Compound detail

SMILES: Cc1ccc(C2(CNC(=O)c3cc(COn4nnc5cccnc54)ccc3Cl)CCCCC2)cc1

Formula: C27H28ClN5O2 | MW: 490.00700000000006

LogP: 5.048820000000005 | TPSA: 81.92999999999999

HBA/HBD: 5/1 | RotB: 7

InChIKey: YHQRKQLDPXYOSI-UHFFFAOYSA-N

Recognized patterns

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

Highlighted: 1 pattern Amide Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Chlorine

Ring system

Benzene ×2 Pyridine Cyclohexane

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.760329	-
DOCK_BASE_INTER_RANK	-0.844389	-
DOCK_BASE_INTER_RANK	-0.751790	-
DOCK_BASE_INTER_RANK	-0.592942	-
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	13.000000	-
DOCK_CLASH_COUNT	16.000000	-
DOCK_CLASH_COUNT	15.000000	-
DOCK_CLASH_COUNT	14.000000	-
DOCK_CONTACT_COUNT	19.000000	-
DOCK_CONTACT_COUNT	13.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_EXPERIMENT	T02	-
DOCK_EXPERIMENT	T04	-
DOCK_EXPERIMENT	T09	-
DOCK_EXPERIMENT	T20	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	4	-
DOCK_EXPERIMENT_ID	9	-
DOCK_EXPERIMENT_ID	20	-
DOCK_FINAL_RANK	0.686085	-
DOCK_FINAL_RANK	3.673013	-
DOCK_FINAL_RANK	1.291032	-
DOCK_FINAL_RANK	1.946793	-
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:ARG17	1	-
DOCK_IFP::A:ARG29	1	-
DOCK_IFP::A:ASN402	1	-
DOCK_IFP::A:ASP22	1	-
DOCK_IFP::A:GLU31	1	-
DOCK_IFP::A:GLU466	1	-
DOCK_IFP::A:GLU467	1	-
DOCK_IFP::A:GLY21	1	-
DOCK_IFP::A:HIS241	1	-
DOCK_IFP::A:HIS461	1	-
DOCK_IFP::A:ILE61	1	-
DOCK_IFP::A:ILE8	1	-
DOCK_IFP::A:LEU188	1	-
DOCK_IFP::A:LEU226	1	-
DOCK_IFP::A:LEU229	1	-
DOCK_IFP::A:LEU23	1	-
DOCK_IFP::A:LEU28	1	-
DOCK_IFP::A:LEU399	1	-
DOCK_IFP::A:LEU68	1	-
DOCK_IFP::A:LYS410	1	-
DOCK_IFP::A:MET233	1	-
DOCK_IFP::A:NAP201	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:NDP302	1	-
DOCK_IFP::A:PHE113	1	-
DOCK_IFP::A:PHE32	1	-
DOCK_IFP::A:PHE35	1	-
DOCK_IFP::A:PHE396	1	-
DOCK_IFP::A:PRO115	1	-
DOCK_IFP::A:PRO27	1	-
DOCK_IFP::A:PRO398	1	-
DOCK_IFP::A:PRO462	1	-
DOCK_IFP::A:SER464	1	-
DOCK_IFP::A:SER60	1	-
DOCK_IFP::A:THR137	1	-
DOCK_IFP::A:THR397	1	-
DOCK_IFP::A:THR463	1	-
DOCK_IFP::A:THR57	1	-
DOCK_IFP::A:TYR114	1	-
DOCK_IFP::A:TYR191	1	-
DOCK_IFP::A:TYR194	1	-
DOCK_IFP::A:VAL116	1	-
DOCK_IFP::A:VAL9	1	-
DOCK_IFP::B:ALA32	1	-
DOCK_IFP::B:ARG48	1	-
DOCK_IFP::B:ASP52	1	-
DOCK_IFP::B:ILE45	1	-
DOCK_IFP::B:LEU94	1	-
DOCK_IFP::B:MET53	1	-
DOCK_IFP::B:PHE56	1	-
DOCK_IFP::B:PRO88	1	-
DOCK_IFP::B:THR180	1	-
DOCK_IFP::B:THR83	1	-
DOCK_IFP::B:TRP47	1	-
DOCK_IFP::B:VAL156	1	-
DOCK_IFP::B:VAL30	1	-
DOCK_IFP::B:VAL31	1	-
DOCK_IFP::B:VAL49	1	-
DOCK_IFP::B:VAL87	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	0.687603	-
DOCK_MAX_CLASH_OVERLAP	0.687581	-
DOCK_MAX_CLASH_OVERLAP	0.705676	-
