ID: ALA362651

Max Phase: Preclinical

Molecular Formula: C27H31N3O7S

Molecular Weight: 541.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)ON([C@H](CCNC(=O)OCc1ccccc1)C(=O)NO)S(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H31N3O7S/c1-20(2)37-30(38(34,35)24-15-13-23(14-16-24)22-11-7-4-8-12-22)25(26(31)29-33)17-18-28-27(32)36-19-21-9-5-3-6-10-21/h3-16,20,25,33H,17-19H2,1-2H3,(H,28,32)(H,29,31)/t25-/m1/s1

Standard InChI Key:  PKVXJRTWUNPBJP-RUZDIDTESA-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: 541.63

Molecular Weight (Monoisotopic): 541.1883

AlogP: 3.87

#Rotatable Bonds: 12

Polar Surface Area: 134.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.69

CX Basic pKa:

CX LogP: 3.90

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: -0.61

References

1. Rossello A, Nuti E, Carelli P, Orlandini E, Macchia M, Nencetti S, Zandomeneghi M, Balzano F, Uccello Barretta G, Albini A, Benelli R, Cercignani G, Murphy G, Balsamo A..  (2005)  N-i-Propoxy-N-biphenylsulfonylaminobutylhydroxamic acids as potent and selective inhibitors of MMP-2 and MT1-MMP.,  15  (5): [PMID:15713379] [10.1016/j.bmcl.2005.01.024]

2. Rossello A, Nuti E, Catalani MP, Carelli P, Orlandini E, Rapposelli S, Tuccinardi T, Atkinson SJ, Murphy G, Balsamo A..  (2005)  A new development of matrix metalloproteinase inhibitors: twin hydroxamic acids as potent inhibitors of MMPs.,  15  (9): [PMID:15837315] [10.1016/j.bmcl.2005.03.002]

Source

Source(1):

• Scientific Literature