ID: ALA283560

Max Phase: Preclinical

Molecular Formula: C6H6N2O5S

Molecular Weight: 218.19

Molecule Type: Small molecule

Representations

Synonyms (1): 3-Nitrophenyl Sulfamate
Synonyms from Alternative Forms(1):

Canonical SMILES:  NS(=O)(=O)Oc1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C6H6N2O5S/c7-14(11,12)13-6-3-1-2-5(4-6)8(9)10/h1-4H,(H2,7,11,12)

Standard InChI Key:  QWDSPXBFZFLOLQ-UHFFFAOYSA-N

Molecule Features

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

Properties

Molecular Weight: 218.19

Molecular Weight (Monoisotopic): 217.9997

AlogP: 0.18

#Rotatable Bonds: 3

Polar Surface Area: 112.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.46

CX Basic pKa:

CX LogP: 0.56

CX LogD: 0.56

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.57

Np Likeness Score: -1.57

References

1. Ahmed S, James K, Owen CP, Patel CK, Sampson L..  (2002)  The mechanism of the irreversible inhibition of estrone sulfatase (ES) through the consideration of a range of methane- and amino-sulfonate-based compounds.,  12  (9): [PMID:11965370] [10.1016/s0960-894x(02)00137-3]

2. Ahmed S, Owen CP, James K, Patel CK, Patel M..  (2001)  Acid dissociation constant, a potential physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).,  11  (7): [PMID:11294387] [10.1016/s0960-894x(01)00087-7]

3. Bojarová P, Williams SJ..  (2009)  Aryl sulfamates are broad spectrum inactivators of sulfatases: effects on sulfatases from various sources.,  19  (2): [PMID:19058962] [10.1016/j.bmcl.2008.11.059]

Source

Source(1):

• Scientific Literature