Compound detail

SMILES: Nc1cccc2c1[nH+]cn2Cc1ccc2ccccc2c1

Formula: C18H16N3+ | MW: 274.34700000000004

LogP: 3.2391000000000023 | TPSA: 45.089999999999996

HBA/HBD: 1/1 | RotB: 2

InChIKey: WWKLZZJHOOIASK-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Benzene Clear highlight

Bio motif

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

Functional group

Primary amine

Ring system

Benzene ×3 Benzimidazole Imidazole Naphthalene

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.213120	-
DOCK_BASE_INTER_RANK	-1.490610	-
DOCK_BASE_INTER_RANK	-1.071090	-
DOCK_BASE_INTER_RANK	-1.100170	-
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	10.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CLASH_COUNT	9.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_EXPERIMENT	T01	-
DOCK_EXPERIMENT	T07	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T16	-
DOCK_EXPERIMENT_ID	1	-
DOCK_EXPERIMENT_ID	7	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	16	-
DOCK_FINAL_RANK	0.147776	-
DOCK_FINAL_RANK	-0.310960	-
DOCK_FINAL_RANK	1.728380	-
DOCK_FINAL_RANK	3.440919	-
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:ALA90	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN208	1	-
DOCK_IFP::A:ASN91	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:GLY214	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LYS211	1	-
DOCK_IFP::A:LYS89	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:MET70	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO187	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO212	1	-
DOCK_IFP::A:PRO213	1	-
DOCK_IFP::A:PRO62	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TRP92	1	-
DOCK_IFP::A:TYR122	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR210	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::A:VAL9	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	0.638327	-
DOCK_MAX_CLASH_OVERLAP	0.638313	-
DOCK_MAX_CLASH_OVERLAP	0.638282	-
DOCK_MAX_CLASH_OVERLAP	0.638329	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.128357	-
DOCK_PRE_RANK	-0.326137	-
DOCK_PRE_RANK	1.710261	-
DOCK_PRE_RANK	3.417427	-
DOCK_PRIMARY_POSE_ID	342	-
DOCK_PRIMARY_POSE_ID	4340	-
DOCK_PRIMARY_POSE_ID	9125	-
DOCK_PRIMARY_POSE_ID	10532	-
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_t07	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t16	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:CYS168;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174	-
DOCK_RESIDUE_CONTACTS	A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:ALA209;A:ALA90;A:ASN208;A:ASN91;A:GLY214;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210	-
DOCK_SCAFFOLD	c1ccc2cc(Cn3c[nH+]c4ccccc43)ccc2c1	-
DOCK_SCAFFOLD	c1ccc2cc(Cn3c[nH+]c4ccccc43)ccc2c1	-
DOCK_SCAFFOLD	c1ccc2cc(Cn3c[nH+]c4ccccc43)ccc2c1	-
DOCK_SCAFFOLD	c1ccc2cc(Cn3c[nH+]c4ccccc43)ccc2c1	-
DOCK_SCORE	-24.914400	-
DOCK_SCORE	-31.208600	-
DOCK_SCORE	-22.644500	-
DOCK_SCORE	-22.655200	-
DOCK_SCORE_INTER	-25.475600	-
DOCK_SCORE_INTER	-31.302800	-
DOCK_SCORE_INTER	-22.492900	-
DOCK_SCORE_INTER	-23.103500	-
DOCK_SCORE_INTER_KCAL	-6.084745	-
DOCK_SCORE_INTER_KCAL	-7.476549	-
DOCK_SCORE_INTER_KCAL	-5.372339	-
DOCK_SCORE_INTER_KCAL	-5.518179	-
DOCK_SCORE_INTER_NORM	-1.213120	-
DOCK_SCORE_INTER_NORM	-1.490610	-
DOCK_SCORE_INTER_NORM	-1.071090	-
DOCK_SCORE_INTER_NORM	-1.100170	-
DOCK_SCORE_INTRA	0.561223	-
DOCK_SCORE_INTRA	0.094212	-
