Compound detail

SMILES: CC(C)S(=O)(=O)c1ccc(-c2c[nH+]c(N)c3cc(-c4ccnc(N)n4)ccc23)cc1

Formula: C22H22N5O2S+ | MW: 420.51800000000014

LogP: 3.1244000000000005 | TPSA: 126.1

HBA/HBD: 6/2 | RotB: 4

InChIKey: JKLFMDIFCMALPK-UHFFFAOYSA-O

Recognized patterns

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

Highlighted: 1 pattern Primary amine Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base ×2

Functional group

Primary amine ×2 Sulfone

Ring system

Benzene ×2 Pyridine Isoquinoline Pyrimidine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.072680	-
DOCK_BASE_INTER_RANK	-0.815467	-
DOCK_BASE_INTER_RANK	-0.696913	-
DOCK_BASE_INTER_RANK	-0.793793	-
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	15.000000	-
DOCK_CLASH_COUNT	12.000000	-
DOCK_CONTACT_COUNT	18.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_EXPERIMENT	T17	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T15	-
DOCK_EXPERIMENT	T18	-
DOCK_EXPERIMENT_ID	15	-
DOCK_EXPERIMENT_ID	17	-
DOCK_EXPERIMENT_ID	8	-
DOCK_EXPERIMENT_ID	18	-
DOCK_FINAL_RANK	1.653704	-
DOCK_FINAL_RANK	2.464399	-
DOCK_FINAL_RANK	2.141037	-
DOCK_FINAL_RANK	1.932118	-
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:ALA365	1	-
DOCK_IFP::A:ALA96	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG228	1	-
DOCK_IFP::A:ASP116	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:CYS375	1	-
DOCK_IFP::A:GLU18	1	-
DOCK_IFP::A:GLY13	1	-
DOCK_IFP::A:GLY196	1	-
DOCK_IFP::A:GLY197	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:GLY229	1	-
DOCK_IFP::A:GLY376	1	-
DOCK_IFP::A:HIS428	1	-
DOCK_IFP::A:ILE106	1	-
DOCK_IFP::A:ILE226	1	-
DOCK_IFP::A:ILE339	1	-
DOCK_IFP::A:LEU17	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU227	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU332	1	-
DOCK_IFP::A:LEU334	1	-
DOCK_IFP::A:LYS13	1	-
DOCK_IFP::A:LYS178	1	-
DOCK_IFP::A:MET113	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:PHE198	1	-
DOCK_IFP::A:PHE230	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:SER109	1	-
DOCK_IFP::A:SER14	1	-
DOCK_IFP::A:SER364	1	-
DOCK_IFP::A:SER95	1	-
DOCK_IFP::A:THR117	1	-
DOCK_IFP::A:THR374	1	-
DOCK_IFP::A:TRP21	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR110	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:TYR221	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL211	1	-
DOCK_IFP::B:ALA77	1	-
DOCK_IFP::B:ARG74	1	-
DOCK_IFP::B:ASN208	1	-
DOCK_IFP::B:ASN245	1	-
DOCK_IFP::B:GLY214	1	-
DOCK_IFP::B:GLY215	1	-
DOCK_IFP::B:GLY246	1	-
DOCK_IFP::B:GLY85	1	-
DOCK_IFP::B:LEU73	1	-
DOCK_IFP::B:LYS211	1	-
DOCK_IFP::B:MET70	1	-
DOCK_IFP::B:PHE83	1	-
DOCK_IFP::B:PRO212	1	-
DOCK_IFP::B:PRO213	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	0.690810	-
DOCK_MAX_CLASH_OVERLAP	0.690825	-
DOCK_MAX_CLASH_OVERLAP	0.690827	-
DOCK_MAX_CLASH_OVERLAP	0.690855	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.123018	-
DOCK_PRE_RANK	1.634922	-
DOCK_PRE_RANK	2.444982	-
DOCK_PRE_RANK	1.913278	-
DOCK_PRIMARY_POSE_ID	9584	-
DOCK_PRIMARY_POSE_ID	10953	-
DOCK_PRIMARY_POSE_ID	11618	-
DOCK_PRIMARY_POSE_ID	4859	-
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_t15	-
DOCK_REPORT_ID	selection_import_t18	-
DOCK_REPORT_ID	selection_import_t17	-
DOCK_REPORT_ID	selection_import_t08	-
DOCK_RESIDUE_CONTACTS	A:ALA365;A:ARG228;A:CYS375;A:GLY196;A:GLY197;A:GLY229;A:GLY376;A:HIS428;A:ILE226;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR374;A:TYR221	-
DOCK_RESIDUE_CONTACTS	A:ASP116;A:GLU18;A:GLY13;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:TRP21;A:TYR110	-
DOCK_RESIDUE_CONTACTS	B:ALA77;B:ARG74;B:ASN208;B:ASN245;B:GLY214;B:GLY215;B:GLY246;B:GLY85;B:LEU73;B:LYS211;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:VAL88	-
DOCK_RESIDUE_CONTACTS	A:ALA96;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU263;A:LYS13;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211	-
DOCK_SCAFFOLD	c1ccc(-c2c[nH+]cc3cc(-c4ccncn4)ccc23)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2c[nH+]cc3cc(-c4ccncn4)ccc23)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2c[nH+]cc3cc(-c4ccncn4)ccc23)cc1	-