DOCK_MAX_CLASH_OVERLAP	0.687465	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_POSE_COUNT	1	-
DOCK_PRE_RANK	0.661613	-
DOCK_PRE_RANK	3.646795	-
DOCK_PRE_RANK	1.261230	-
DOCK_PRE_RANK	1.929167	-
DOCK_PRIMARY_POSE_ID	999	-
DOCK_PRIMARY_POSE_ID	2296	-
DOCK_PRIMARY_POSE_ID	5656	-
DOCK_PRIMARY_POSE_ID	13193	-
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_t02	-
DOCK_REPORT_ID	selection_import_t04	-
DOCK_REPORT_ID	selection_import_t09	-
DOCK_REPORT_ID	selection_import_t20	-
DOCK_RESIDUE_CONTACTS	A:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:VAL116;A:VAL9	-
DOCK_RESIDUE_CONTACTS	A:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:PRO115;A:TYR114;A:TYR191;A:TYR194;D:ARG287	-
DOCK_RESIDUE_CONTACTS	A:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO88;B:THR180;B:THR83;B:TRP47;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:THR397;A:THR463	-
DOCK_SCAFFOLD	O=C(NCC1(c2ccccc2)CCCCC1)c1cccc(COn2nnc3cccnc32)c1	-
DOCK_SCAFFOLD	O=C(NCC1(c2ccccc2)CCCCC1)c1cccc(COn2nnc3cccnc32)c1	-
DOCK_SCAFFOLD	O=C(NCC1(c2ccccc2)CCCCC1)c1cccc(COn2nnc3cccnc32)c1	-
DOCK_SCAFFOLD	O=C(NCC1(c2ccccc2)CCCCC1)c1cccc(COn2nnc3cccnc32)c1	-
DOCK_SCORE	-22.088200	-
DOCK_SCORE	-26.046600	-
DOCK_SCORE	-26.271900	-
DOCK_SCORE	-21.659300	-
DOCK_SCORE_INTER	-26.611500	-
DOCK_SCORE_INTER	-29.553600	-
DOCK_SCORE_INTER	-26.312600	-
DOCK_SCORE_INTER	-20.753000	-
DOCK_SCORE_INTER_KCAL	-6.356050	-
DOCK_SCORE_INTER_KCAL	-7.058759	-
DOCK_SCORE_INTER_KCAL	-6.284659	-
DOCK_SCORE_INTER_KCAL	-4.956771	-
DOCK_SCORE_INTER_NORM	-0.760329	-
DOCK_SCORE_INTER_NORM	-0.844389	-
DOCK_SCORE_INTER_NORM	-0.751790	-
DOCK_SCORE_INTER_NORM	-0.592942	-
DOCK_SCORE_INTRA	4.523290	-
DOCK_SCORE_INTRA	3.506970	-
DOCK_SCORE_INTRA	0.040784	-
DOCK_SCORE_INTRA	-0.906339	-
DOCK_SCORE_INTRA_KCAL	1.080370	-
DOCK_SCORE_INTRA_KCAL	0.837626	-
DOCK_SCORE_INTRA_KCAL	0.009741	-
DOCK_SCORE_INTRA_KCAL	-0.216475	-
DOCK_SCORE_INTRA_NORM	0.129237	-
DOCK_SCORE_INTRA_NORM	0.100199	-
DOCK_SCORE_INTRA_NORM	0.001165	-
DOCK_SCORE_INTRA_NORM	-0.025895	-
DOCK_SCORE_KCAL	-5.275678	-
DOCK_SCORE_KCAL	-6.221126	-
DOCK_SCORE_KCAL	-6.274938	-
DOCK_SCORE_KCAL	-5.173237	-
DOCK_SCORE_NORM	-0.631092	-
DOCK_SCORE_NORM	-0.744190	-
DOCK_SCORE_NORM	-0.750625	-
DOCK_SCORE_NORM	-0.618837	-
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	T02_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T04_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T09_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FILE	T20_top5_kcal_zscore_compound_names.sdf	-
DOCK_SOURCE_FORMULA	C27H28ClN5O2	-
DOCK_SOURCE_FORMULA	C27H28ClN5O2	-
DOCK_SOURCE_FORMULA	C27H28ClN5O2	-
