Compound detail

SMILES: O=C1c2n[nH]c(-c3ccccc3O)c2[C@@H](c2cccc(Cl)c2)N1Cc1ccco1

Formula: C22H16ClN3O3 | MW: 405.8410000000001

LogP: 4.774100000000003 | TPSA: 82.36

HBA/HBD: 4/2 | RotB: 4

InChIKey: SUBFUFJBWSGAKT-OAQYLSRUSA-N

Recognized patterns

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

Highlighted: 1 pattern Furan Clear highlight

Bio motif

N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Phenol Tertiary amine Lactam Chlorine

Ring system

Benzene ×2 Furan Pyrazole

3D loads on demand to keep the page fast.

Properties

Name	Value	Unit
DOCK_BASE_INTER_RANK	-0.878597	-
DOCK_BASE_INTER_RANK	-0.922463	-
DOCK_BASE_INTER_RANK	-0.798642	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_BOND_LENGTH_OUTLIERS	0.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CLASH_COUNT	10.000000	-
DOCK_CLASH_COUNT	6.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	17.000000	-
DOCK_CONTACT_COUNT	12.000000	-
DOCK_EXPERIMENT	T03	-
DOCK_EXPERIMENT	T08	-
DOCK_EXPERIMENT	T14	-
DOCK_EXPERIMENT_ID	2	-
DOCK_EXPERIMENT_ID	6	-
DOCK_EXPERIMENT_ID	12	-
DOCK_FINAL_RANK	2.757996	-
DOCK_FINAL_RANK	5.139814	-
DOCK_FINAL_RANK	4.451676	-
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_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_HARD_GEOMETRY_FAIL	0	-
DOCK_IFP::A:ALA32	1	-
DOCK_IFP::A:ARG14	1	-
DOCK_IFP::A:ARG242	1	-
DOCK_IFP::A:ARG337	1	-
DOCK_IFP::A:ASP161	1	-
DOCK_IFP::A:ASP243	1	-
DOCK_IFP::A:ASP385	1	-
DOCK_IFP::A:ASP52	1	-
DOCK_IFP::A:CYS168	1	-
DOCK_IFP::A:GLU384	1	-
DOCK_IFP::A:GLY157	1	-
DOCK_IFP::A:GLY205	1	-
DOCK_IFP::A:ILE45	1	-
DOCK_IFP::A:LEU208	1	-
DOCK_IFP::A:LEU209	1	-
DOCK_IFP::A:LEU263	1	-
DOCK_IFP::A:LEU339	1	-
DOCK_IFP::A:LEU94	1	-
DOCK_IFP::A:MET163	1	-
DOCK_IFP::A:MET213	1	-
DOCK_IFP::A:MET386	1	-
DOCK_IFP::A:MET53	1	-
DOCK_IFP::A:NAP301	1	-
DOCK_IFP::A:NDP301	1	-
DOCK_IFP::A:PHE171	1	-
DOCK_IFP::A:PHE383	1	-
DOCK_IFP::A:PHE56	1	-
DOCK_IFP::A:PHE97	1	-
DOCK_IFP::A:PRO210	1	-
DOCK_IFP::A:PRO88	1	-
DOCK_IFP::A:SER282	1	-
DOCK_IFP::A:SER44	1	-
DOCK_IFP::A:SER86	1	-
DOCK_IFP::A:THR241	1	-
DOCK_IFP::A:THR83	1	-
DOCK_IFP::A:TRP221	1	-
DOCK_IFP::A:TYR162	1	-
DOCK_IFP::A:TYR174	1	-
DOCK_IFP::A:VAL156	1	-
DOCK_IFP::A:VAL206	1	-
DOCK_IFP::A:VAL30	1	-
DOCK_IFP::A:VAL31	1	-
DOCK_IFP::A:VAL335	1	-
DOCK_IFP::A:VAL336	1	-
DOCK_IFP::A:VAL87	1	-
DOCK_IFP::D:HIS267	1	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_IMPORT_SCOPE	best_by_name	-
DOCK_MAX_CLASH_OVERLAP	0.617154	-
DOCK_MAX_CLASH_OVERLAP	0.617041	-
DOCK_MAX_CLASH_OVERLAP	0.619421	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	4	-
DOCK_POSE_COUNT	6	-
DOCK_PRE_RANK	2.757996	-
DOCK_PRE_RANK	4.633749	-
DOCK_PRE_RANK	3.738116	-
DOCK_PRIMARY_POSE_ID	6470	-
DOCK_PRIMARY_POSE_ID	15067	-
DOCK_PRIMARY_POSE_ID	30695	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_RANKING_MODE	inter_strain_penalized	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T03	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T08	-
