCORE_INTER	-25.450700	-
DOCK_SCORE_INTER	-22.599300	-
DOCK_SCORE_INTER	-30.897500	-
DOCK_SCORE_INTER	-23.557100	-
DOCK_SCORE_INTER_KCAL	-6.078798	-
DOCK_SCORE_INTER_KCAL	-5.397752	-
DOCK_SCORE_INTER_KCAL	-7.379744	-
DOCK_SCORE_INTER_KCAL	-5.626519	-
DOCK_SCORE_INTER_NORM	-1.339510	-
DOCK_SCORE_INTER_NORM	-1.189440	-
DOCK_SCORE_INTER_NORM	-1.626180	-
DOCK_SCORE_INTER_NORM	-1.239840	-
DOCK_SCORE_INTRA	0.559650	-
DOCK_SCORE_INTRA	0.376074	-
DOCK_SCORE_INTRA	0.211534	-
DOCK_SCORE_INTRA	2.225050	-
DOCK_SCORE_INTRA_KCAL	0.133670	-
DOCK_SCORE_INTRA_KCAL	0.089824	-
DOCK_SCORE_INTRA_KCAL	0.050524	-
DOCK_SCORE_INTRA_KCAL	0.531444	-
DOCK_SCORE_INTRA_NORM	0.029455	-
DOCK_SCORE_INTRA_NORM	0.019793	-
DOCK_SCORE_INTRA_NORM	0.011133	-
DOCK_SCORE_INTRA_NORM	0.117108	-
DOCK_SCORE_KCAL	-5.945116	-
DOCK_SCORE_KCAL	-5.307946	-
DOCK_SCORE_KCAL	-7.329204	-
DOCK_SCORE_KCAL	-5.095063	-
DOCK_SCORE_NORM	-1.310050	-
DOCK_SCORE_NORM	-1.169640	-
DOCK_SCORE_NORM	-1.615050	-
DOCK_SCORE_NORM	-1.122740	-
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	T06_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C14H12ClN3O	-
DOCK_SOURCE_FORMULA	C14H12ClN3O	-
DOCK_SOURCE_FORMULA	C14H12ClN3O	-
DOCK_SOURCE_FORMULA	C14H12ClN3O	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBA	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HBD	3.000000	-
DOCK_SOURCE_HEAVY_ATOMS	19.000000	-
DOCK_SOURCE_HEAVY_ATOMS	19.000000	-
DOCK_SOURCE_HEAVY_ATOMS	19.000000	-
DOCK_SOURCE_HEAVY_ATOMS	19.000000	-
DOCK_SOURCE_LOGP	3.534000	-
DOCK_SOURCE_LOGP	3.534000	-
DOCK_SOURCE_LOGP	3.534000	-
DOCK_SOURCE_LOGP	3.534000	-
DOCK_SOURCE_MW	273.723000	-
DOCK_SOURCE_MW	273.723000	-
DOCK_SOURCE_MW	273.723000	-
DOCK_SOURCE_MW	273.723000	-
DOCK_SOURCE_NAME	OHD_Babesia_38	-
DOCK_SOURCE_NAME	OHD_Babesia_38	-
DOCK_SOURCE_NAME	OHD_Babesia_38	-
DOCK_SOURCE_NAME	OHD_Babesia_38	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_RINGS	3.000000	-
DOCK_SOURCE_TPSA	60.940000	-
DOCK_SOURCE_TPSA	60.940000	-
DOCK_SOURCE_TPSA	60.940000	-
DOCK_SOURCE_TPSA	60.940000	-
DOCK_STRAIN_DELTA	20.502539	-
DOCK_STRAIN_DELTA	14.500129	-
DOCK_STRAIN_DELTA	24.154472	-
DOCK_STRAIN_DELTA	15.323808	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T04	-
DOCK_TARGET	T06	-
DOCK_TARGET	T07	-
DOCK_TARGET	T18	-
EXACT_MASS	273.066889684	Da
FORMULA	C14H12ClN3O	-
HBA	3	-
HBD	3	-
LOGP	3.5340000000000016	-
MOL_WEIGHT	273.723	g/mol
QED_SCORE	0.6840082262452597	-
ROTATABLE_BONDS	3	-
TPSA	60.94	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	-0.5239180535008935	-24.891	10	0.53	-	Best pose
T07	T07	selection_import_t07	1 native pose available	-0.19526986218316073	-30.6859	11	0.58	-	Best pose
T06	T06	selection_import_t06	1 native pose available	1.475835243871475	-22.2233	15	0.71	-	Best pose
T18	T18	selection_import_t18	1 native pose available	3.95079202583633	-21.332	7	0.54	-	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
27	-0.5239180535008935	-1.33951	-24.891	1	10	10	0.53	0.00	0.00	0.00	-	no	geometry warning; 7 clashes; 2 cofactor-context clashes; moderate strain Δ 20.5	Open pose

T07 — T07 1 poses · report selection_import_t07

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
36	-0.19526986218316073	-1.62618	-30.6859	3	12	11	0.58	0.33	0.40	0.40	-	no	geometry warning; 9 clashes; 2 protein contact clashes; moderate strain Δ 24.2	Open pose

T06 — T06 1 poses · report selection_import_t06

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
39	1.475835243871475	-1.18944	-22.2233	3	16	15	0.71	0.00	0.00	0.00	-	no	geometry warning; 9 clashes; 1 protein clash	Open pose

T18 — T18 1 poses · report selection_import_t18

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
39	3.95079202583633	-1.23984	-21.332	7	13	7	0.54	-	-	-	-	no	geometry warning; 7 clashes; 3 protein clashes	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

OHD_Babesia_38

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