ID: ALA1515648

Max Phase: Preclinical

Molecular Formula: C16H16N2O3S

Molecular Weight: 316.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)c1ccc(CSc2nc3c(c(=O)[nH]2)CCC3)cc1

Standard InChI:  InChI=1S/C16H16N2O3S/c1-21-15(20)11-7-5-10(6-8-11)9-22-16-17-13-4-2-3-12(13)14(19)18-16/h5-8H,2-4,9H2,1H3,(H,17,18,19)

Standard InChI Key:  XDOXZFXJIASILF-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: 316.38

Molecular Weight (Monoisotopic): 316.0882

AlogP: 2.34

#Rotatable Bonds: 4

Polar Surface Area: 72.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.66

CX Basic pKa:

CX LogP: 3.15

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -1.52

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Roth J, Minond D, Darout E, Liu Q, Lauer J, Hodder P, Fields GB, Roush WR..  (2011)  Identification of novel, exosite-binding matrix metalloproteinase-13 inhibitor scaffolds.,  21  (23): [PMID:22018790] [10.1016/j.bmcl.2011.09.077]

4. PubChem BioAssay data set, 

5. Spicer TP, Jiang J, Taylor AB, Choi JY, Hart PJ, Roush WR, Fields GB, Hodder PS, Minond D..  (2014)  Characterization of selective exosite-binding inhibitors of matrix metalloproteinase 13 that prevent articular cartilage degradation in vitro.,  57  (22): [PMID:25330343] [10.1021/jm501284e]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays