ID: ALA4100187

Max Phase: Preclinical

Molecular Formula: C26H27BrO6

Molecular Weight: 515.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(=O)O[C@@H]2C3=C(C)[C@@H](OC(=O)/C=C/c4ccc(Br)cc4)CC3[C@](C)(OC(C)=O)CC[C@@H]12

Standard InChI:  InChI=1S/C26H27BrO6/c1-14-19-11-12-26(4,33-16(3)28)20-13-21(15(2)23(20)24(19)32-25(14)30)31-22(29)10-7-17-5-8-18(27)9-6-17/h5-10,19-21,24H,1,11-13H2,2-4H3/b10-7+/t19-,20?,21-,24-,26+/m0/s1

Standard InChI Key:  GFLDTJSIDZCSNP-OZDKUXIFSA-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: 515.40

Molecular Weight (Monoisotopic): 514.0991

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: 2.30

References

1. Chen H, Wu G, Gao S, Guo R, Zhao Z, Yuan H, Liu S, Wu J, Lu X, Yuan X, Yu Z, Zu X, Xie N, Yang N, Hu Z, Sun Q, Zhang W..  (2017)  Discovery of Potent Small-Molecule Inhibitors of Ubiquitin-Conjugating Enzyme UbcH5c from α-Santonin Derivatives.,  60  (16): [PMID:28696694] [10.1021/acs.jmedchem.6b01829]

2. Chen H, Yang X, Yu Z, Cheng Z, Yuan H, Zhao Z, Wu G, Xie N, Yuan X, Sun Q, Zhang W..  (2018)  Synthesis and biological evaluation of α-santonin derivatives as anti-hepatoma agents.,  149  [PMID:29499490] [10.1016/j.ejmech.2018.02.073]

Source

Source(1):

• Scientific Literature