DOCK_REPORT_ID	dockmulti_91311c650f2e_T14	-
DOCK_RESIDUE_CONTACTS	A:ALA32;A:ASP52;A:GLY157;A:ILE45;A:LEU94;A:MET53;A:NDP301;A:PHE56;A:PRO88;A:SER44;A:SER86;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87	-
DOCK_RESIDUE_CONTACTS	A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;D:HIS267	-
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_SCAFFOLD	O=C1c2n[nH]c(-c3ccccc3)c2C(c2ccccc2)N1Cc1ccco1	-
DOCK_SCAFFOLD	O=C1c2n[nH]c(-c3ccccc3)c2C(c2ccccc2)N1Cc1ccco1	-
DOCK_SCAFFOLD	O=C1c2[nH]nc(-c3ccccc3)c2C(c2ccccc2)N1Cc1ccco1	-
DOCK_SCORE	-26.646300	-
DOCK_SCORE	-27.916500	-
DOCK_SCORE	-22.469000	-
DOCK_SCORE_INTER	-25.479300	-
DOCK_SCORE_INTER	-26.751400	-
DOCK_SCORE_INTER	-23.160600	-
DOCK_SCORE_INTER_KCAL	-6.085629	-
DOCK_SCORE_INTER_KCAL	-6.389465	-
DOCK_SCORE_INTER_KCAL	-5.531817	-
DOCK_SCORE_INTER_NORM	-0.878597	-
DOCK_SCORE_INTER_NORM	-0.922463	-
DOCK_SCORE_INTER_NORM	-0.798642	-
DOCK_SCORE_INTRA	-1.167010	-
DOCK_SCORE_INTRA	-1.165110	-
DOCK_SCORE_INTRA	0.691602	-
DOCK_SCORE_INTRA_KCAL	-0.278736	-
DOCK_SCORE_INTRA_KCAL	-0.278282	-
DOCK_SCORE_INTRA_KCAL	0.165186	-
DOCK_SCORE_INTRA_NORM	-0.040242	-
DOCK_SCORE_INTRA_NORM	-0.040176	-
DOCK_SCORE_INTRA_NORM	0.023848	-
DOCK_SCORE_KCAL	-6.364362	-
DOCK_SCORE_KCAL	-6.667744	-
DOCK_SCORE_KCAL	-5.366631	-
DOCK_SCORE_NORM	-0.918838	-
DOCK_SCORE_NORM	-0.962640	-
DOCK_SCORE_NORM	-0.774794	-
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_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_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_SOURCE_FILE	results_T03_top1000.sdf	-
DOCK_SOURCE_FILE	results_T08_top1000.sdf	-
DOCK_SOURCE_FILE	results_T14_top1000.sdf	-
DOCK_SOURCE_FORMULA	C22H16ClN3O3	-
DOCK_SOURCE_FORMULA	C22H16ClN3O3	-
DOCK_SOURCE_FORMULA	C22H16ClN3O3	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBA	4.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HBD	2.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_HEAVY_ATOMS	29.000000	-
DOCK_SOURCE_LOGP	4.774100	-
DOCK_SOURCE_LOGP	4.774100	-
DOCK_SOURCE_LOGP	4.774100	-
DOCK_SOURCE_MW	405.841000	-
DOCK_SOURCE_MW	405.841000	-
DOCK_SOURCE_MW	405.841000	-
DOCK_SOURCE_NAME	Z1213668957	-
DOCK_SOURCE_NAME	Z1213668957	-
DOCK_SOURCE_NAME	Z1213668957	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_RINGS	5.000000	-
DOCK_SOURCE_TPSA	82.360000	-
DOCK_SOURCE_TPSA	82.360000	-
DOCK_SOURCE_TPSA	82.360000	-
DOCK_STRAIN_DELTA	11.040672	-
DOCK_STRAIN_DELTA	20.434419	-
DOCK_STRAIN_DELTA	23.892679	-
DOCK_STRAIN_OK	1	-
DOCK_STRAIN_OK	0	-
DOCK_STRAIN_OK	0	-
DOCK_TARGET	T03	-
DOCK_TARGET	T08	-
DOCK_TARGET	T14	-
EXACT_MASS	405.088019052	Da
FORMULA	C22H16ClN3O3	-
HBA	4	-
HBD	2	-
LOGP	4.774100000000003	-
MOL_WEIGHT	405.8410000000001	g/mol
QED_SCORE	0.5118075935109815	-
ROTATABLE_BONDS	4	-
TPSA	82.36	A^2

