Compound 2005

Identifiers

Canonical SMILES:
```
Cc1ccsc1C(=O)NN=Cc1ccc2ccccc2c1O
```

IUPAC name:

N'-[(1-hydroxynaphthalen-2-yl)methylidene]-3-methylthiophene-2-carbohydrazide

InChi:

InChI=1S/C17H14N2O2S/c1-11-8-9-22-16(11)17(21)19-18-10-13-7-6-12-4-2-3-5-14(12)15(13)20/h2-10,20H,1H3,(H,19,21)

InChiKey:
```
NZWTWRNHYZNWNW-UHFFFAOYSA-N
```

External links

831824

External search

Bibliography (1)

Publication	Name
Tan Zongqing, Wortman Matthew, Dillehay Kelsey L., Seibel William L., Evelyn Chris R., Smith Shanna J., Malkas Linda H., Zheng Yi, Lu Shan, Dong Zhongyun. . Small-Molecule Targeting of Proliferating Cell Nuclear Antigen Chromatin Association Inhibits Tumor Cell Growth Molecular Pharmacology.	PCNA-I1

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
2	22	0	0

Targets

PPI family	Best activity	Diseases	MMoA
PCNA trimer	9.74		Stabilization

Physicochemical filters

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

	Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
Compliance
MW	310.08 g/mol
HBA	4
HBD	2
HBA + HBD	6
AlogP	4.08
TPSA	61.69
RB	3

Radar chart

Short name	Threshold
MW	≤ 500 g/mol
AlogP	≤ 5
HBD	≤ 5
HBA	≤ 10
TPSA	≤ 140 Å²
RB	≤ 10
ArRing	≤ 4
Fsp3	≥ 0.4
R/S	≥ 1

PCA : iPPI-DB chemical space

PCA : Correlation circle

Efficiencies: iPPI-DB biplot LE versus LLE

Summary

Bibliographic ressources	Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	2	22	0	0

Pharmacological data

Bibliography	Name	Target	Assay type	Assay name	Cell line	Activity type	Activity
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Biochemical assay	microscale thermophoresis		pKd (dissociation constant, -log10)	6.39
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Biochemical assay	Surface Plasmon Resonance		pKd (dissociation constant, -log10)	6.85
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition MCF-7	MCF7 mammary carcinoma cells	pIC50 (half maximal inhibitory concentration, -log10)	6.82
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition T47D	T47D	pIC50 (half maximal inhibitory concentration, -log10)	6.82
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition PC-3	PC-3	pIC50 (half maximal inhibitory concentration, -log10)	6.62
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition DU145	DU145	pIC50 (half maximal inhibitory concentration, -log10)	6.80
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition 22Rv1	22Rv1	pIC50 (half maximal inhibitory concentration, -log10)	9.74
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition LAPC-4	LAPC-4	pIC50 (half maximal inhibitory concentration, -log10)	6.52
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition LNCaP	LNCaP	pIC50 (half maximal inhibitory concentration, -log10)	6.85
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition A375	A375	pIC50 (half maximal inhibitory concentration, -log10)	6.80
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition MDA-MDB435	MDA-MDB435	pIC50 (half maximal inhibitory concentration, -log10)	6.54
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition TRAMP-C2RE3	TRAMP-C2RE3	pIC50 (half maximal inhibitory concentration, -log10)	6.70
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition B16	B16	pIC50 (half maximal inhibitory concentration, -log10)	6.85
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition K1735	K1735	pIC50 (half maximal inhibitory concentration, -log10)	7.30
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition UV2237	UV2237	pIC50 (half maximal inhibitory concentration, -log10)	6.60
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition CT26-P	CT26-P	pIC50 (half maximal inhibitory concentration, -log10)	6.89
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition CT26-R100	CT26-R100	pIC50 (half maximal inhibitory concentration, -log10)	7.10
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition CT26-R500	CT26-R500	pIC50 (half maximal inhibitory concentration, -log10)	7.15
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition HUVEC	HUVEC	pIC50 (half maximal inhibitory concentration, -log10)	5.81
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition human mesenchymal stem cells	human mesenchymal stem cells	pIC50 (half maximal inhibitory concentration, -log10)	6.00
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition human breast epithelial cells	human breast epithelial cells	pIC50 (half maximal inhibitory concentration, -log10)	5.78
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition human prostate epithelial cells	human prostate epithelial cells	pIC50 (half maximal inhibitory concentration, -log10)	5.70
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition mouse bone marrow stroma cells	mouse bone marrow stroma cells	pIC50 (half maximal inhibitory concentration, -log10)	5.72
10.1124/mol.112.077735	PCNA-I1	PCNA P12004	Cellular assay	cell growth inhibition mouse spleen lymphocytes	mouse spleen lymphocytes	pIC50 (half maximal inhibitory concentration, -log10)	5.82

Ta	Name	Drugbank ID
0.5454	N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]naphthalene-2-carbohydrazide	DB06949
0.5242	3-bromo-N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]benzohydrazide	DB07044
0.5242	4-bromo-N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]benzohydrazide	DB07098
0.5161	(E)-3,4-DIHYDROXY-N'-[(2-METHOXYNAPHTHALEN-1-YL)METHYLENE]BENZOHYDRAZIDE	DB08034
0.5118	4-tert-butyl-N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]benzohydrazide	DB07097
0.5039	N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-4-methoxybenzohydrazide	DB06978
0.4962	4-chloro-N'-[(1E)-(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]benzohydrazide	DB06950
0.4514	N'-[(1E)-(3,5-DIBROMO-2,4-DIHYDROXYPHENYL)METHYLENE]NICOTINOHYDRAZIDE	DB07445
0.3862	PAC-1	DB13048
0.3667	Benzo[B]Thiophene-2-Carboxamidine	DB04446
0.3518	N-[2-(2-methyl-1H-indol-3-yl)ethyl]thiophene-2-carboxamide	DB08235
0.3448	3-[(5s)-1-Acetyl-3-(2-Chlorophenyl)-4,5-Dihydro-1h-Pyrazol-5-Yl]Phenol	DB03996
0.3448	Nifurzide	DB13325
0.3392	Nifuroxazide	DB13855
0.3352	N-[(1S)-2-amino-1-phenylethyl]-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiophene-2-carboxamide	DB07812