DOCK_SCAFFOLD	c1ccc(-c2c[nH+]cc3cc(-c4ccncn4)ccc23)cc1	-
DOCK_SCORE	-22.998000	-
DOCK_SCORE	-19.837200	-
DOCK_SCORE	-22.524700	-
DOCK_SCORE	-29.453300	-
DOCK_SCORE_INTER	-24.464000	-
DOCK_SCORE_INTER	-32.180500	-
DOCK_SCORE_INTER	-20.907400	-
DOCK_SCORE_INTER	-23.813800	-
DOCK_SCORE_INTER_KCAL	-5.687831	-
DOCK_SCORE_INTER_KCAL	-7.686184	-
DOCK_SCORE_INTER_KCAL	-4.993649	-
DOCK_SCORE_INTER_KCAL	-5.843129	-
DOCK_SCORE_INTER_NORM	-1.072680	-
DOCK_SCORE_INTER_NORM	-0.696913	-
DOCK_SCORE_INTER_NORM	-0.793793	-
DOCK_SCORE_INTER_NORM	-0.815467	-
DOCK_SCORE_INTRA	1.465970	-
DOCK_SCORE_INTRA	1.070150	-
DOCK_SCORE_INTRA	2.727260	-
DOCK_SCORE_INTRA	1.289060	-
DOCK_SCORE_INTRA_KCAL	0.350141	-
DOCK_SCORE_INTRA_KCAL	0.651395	-
DOCK_SCORE_INTRA_KCAL	0.307887	-
DOCK_SCORE_INTRA_KCAL	0.255601	-
DOCK_SCORE_INTRA_NORM	0.090909	-
DOCK_SCORE_INTRA_NORM	0.048865	-
DOCK_SCORE_INTRA_NORM	0.035672	-
DOCK_SCORE_INTRA_NORM	0.042969	-
DOCK_SCORE_KCAL	-5.379934	-
DOCK_SCORE_KCAL	-7.034803	-
DOCK_SCORE_KCAL	-5.492980	-
DOCK_SCORE_KCAL	-4.738036	-
DOCK_SCORE_NORM	-0.766601	-
DOCK_SCORE_NORM	-0.981776	-
DOCK_SCORE_NORM	-0.661241	-
DOCK_SCORE_NORM	-0.750824	-
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	T17_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T15_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T18_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T08_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H22N5O2S+	-
DOCK_SOURCE_FORMULA	C22H22N5O2S+	-
DOCK_SOURCE_FORMULA	C22H22N5O2S+	-
DOCK_SOURCE_FORMULA	C22H22N5O2S+	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBA	6.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_HEAVY_ATOMS	30.000000	-
DOCK_SOURCE_LOGP	3.124400	-
DOCK_SOURCE_LOGP	3.124400	-
DOCK_SOURCE_LOGP	3.124400	-
DOCK_SOURCE_LOGP	3.124400	-
DOCK_SOURCE_MW	420.518000	-
DOCK_SOURCE_MW	420.518000	-
DOCK_SOURCE_MW	420.518000	-
DOCK_SOURCE_MW	420.518000	-
DOCK_SOURCE_NAME	KB_HAT_86	-
DOCK_SOURCE_NAME	KB_HAT_86	-
DOCK_SOURCE_NAME	KB_HAT_86	-
DOCK_SOURCE_NAME	KB_HAT_86	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	126.100000	-
DOCK_SOURCE_TPSA	126.100000	-
DOCK_SOURCE_TPSA	126.100000	-
DOCK_SOURCE_TPSA	126.100000	-
DOCK_STRAIN_DELTA	15.416925	-
DOCK_STRAIN_DELTA	14.831700	-
DOCK_STRAIN_DELTA	14.106919	-
DOCK_STRAIN_DELTA	14.885375	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T08	-
DOCK_TARGET	T17	-
DOCK_TARGET	T15	-
DOCK_TARGET	T18	-
EXACT_MASS	420.1488723640901	Da
FORMULA	C22H22N5O2S+	-
HBA	6	-
HBD	2	-
LOGP	3.1244000000000005	-
MOL_WEIGHT	420.51800000000014	g/mol
QED_SCORE	0.5222475395931527	-
ROTATABLE_BONDS	4	-
TPSA	126.1	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
T08	T08	selection_import_t08	1 native pose available	1.653703877000428	-29.4533	13	0.68	-	Best pose
T18	T18	selection_import_t18	1 native pose available	1.9321178679314854	-19.8372	9	0.69	-	Best pose
T15	T15	selection_import_t15	1 native pose available	2.1410370249188944	-22.998	12	0.92	-	Best pose
T17	T17	selection_import_t17	1 native pose available	2.4643993468249397	-22.5247	9	0.75	-	Best pose

T08 — T08 1 poses · report selection_import_t08

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
118	1.653703877000428	-1.07268	-29.4533	10	18	13	0.68	0.67	0.60	0.60	-	no	geometry warning; 15 clashes; 6 protein contact clashes; 3 severe cofactor-context clashes	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
97	1.9321178679314854	-0.696913	-19.8372	5	12	9	0.69	-	-	-	-	no	geometry warning; 14 clashes; 6 protein contact clashes	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
98	2.1410370249188944	-0.815467	-22.998	9	15	12	0.92	-	-	-	-	no	geometry warning; 12 clashes; 10 protein contact clashes	Open pose

T17 — T17 1 poses · report selection_import_t17

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
110	2.4643993468249397	-0.793793	-22.5247	5	17	9	0.75	0.00	0.00	0.00	-	no	geometry warning; 12 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

KB_HAT_86

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