Samples

Batch	Amount	Purity	State

Containers

Name	Location	QR

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
T03	T03	dockmulti_91311c650f2e_T03	4 native pose available	2.7579956849187175	-26.6463	15	0.75	-	Best pose
T14	T14	dockmulti_91311c650f2e_T14	6 native pose available	4.4516764824536175	-22.469	8	0.53	-	Best pose
T08	T08	dockmulti_91311c650f2e_T08	4 native pose available	5.139814124543248	-27.9165	14	0.74	-	Best pose

T03 — T03 4 poses · report dockmulti_91311c650f2e_T03

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
3152	2.7579956849187175	-0.878597	-26.6463	6	17	15	0.75	0.43	0.60	0.60	-	no	geometry warning; 6 clashes; 7 protein contact clashes	Open pose
3153	5.624806773008751	-0.904941	-28.8219	5	16	15	0.75	0.43	0.60	0.60	-	yes	excluded; geometry warning; 7 clashes; 2 protein clashes	Open pose
3154	6.257420675520935	-0.766625	-23.3372	3	16	14	0.70	0.14	0.20	0.20	-	yes	excluded; geometry warning; 7 clashes; 1 protein clash; moderate strain Δ 13.8	Open pose
3155	8.143062988875135	-0.795634	-24.7112	2	9	7	0.35	0.29	0.20	0.20	-	yes	excluded; geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 14.9	Open pose

T14 — T14 6 poses · report dockmulti_91311c650f2e_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
2674	4.4516764824536175	-0.798642	-22.469	4	12	8	0.53	0.00	0.20	0.20	-	no	geometry warning; 6 clashes; 10 protein contact clashes; high strain Δ 23.9	Open pose
2672	5.874045561805357	-0.659252	-20.3391	4	12	8	0.53	0.00	0.20	0.20	-	yes	excluded; geometry warning; 6 clashes; 2 protein clashes; moderate strain Δ 15.0	Open pose
2676	7.649519352897946	-0.607324	-18.9177	5	9	6	0.40	0.00	0.40	0.40	-	yes	excluded; geometry warning; 6 clashes; 2 protein clashes; moderate strain Δ 13.8	Open pose
2675	8.582234440119034	-0.655823	-23.0224	6	13	8	0.53	0.17	0.20	0.20	-	yes	excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 20.4	Open pose
2673	8.733873976281536	-0.819674	-22.8534	5	13	8	0.53	0.33	0.40	0.40	-	yes	excluded; geometry warning; 9 clashes; 3 protein clashes; moderate strain Δ 17.0	Open pose
2677	10.237349671390962	-0.685877	-20.7905	6	13	8	0.53	0.17	0.20	0.20	-	yes	excluded; geometry warning; 9 clashes; 3 protein clashes; high strain Δ 21.0	Open pose

T08 — T08 4 poses · report dockmulti_91311c650f2e_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
2214	5.139814124543248	-0.922463	-27.9165	3	17	14	0.74	0.17	0.40	0.40	-	no	geometry warning; 10 clashes; 11 protein contact clashes; high strain Δ 20.4	Open pose
2213	6.641947121768947	-0.98327	-28.2933	6	16	14	0.74	0.33	0.60	0.60	-	yes	excluded; geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 19.2	Open pose
2215	6.688919328324171	-0.958953	-27.2615	6	15	13	0.68	0.50	0.60	0.80	-	yes	excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 22.5	Open pose
2212	9.337208204140472	-1.13725	-30.9663	5	16	13	0.68	0.33	0.60	0.60	-	yes	excluded; geometry warning; 9 clashes; 3 protein clashes; high strain Δ 20.2	Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.

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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

Z1213668957

Recognized patterns

Bio motif

Functional group

Ring system

Properties

Samples

Containers

Docking across targets

Heterocycles & Functional Groups

Heterocycles

Functional Groups

Similar compounds (PharmaFP-250 Tanimoto)

Drug Similarity

Structural Profile Fingerprint

ADMET Profile

3D Conformer

⚗ AI Structural Analysis