ID: ALA358761

Max Phase: Preclinical

Molecular Formula: C22H21N3O10S

Molecular Weight: 519.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](NC(=O)OCN1C(=O)c2ccccc2S1(=O)=O)C(=O)N(CC(=O)O)C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C22H21N3O10S/c1-14(19(28)24(11-18(26)27)22(31)34-12-15-7-3-2-4-8-15)23-21(30)35-13-25-20(29)16-9-5-6-10-17(16)36(25,32)33/h2-10,14H,11-13H2,1H3,(H,23,30)(H,26,27)/t14-/m0/s1

Standard InChI Key:  VSWJFDVNSYSZAC-AWEZNQCLSA-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: 519.49

Molecular Weight (Monoisotopic): 519.0948

AlogP: 1.15

#Rotatable Bonds: 8

Polar Surface Area: 176.69

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.53

CX Basic pKa:

CX LogP: 1.70

CX LogD: -1.67

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.51

Np Likeness Score: -0.83

References

1. Combrink KD, Gülgeze HB, Meanwell NA, Pearce BC, Zulan P, Bisacchi GS, Roberts DG, Stanley P, Seiler SM..  (1998)  1,2-Benzisothiazol-3-one 1,1-dioxide inhibitors of human mast cell tryptase.,  41  (24): [PMID:9822554] [10.1021/jm9804580]

Source

Source(1):

• Scientific Literature