ID: ALA2431028

Max Phase: Preclinical

Molecular Formula: C19H22Br2N4O6S

Molecular Weight: 594.28

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C19H22Br2N4O6S/c20-13-8-12(9-14(21)10-13)11-31-15-3-5-16(6-4-15)32(29,30)25-17(18(26)24-28)2-1-7-23-19(22)27/h3-6,8-10,17,25,28H,1-2,7,11H2,(H,24,26)(H3,22,23,27)/t17-/m1/s1

Standard InChI Key:  QTXVPJOTKLUYMQ-QGZVFWFLSA-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: 594.28

Molecular Weight (Monoisotopic): 591.9627

AlogP: 2.39

#Rotatable Bonds: 11

Polar Surface Area: 159.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.71

CX Basic pKa:

CX LogP: 2.05

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.15

Np Likeness Score: -0.93

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. Cuffaro D, Camodeca C, Tuccinardi T, Ciccone L, Bartsch JW, Kellermann T, Cook L, Nuti E, Rossello A..  (2021)  Discovery of Dimeric Arylsulfonamides as Potent ADAM8 Inhibitors.,  12  (11.0): [PMID:35111280] [10.1021/acsmedchemlett.1c00411]

Source

Source(1):

• Scientific Literature