ID: ALA272430

Max Phase: Preclinical

Molecular Formula: C24H24ClN3O6S

Molecular Weight: 517.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1c(-c2cc(OC)ccc2OC)nc2sc(Cl)cn12

Standard InChI:  InChI=1S/C24H24ClN3O6S/c1-11-17(22(29)33-5)19(18(12(2)26-11)23(30)34-6)21-20(27-24-28(21)10-16(25)35-24)14-9-13(31-3)7-8-15(14)32-4/h7-10,19,26H,1-6H3

Standard InChI Key:  JFVDJRZSLXVRDT-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: 517.99

Molecular Weight (Monoisotopic): 517.1074

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 100.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 3.06

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -0.74

References

1. Budriesi R, Ioan P, Locatelli A, Cosconati S, Leoni A, Ugenti MP, Andreani A, Di Toro R, Bedini A, Spampinato S, Marinelli L, Novellino E, Chiarini A..  (2008)  Imidazo[2,1-b]thiazole system: a scaffold endowing dihydropyridines with selective cardiodepressant activity.,  51  (6): [PMID:18303827] [10.1021/jm070681+]

2. Budriesi R, Ioan P, Leoni A, Pedemonte N, Locatelli A, Micucci M, Chiarini A, Galietta LJ..  (2011)  Cystic fibrosis: a new target for 4-Imidazo[2,1-b]thiazole-1,4-dihydropyridines.,  54  (11): [PMID:21568323] [10.1021/jm200199r]

3. Leoni A, Frosini M, Locatelli A, Micucci M, Carotenuto C, Durante M, Cosconati S, Budriesi R..  (2019)  4-Imidazo[2,1-b]thiazole-1,4-DHPs and neuroprotection: preliminary study in hits searching.,  169  [PMID:30861492] [10.1016/j.ejmech.2019.02.075]

Source

Source(1):

• Scientific Literature