ID: ALA2036337

Max Phase: Preclinical

Molecular Formula: C25H28O7S

Molecular Weight: 472.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C2\CSC/C(=C\c3cc(OC)c(OC)c(OC)c3)C2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C25H28O7S/c1-27-19-9-15(10-20(28-2)24(19)31-5)7-17-13-33-14-18(23(17)26)8-16-11-21(29-3)25(32-6)22(12-16)30-4/h7-12H,13-14H2,1-6H3/b17-7+,18-8+

Standard InChI Key:  AKXBYDPKCCRYOP-ZEELXFFVSA-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: 472.56

Molecular Weight (Monoisotopic): 472.1556

AlogP: 4.52

#Rotatable Bonds: 8

Polar Surface Area: 72.45

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -0.05

References

1. Wei X, Du ZY, Zheng X, Cui XX, Conney AH, Zhang K..  (2012)  Synthesis and evaluation of curcumin-related compounds for anticancer activity.,  53  [PMID:22551677] [10.1016/j.ejmech.2012.04.005]

2. Tan KL, Ali A, Du Y, Fu H, Jin HX, Chin TM, Khan M, Go ML..  (2014)  Synthesis and evaluation of bisbenzylidenedioxotetrahydrothiopranones as activators of endoplasmic reticulum (ER) stress signaling pathways and apoptotic cell death in acute promyelocytic leukemic cells.,  57  (14): [PMID:24960549] [10.1021/jm401352a]

3. Zhang Y, Liu Z, Wu J, Bai B, Chen H, Xiao Z, Chen L, Zhao Y, Lum H, Wang Y, Zhang H, Liang G..  (2018)  New MD2 inhibitors derived from curcumin with improved anti-inflammatory activity.,  148  [PMID:29466778] [10.1016/j.ejmech.2018.02.008]

Source

Source(1):

• Scientific Literature