ID: ALA3290441

Max Phase: Preclinical

Molecular Formula: C31H36N2O4

Molecular Weight: 500.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C/c2cc(/C=C/c3cc(CC=C(C)C)c(O)c(OC)c3)[nH]n2)cc(CC=C(C)C)c1O

Standard InChI:  InChI=1S/C31H36N2O4/c1-20(2)7-11-24-15-22(17-28(36-5)30(24)34)9-13-26-19-27(33-32-26)14-10-23-16-25(12-8-21(3)4)31(35)29(18-23)37-6/h7-10,13-19,34-35H,11-12H2,1-6H3,(H,32,33)/b13-9+,14-10+

Standard InChI Key:  QDPLDWHKADLDOC-UTLPMFLDSA-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: 500.64

Molecular Weight (Monoisotopic): 500.2675

AlogP: 7.20

#Rotatable Bonds: 10

Polar Surface Area: 87.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.95

CX Basic pKa: 2.79

CX LogP: 7.65

CX LogD: 7.63

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: 0.59

References

1. Koeberle A, Muñoz E, Appendino GB, Minassi A, Pace S, Rossi A, Weinigel C, Barz D, Sautebin L, Caprioglio D, Collado JA, Werz O..  (2014)  SAR studies on curcumin's pro-inflammatory targets: discovery of prenylated pyrazolocurcuminoids as potent and selective novel inhibitors of 5-lipoxygenase.,  57  (13): [PMID:24920381] [10.1021/jm500308c]

2. Hao T,Wang K,Zhang S,Yang S,Wang P,Gao F,Zhao Y,Guo N,Yu P.  (2020)  Preparation, characterization, antioxidant evaluation of new curcumin derivatives and effects of forming HSA-bound nanoparticles on the stability and activity.,  207  [PMID:32920425] [10.1016/j.ejmech.2020.112798]

Source

Source(1):

• Scientific Literature