(S)-3-methyl-2-(8-(thiazol-2-yl)dibenzo[b,d]furan-3-sulfonamido)butanoic acid

ID: ALA1935291

Chembl Id: CHEMBL1935291

PubChem CID: 56835063

Max Phase: Preclinical

Molecular Formula: C20H18N2O5S2

Molecular Weight: 430.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NS(=O)(=O)c1ccc2c(c1)oc1ccc(-c3nccs3)cc12)C(=O)O

Standard InChI:  InChI=1S/C20H18N2O5S2/c1-11(2)18(20(23)24)22-29(25,26)13-4-5-14-15-9-12(19-21-7-8-28-19)3-6-16(15)27-17(14)10-13/h3-11,18,22H,1-2H3,(H,23,24)/t18-/m0/s1

Standard InChI Key:  MUMVNZHARHFSLP-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA1935291

   (S)-3-methyl-2-(8-(thiazol-2-yl)dibenzo[b,d]furan-3-sulfonamido)butanoic acid

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

Calculated Properties

Molecular Weight: 430.51

Molecular Weight (Monoisotopic): 430.0657

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 109.50

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.88

CX Basic pKa: 2.57

CX LogP: 3.41

CX LogD: 0.36

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.20

References

1. Wu Y, Li J, Wu J, Morgan P, Xu X, Rancati F, Vallese S, Raveglia L, Hotchandani R, Fuller N, Bard J, Cunningham K, Fish S, Krykbaev R, Tam S, Goldman SJ, Williams C, Mansour TS, Saiah E, Sypek J, Li W..  (2012)  Discovery of potent and selective matrix metalloprotease 12 inhibitors for the potential treatment of chronic obstructive pulmonary disease (COPD).,  22  (1): [PMID:22153340] [10.1016/j.bmcl.2011.11.046]

Source

Source(1):

• Scientific Literature