Compound detail

SMILES: CCN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)c2ccccc2)cc1

Formula: C22H21N7O | MW: 399.458

LogP: 2.8417000000000012 | TPSA: 123.91

HBA/HBD: 8/2 | RotB: 6

InChIKey: ASBJYAZYFSRQAB-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base ×2 P-gp efflux flag

Functional group

Carbonyl Ketone Primary amine ×2 Tertiary amine

Ring system

Benzene ×2 Pyrimidine Pyrazine

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-1.116940	-
DOCK_BASE_INTER_RANK	-1.123970	-
DOCK_BASE_INTER_RANK	-0.731541	-
DOCK_BASE_INTER_RANK	-1.068650	-
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	17.000000	-
DOCK_CLASH_COUNT	19.000000	-
DOCK_CLASH_COUNT	18.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	15.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT	T22	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	14	-
DOCK_EXPERIMENT_ID	22	-
DOCK_FINAL_RANK	2.183194	-
DOCK_FINAL_RANK	2.981558	-
DOCK_FINAL_RANK	3.332975	-
DOCK_FINAL_RANK	3.505567	-
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:ALA158	1	-
DOCK_IFP::A:ALA24	1	-
DOCK_IFP::A:ALA334	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG17	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASN126	1	-
DOCK_IFP::A:ASN41	1	-
DOCK_IFP::A:ASP129	1	-
DOCK_IFP::A:ASP232	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLU73	1	-
DOCK_IFP::A:GLY23	1	-
DOCK_IFP::A:GLY240	1	-
DOCK_IFP::A:GLY25	1	-
DOCK_IFP::A:GLY71	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:ILE29	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LYS127	1	-
DOCK_IFP::A:LYS159	1	-
DOCK_IFP::A:LYS198	1	-
DOCK_IFP::A:LYS198	1	-
DOCK_IFP::A:LYS26	1	-
DOCK_IFP::A:LYS51	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE38	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER111	1	-
DOCK_IFP::A:SER112	1	-
DOCK_IFP::A:SER157	1	-
DOCK_IFP::A:SER27	1	-
DOCK_IFP::A:SER28	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR44	1	-
DOCK_IFP::A:THR69	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL230	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::D:ARG287	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	0.681425	-
DOCK_MAX_CLASH_OVERLAP	0.681906	-
DOCK_MAX_CLASH_OVERLAP	0.726791	-
DOCK_MAX_CLASH_OVERLAP	0.681458	-
DOCK_POSE_COUNT	2	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	2.163073	-
DOCK_PRE_RANK	2.955825	-
DOCK_PRE_RANK	3.311688	-
DOCK_PRE_RANK	3.479019	-
DOCK_PRIMARY_POSE_ID	2069	-
DOCK_PRIMARY_POSE_ID	8820	-
DOCK_PRIMARY_POSE_ID	14243	-
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_t04	-
DOCK_REPORT_ID	selection_import_t14	-
DOCK_REPORT_ID	selection_import_t22	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS198;A:MET233;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR194;A:VAL230;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:ALA334;A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:GLY240;A:LEU339;A:LYS51;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336	-
DOCK_RESIDUE_CONTACTS	A:ALA158;A:ALA24;A:ASN126;A:ASN41;A:ASP129;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:ILE29;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69	-
DOCK_SCAFFOLD	O=C(c1ccccc1)c1ccc(NCc2cnc3ncncc3n2)cc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)c1ccc(NCc2cnc3ncncc3n2)cc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)c1ccc(NCc2cnc3ncncc3n2)cc1	-
DOCK_SCAFFOLD	O=C(c1ccccc1)c1ccc(NCc2cnc3ncncc3n2)cc1	-
DOCK_SCORE	-33.178200	-
DOCK_SCORE	-31.138400	-
DOCK_SCORE	-21.479100	-
DOCK_SCORE	-30.347500	-
DOCK_SCORE_INTER	-33.508300	-
DOCK_SCORE_INTER	-33.719000	-
DOCK_SCORE_INTER	-21.946200	-
