4-(Methoxycarbonyl)phenyl 4-guanidinobenzoate

ID: ALA1195245

Chembl Id: CHEMBL1195245

Max Phase: Preclinical

Molecular Formula: C16H15N3O4

Molecular Weight: 313.31

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms from Alternative Forms(1): 4-(Methoxycarbonyl)Phenyl 4-Guanidinobenzoate Methanesulfonate

Canonical SMILES: COC(=O)c1ccc(OC(=O)c2ccc(NC(=N)N)cc2)cc1

Standard InChI: InChI=1S/C16H15N3O4/c1-22-14(20)10-4-8-13(9-5-10)23-15(21)11-2-6-12(7-3-11)19-16(17)18/h2-9H,1H3,(H4,17,18,19)

Standard InChI Key: NIBWPUGZCXNNPC-UHFFFAOYSA-N

Associated Targets(Human)

HGFAC Tchem Hepatocyte growth factor activator (149 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACR Tchem Acrosin (277 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 313.31	Molecular Weight (Monoisotopic): 313.1063	AlogP: 2.00	#Rotatable Bonds: 4
Polar Surface Area: 114.50	Molecular Species: NEUTRAL	HBA: 5	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 8.11	CX LogP: 2.61	CX LogD: 1.84
Aromatic Rings: 2	Heavy Atoms: 23	QED Weighted: 0.34	Np Likeness Score: -0.45

References

1. Franco FM, Jones DE, Harris PK, Han Z, Wildman SA, Jarvis CM, Janetka JW.. (2015) Structure-based discovery of small molecule hepsin and HGFA protease inhibitors: Evaluation of potency and selectivity derived from distinct binding pockets., 23 (10): [PMID:25882520] [10.1016/j.bmc.2015.03.072]
2. Zhao J, Sun N, Gao Y, Lv D, Liu Y, Jiang Y, Dong G, Chen Q, Li W, Zhou Y, Zhu J, Sheng C, Lv J. (2014) Discovery of novel guanidinophenylpyrazole human acrosin inhibitors by molecular hybridization, 5 (10): [10.1039/C4MD00160E]

Names and Identifiers