DOCK_SCORE_INTRA	-0.151611	-
DOCK_SCORE_INTRA	0.448373	-
DOCK_SCORE_INTRA_KCAL	0.134046	-
DOCK_SCORE_INTRA_KCAL	0.022502	-
DOCK_SCORE_INTRA_KCAL	-0.036212	-
DOCK_SCORE_INTRA_KCAL	0.107092	-
DOCK_SCORE_INTRA_NORM	0.026725	-
DOCK_SCORE_INTRA_NORM	0.004486	-
DOCK_SCORE_INTRA_NORM	-0.007220	-
DOCK_SCORE_INTRA_NORM	0.021351	-
DOCK_SCORE_KCAL	-5.950705	-
DOCK_SCORE_KCAL	-7.454049	-
DOCK_SCORE_KCAL	-5.408548	-
DOCK_SCORE_KCAL	-5.411104	-
DOCK_SCORE_NORM	-1.186400	-
DOCK_SCORE_NORM	-1.486120	-
DOCK_SCORE_NORM	-1.078310	-
DOCK_SCORE_NORM	-1.078820	-
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	T01_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T07_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T16_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C18H16N3+	-
DOCK_SOURCE_FORMULA	C18H16N3+	-
DOCK_SOURCE_FORMULA	C18H16N3+	-
DOCK_SOURCE_FORMULA	C18H16N3+	-
DOCK_SOURCE_HBA	1.000000	-
DOCK_SOURCE_HBA	1.000000	-
DOCK_SOURCE_HBA	1.000000	-
DOCK_SOURCE_HBA	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_HEAVY_ATOMS	21.000000	-
DOCK_SOURCE_LOGP	3.239100	-
DOCK_SOURCE_LOGP	3.239100	-
DOCK_SOURCE_LOGP	3.239100	-
DOCK_SOURCE_LOGP	3.239100	-
DOCK_SOURCE_MW	274.347000	-
DOCK_SOURCE_MW	274.347000	-
DOCK_SOURCE_MW	274.347000	-
DOCK_SOURCE_MW	274.347000	-
DOCK_SOURCE_NAME	CKP-29	-
DOCK_SOURCE_NAME	CKP-29	-
DOCK_SOURCE_NAME	CKP-29	-
DOCK_SOURCE_NAME	CKP-29	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	45.090000	-
DOCK_SOURCE_TPSA	45.090000	-
DOCK_SOURCE_TPSA	45.090000	-
DOCK_SOURCE_TPSA	45.090000	-
DOCK_STRAIN_DELTA	15.419369	-
DOCK_STRAIN_DELTA	11.172776	-
DOCK_STRAIN_DELTA	14.203475	-
DOCK_STRAIN_DELTA	18.861260	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T01	-
DOCK_TARGET	T07	-
DOCK_TARGET	T14	-
DOCK_TARGET	T16	-
EXACT_MASS	274.13387393208995	Da
FORMULA	C18H16N3+	-
HBA	1	-
HBD	1	-
LOGP	3.2391000000000023	-
MOL_WEIGHT	274.34700000000004	g/mol
QED_SCORE	0.5603204154485409	-
ROTATABLE_BONDS	2	-
TPSA	45.089999999999996	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
T07	T07	selection_import_t07	1 native pose available	-0.31095997506505085	-31.2086	12	0.63	-	Best pose
T01	T01	selection_import_t01	1 native pose available	0.1477763323184262	-24.9144	15	0.71	-	Best pose
T14	T14	selection_import_t14	1 native pose available	1.7283796893642227	-22.6445	8	0.53	-	Best pose
T16	T16	selection_import_t16	1 native pose available	3.440919281474244	-22.6552	5	0.42	-	Best 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
277	-0.31095997506505085	-1.49061	-31.2086	7	12	12	0.63	0.50	0.40	0.40	-	no	geometry warning; 9 clashes; 1 protein contact clash; 3 cofactor-context clashes	Open 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
342	0.1477763323184262	-1.21312	-24.9144	3	15	15	0.71	0.00	0.00	0.00	-	no	geometry warning; 10 clashes; 1 protein contact clash; 1 severe cofactor-context clash	Open pose

T14 — T14 1 poses · report selection_import_t14

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
317	1.7283796893642227	-1.07109	-22.6445	4	12	8	0.53	0.00	0.20	0.20	-	no	geometry warning; 9 clashes; 1 protein clash	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
367	3.440919281474244	-1.10017	-22.6552	5	13	5	0.42	-	-	-	-	no	geometry warning; 9 clashes; 2 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

CKP-29

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