PN0

Prinomastat

Created:	2011-02-10
Last modified:	2021-03-13

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3 entries where PN0 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	1
Bond Count	51
Aromatic Bond Count	12

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Chemical Component Summary
Name	Prinomastat
Synonyms	(3S)-N-hydroxy-2,2-dimethyl-4-{[4-(pyridin-4-yloxy)phenyl]sulfonyl}thiomorpholine-3-carboxamide
Systematic Name (OpenEye OEToolkits)	(3S)-N-hydroxy-2,2-dimethyl-4-(4-pyridin-4-yloxyphenyl)sulfonyl-thiomorpholine-3-carboxamide
Formula	C₁₈ H₂₁ N₃ O₅ S₂
Molecular Weight	423.506
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=S(=O)(N1C(C(=O)NO)C(SCC1)(C)C)c3ccc(Oc2ccncc2)cc3
SMILES	CACTVS	3.370	CC1(C)SCCN([CH]1C(=O)NO)[S](=O)(=O)c2ccc(Oc3ccncc3)cc2
SMILES	OpenEye OEToolkits	1.7.0	CC1(C(N(CCS1)S(=O)(=O)c2ccc(cc2)Oc3ccncc3)C(=O)NO)C
Canonical SMILES	CACTVS	3.370	CC1(C)SCCN([C@H]1C(=O)NO)[S](=O)(=O)c2ccc(Oc3ccncc3)cc2
Canonical SMILES	OpenEye OEToolkits	1.7.0	CC1([C@@H](N(CCS1)S(=O)(=O)c2ccc(cc2)Oc3ccncc3)C(=O)NO)C
InChI	InChI	1.03	InChI=1S/C18H21N3O5S2/c1-18(2)16(17(22)20-23)21(11-12-27-18)28(24,25)15-5-3-13(4-6-15)26-14-7-9-19-10-8-14/h3-10,16,23H,11-12H2,1-2H3,(H,20,22)/t16-/m0/s1
InChIKey	InChI	1.03	YKPYIPVDTNNYCN-INIZCTEOSA-N

Drug Info: DrugBank

DrugBank ID	DB05100
Name	Prinomastat
Groups	investigational
Description	Prinomastat is a synthetic hydroxamic acid derivative with potential antineoplastic activity. Prinomastat inhibits matrix metalloproteinases (MMPs) (specifically, MMP-2, 9, 13, and 14), thereby inducing extracellular matrix degradation, and inhibiting angiogenesis, tumor growth and invasion, and metastasis. As a lipophilic agent, prinomastat crosses the blood-brain barrier.
Synonyms	Prinomastat Prinomastatum
Indication	Investigated for use/treatment in brain cancer, lung cancer, and prostate cancer.
Categories	Enzyme Inhibitors Matrix Metalloproteinase Inhibitors Protease Inhibitors
CAS number	192329-42-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
72 kDa type IV collagenase	MEALMARGALTGPLRALCLLGCLLSHAAAAPSPIIKFPGDVAPKTDKELA...	unknown	inhibitor
Interstitial collagenase	MHSFPPLLLLLFWGVVSHSFPATLETQEQDVDLVQKYLEKYYNLKNDGRQ...	unknown	inhibitor
Matrilysin	MRLTVLCAVCLLPGSLALPLPQEAGGMSELQWEQAQDYLKRFYLYDSETK...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682