Evodialone B

ID: ALA4165250

Chembl Id: CHEMBL4165250

PubChem CID: 145962921

Max Phase: Preclinical

Molecular Formula: C19H26O7

Molecular Weight: 366.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(O)C(=O)[C@@]2(CC=C(C)C)C[C@@H](O)C(C)(C)OC2=C1C(C)=O

Standard InChI:  InChI=1S/C19H26O7/c1-10(2)7-8-18-9-12(21)17(4,5)26-14(18)13(11(3)20)19(24,15(18)22)16(23)25-6/h7,12,21,24H,8-9H2,1-6H3/t12-,18+,19+/m1/s1

Standard InChI Key:  ZQRQLDLOXZSDNY-HQOQDVMHSA-N

Alternative Forms

1. Parent:

   

   ALA4165250

   ---

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: 366.41

Molecular Weight (Monoisotopic): 366.1679

AlogP: 1.22

#Rotatable Bonds: 4

Polar Surface Area: 110.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.86

CX Basic pKa:

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: 2.36

References

1. Tang YQ, Li YQ, Xie YB, Zhang JS, Li W, Lou LL, Zhang G, Yin S..  (2018)  Evodialones A and B: Polyprenylated Acylcyclopentanone Racemates with a 3-Ethyl-1,1-diisopentyl-4-methylcyclopentane Skeleton from Evodia lepta.,  81  (6): [PMID:29847131] [10.1021/acs.jnatprod.7b00993]

2. Xu JF, Han C, Xu QQ, Wang XB, Zhao HJ, Xue GM, Luo JG, Kong LY..  (2019)  Isolation, Chiral-Phase Resolution, and Determination of the Absolute Configurations of a Complete Series of Stereoisomers of a Rearranged Acetophenone with Three Stereocenters.,  82  (6): [PMID:30998015] [10.1021/acs.jnatprod.8b00003]

Source

Source(1):

• Scientific Literature