DOCK_SCORE_INTER	-32.059400	-
DOCK_SCORE_INTER_KCAL	-8.003323	-
DOCK_SCORE_INTER_KCAL	-8.053648	-
DOCK_SCORE_INTER_KCAL	-5.241762	-
DOCK_SCORE_INTER_KCAL	-7.657259	-
DOCK_SCORE_INTER_NORM	-1.116940	-
DOCK_SCORE_INTER_NORM	-1.123970	-
DOCK_SCORE_INTER_NORM	-0.731541	-
DOCK_SCORE_INTER_NORM	-1.068650	-
DOCK_SCORE_INTRA	0.330139	-
DOCK_SCORE_INTRA	2.580620	-
DOCK_SCORE_INTRA	0.467079	-
DOCK_SCORE_INTRA	1.711880	-
DOCK_SCORE_INTRA_KCAL	0.078852	-
DOCK_SCORE_INTRA_KCAL	0.616371	-
DOCK_SCORE_INTRA_KCAL	0.111560	-
DOCK_SCORE_INTRA_KCAL	0.408876	-
DOCK_SCORE_INTRA_NORM	0.011005	-
DOCK_SCORE_INTRA_NORM	0.086021	-
DOCK_SCORE_INTRA_NORM	0.015569	-
DOCK_SCORE_INTRA_NORM	0.057063	-
DOCK_SCORE_KCAL	-7.924480	-
DOCK_SCORE_KCAL	-7.437282	-
DOCK_SCORE_KCAL	-5.130197	-
DOCK_SCORE_KCAL	-7.248379	-
DOCK_SCORE_NORM	-1.105940	-
DOCK_SCORE_NORM	-1.037950	-
DOCK_SCORE_NORM	-0.715972	-
DOCK_SCORE_NORM	-1.011580	-
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	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T14_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T22_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C22H21N7O	-
DOCK_SOURCE_FORMULA	C22H21N7O	-
DOCK_SOURCE_FORMULA	C22H21N7O	-
DOCK_SOURCE_FORMULA	C22H21N7O	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
DOCK_SOURCE_HBA	8.000000	-
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	2.841700	-
DOCK_SOURCE_LOGP	2.841700	-
DOCK_SOURCE_LOGP	2.841700	-
DOCK_SOURCE_LOGP	2.841700	-
DOCK_SOURCE_MW	399.458000	-
DOCK_SOURCE_MW	399.458000	-
DOCK_SOURCE_MW	399.458000	-
DOCK_SOURCE_MW	399.458000	-
DOCK_SOURCE_NAME	OHD_Leishmania_136	-
DOCK_SOURCE_NAME	OHD_TB2022_20	-
DOCK_SOURCE_NAME	OHD_Leishmania_136	-
DOCK_SOURCE_NAME	OHD_Leishmania_136	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_RINGS	4.000000	-
DOCK_SOURCE_TPSA	123.910000	-
DOCK_SOURCE_TPSA	123.910000	-
DOCK_SOURCE_TPSA	123.910000	-
DOCK_SOURCE_TPSA	123.910000	-
DOCK_STRAIN_DELTA	16.048786	-
DOCK_STRAIN_DELTA	20.567993	-
DOCK_STRAIN_DELTA	17.058595	-
DOCK_STRAIN_DELTA	21.163020	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T04	-
DOCK_TARGET	T04	-
DOCK_TARGET	T14	-
DOCK_TARGET	T22	-
EXACT_MASS	399.18075829200006	Da
FORMULA	C22H21N7O	-
HBA	8	-
HBD	2	-
LOGP	2.8417000000000012	-
MOL_WEIGHT	399.458	g/mol
QED_SCORE	0.47438153875963446	-
ROTATABLE_BONDS	6	-
TPSA	123.91	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	2 native pose available	2.183193883230364	-33.1782	12	0.63	-	Best pose
T14	T14	selection_import_t14	1 native pose available	3.33297460468041	-21.4791	8	0.53	-	Best pose
T22	T22	selection_import_t22	1 native pose available	3.5055674267181955	-30.3475	15	0.71	-	Best pose

T04 — T04 2 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
15	2.183193883230364	-1.11694	-33.1782	5	12	12	0.63	0.67	0.80	0.80	-	no	geometry warning; 17 clashes; 1 protein clash; 3 cofactor-context clashes	Open pose
36	2.981557588522365	-1.12397	-31.1384	5	15	14	0.74	0.67	0.80	0.80	-	no	geometry warning; 19 clashes; 1 protein clash; 3 cofactor-context clashes; moderate strain Δ 20.6	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
12	3.33297460468041	-0.731541	-21.4791	7	15	8	0.53	0.00	0.00	0.20	-	no	geometry warning; 18 clashes; 1 protein clash	Open pose

T22 — T22 1 poses · report selection_import_t22

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
5	3.5055674267181955	-1.06865	-30.3475	8	19	15	0.71	0.33	0.36	0.45	-	no	geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 21.2	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_Leishmania_136

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