(R,E)-3-(4,8-Dimethylnona-3,7-dien-1-yl)-5-(2-nitrophenyl)-furan-2(5H)-one

ID: ALA4216284

Chembl Id: CHEMBL4216284

PubChem CID: 122662623

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/CCC1=C[C@H](c2ccccc2[N+](=O)[O-])OC1=O

Standard InChI:  InChI=1S/C21H25NO4/c1-15(2)8-6-9-16(3)10-7-11-17-14-20(26-21(17)23)18-12-4-5-13-19(18)22(24)25/h4-5,8,10,12-14,20H,6-7,9,11H2,1-3H3/b16-10+/t20-/m1/s1

Standard InChI Key:  SELHHTJXIAXVRF-NXZBIGBUSA-N

Alternative Forms

1. Parent:

   

   ALA4216284

   ---

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

Calculated Properties

Molecular Weight: 355.43

Molecular Weight (Monoisotopic): 355.1784

AlogP: 5.59

#Rotatable Bonds: 8

Polar Surface Area: 69.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.14

CX Basic pKa: ┄

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.26

Np Likeness Score: 1.73

References

1. Wang K, Bao L, Zhou N, Zhang J, Liao M, Zheng Z, Wang Y, Liu C, Wang J, Wang L, Wang W, Liu S, Liu H..  (2018)  Structural Modification of Natural Product Ganomycin I Leading to Discovery of a α-Glucosidase and HMG-CoA Reductase Dual Inhibitor Improving Obesity and Metabolic Dysfunction in Vivo.,  61  (8): [PMID:29634260] [10.1021/acs.jmedchem.8b00107]

Source

Source(1):

• Scientific Literature