DOCK_SOURCE_FORMULA	C27H28ClN5O2	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBA	5.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HBD	1.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_HEAVY_ATOMS	35.000000	-
DOCK_SOURCE_LOGP	5.048820	-
DOCK_SOURCE_LOGP	5.048820	-
DOCK_SOURCE_LOGP	5.048820	-
DOCK_SOURCE_LOGP	5.048820	-
DOCK_SOURCE_MW	490.007000	-
DOCK_SOURCE_MW	490.007000	-
DOCK_SOURCE_MW	490.007000	-
DOCK_SOURCE_MW	490.007000	-
DOCK_SOURCE_NAME	MK205	-
DOCK_SOURCE_NAME	MK205	-
DOCK_SOURCE_NAME	MK205	-
DOCK_SOURCE_NAME	MK205	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	81.930000	-
DOCK_SOURCE_TPSA	81.930000	-
DOCK_SOURCE_TPSA	81.930000	-
DOCK_SOURCE_TPSA	81.930000	-
DOCK_STRAIN_DELTA	19.621440	-
DOCK_STRAIN_DELTA	20.923776	-
DOCK_STRAIN_DELTA	23.416901	-
DOCK_STRAIN_DELTA	13.723849	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	1	-
DOCK_TARGET	T02	-
DOCK_TARGET	T04	-
DOCK_TARGET	T09	-
DOCK_TARGET	T20	-
EXACT_MASS	489.19315281600007	Da
FORMULA	C27H28ClN5O2	-
HBA	5	-
HBD	1	-
LOGP	5.048820000000005	-
MOL_WEIGHT	490.00700000000006	g/mol
QED_SCORE	0.3926084743646706	-
ROTATABLE_BONDS	7	-
TPSA	81.92999999999999	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
T02	T02	selection_import_t02	1 native pose available	0.6860853477039284	-22.0882	16	0.76	-	Best pose
T09	T09	selection_import_t09	1 native pose available	1.2910316834323359	-26.2719	14	0.67	-	Best pose
T20	T20	selection_import_t20	1 native pose available	1.946792524209656	-21.6593	6	0.75	-	Best pose
T04	T04	selection_import_t04	1 native pose available	3.6730132629193424	-26.0466	12	0.63	-	Best pose

T02 — T02 1 poses · report selection_import_t02

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
321	0.6860853477039284	-0.760329	-22.0882	0	19	16	0.76	0.00	0.00	0.00	-	no	geometry warning; 13 clashes; 1 cofactor-context clash	Open pose

T09 — T09 1 poses · report selection_import_t09

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
238	1.2910316834323359	-0.75179	-26.2719	1	17	14	0.67	0.00	0.00	0.00	-	no	geometry warning; 15 clashes; 2 protein contact clashes; moderate strain Δ 23.4	Open pose

T20 — T20 1 poses · report selection_import_t20

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
314	1.946792524209656	-0.592942	-21.6593	7	12	6	0.75	0.00	0.00	0.00	-	no	geometry warning; 14 clashes; 6 protein contact clashes	Open 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
263	3.6730132629193424	-0.844389	-26.0466	3	13	12	0.63	0.17	0.20	0.20	-	no	geometry warning; 16 clashes; 2 protein clashes; 2 cofactor-context clashes; moderate strain Δ 20.9	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

MK205

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