ID: ALA1090444

Max Phase: Preclinical

Molecular Formula: C22H24N2O6

Molecular Weight: 412.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C/C(=O)NCCNC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C22H24N2O6/c1-29-19-13-15(3-7-17(19)25)5-9-21(27)23-11-12-24-22(28)10-6-16-4-8-18(26)20(14-16)30-2/h3-10,13-14,25-26H,11-12H2,1-2H3,(H,23,27)(H,24,28)/b9-5+,10-6+

Standard InChI Key:  IEBPAGAXHQTWLW-NXZHAISVSA-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: 412.44

Molecular Weight (Monoisotopic): 412.1634

AlogP: 2.07

#Rotatable Bonds: 9

Polar Surface Area: 117.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.59

CX Basic pKa:

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: 0.16

References

1. Reinke AA, Seh HY, Gestwicki JE..  (2009)  A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.,  19  (17): [PMID:19640715] [10.1016/j.bmcl.2009.07.082]

2. Chen G, Zhang Y, Liu X, Fang Q, Wang Z, Fu L, Liu Z, Wang Y, Zhao Y, Li X, Liang G..  (2016)  Discovery of a New Inhibitor of Myeloid Differentiation 2 from Cinnamamide Derivatives with Anti-Inflammatory Activity in Sepsis and Acute Lung Injury.,  59  (6): [PMID:26937738] [10.1021/acs.jmedchem.5b01574]

3. Ha JH, Park SN..  (2018)  Dimeric cinnamoylamide analogues for regulation of tyrosinase activity in melanoma cells: A role of diamide-link chain length.,  26  (23-24): [PMID:30446440] [10.1016/j.bmc.2018.10.036]

Source

Source(1):

• Scientific Literature