ID: ALA2431027

Max Phase: Preclinical

Molecular Formula: C26H27Br2N3O7S

Molecular Weight: 685.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCC[C@@H](NS(=O)(=O)c1ccc(OCc2cc(Br)cc(Br)c2)cc1)C(=O)NO)OCc1ccccc1

Standard InChI:  InChI=1S/C26H27Br2N3O7S/c27-20-13-19(14-21(28)15-20)17-37-22-8-10-23(11-9-22)39(35,36)31-24(25(32)30-34)7-4-12-29-26(33)38-16-18-5-2-1-3-6-18/h1-3,5-6,8-11,13-15,24,31,34H,4,7,12,16-17H2,(H,29,33)(H,30,32)/t24-/m1/s1

Standard InChI Key:  HJLAUHYNMNIAAR-XMMPIXPASA-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: 685.39

Molecular Weight (Monoisotopic): 682.9936

AlogP: 4.65

#Rotatable Bonds: 13

Polar Surface Area: 143.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.71

CX Basic pKa:

CX LogP: 4.73

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.12

Np Likeness Score: -0.79

References

1. Nuti E, Casalini F, Santamaria S, Fabbi M, Carbotti G, Ferrini S, Marinelli L, La Pietra V, Novellino E, Camodeca C, Orlandini E, Nencetti S, Rossello A..  (2013)  Selective arylsulfonamide inhibitors of ADAM-17: hit optimization and activity in ovarian cancer cell models.,  56  (20): [PMID:24044434] [10.1021/jm4011753]

2. Camodeca C, Nuti E, Tepshi L, Boero S, Tuccinardi T, Stura EA, Poggi A, Zocchi MR, Rossello A..  (2016)  Discovery of a new selective inhibitor of A Disintegrin And Metalloprotease 10 (ADAM-10) able to reduce the shedding of NKG2D ligands in Hodgkin's lymphoma cell models.,  111  [PMID:26871660] [10.1016/j.ejmech.2016.01.053]

Source

Source(1):

• Scientific Literature