ID: ALA2397437

Max Phase: Preclinical

Molecular Formula: C15H22O5

Molecular Weight: 282.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](CO)CCC[C@](C)(O)c1ccc(C(=O)O)cc1O

Standard InChI:  InChI=1S/C15H22O5/c1-10(9-16)4-3-7-15(2,20)12-6-5-11(14(18)19)8-13(12)17/h5-6,8,10,16-17,20H,3-4,7,9H2,1-2H3,(H,18,19)/t10-,15-/m0/s1

Standard InChI Key:  ISHXRANDGDVGJS-BONVTDFDSA-N

Molecule Features

Natural Product: Yes

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: 282.34

Molecular Weight (Monoisotopic): 282.1467

AlogP: 2.10

#Rotatable Bonds: 7

Polar Surface Area: 97.99

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.83

CX Basic pKa:

CX LogP: 2.04

CX LogD: -1.21

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 1.41

References

1. Chung YM, Wei CK, Chuang DW, El-Shazly M, Hsieh CT, Asai T, Oshima Y, Hsieh TJ, Hwang TL, Wu YC, Chang FR..  (2013)  An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.,  21  (13): [PMID:23647825] [10.1016/j.bmc.2013.04.004]

2. Li XD, Li XM, Xu GM, Zhang P, Wang BG..  (2015)  Antimicrobial Phenolic Bisabolanes and Related Derivatives from Penicillium aculeatum SD-321, a Deep Sea Sediment-Derived Fungus.,  78  (4): [PMID:25763602] [10.1021/acs.jnatprod.5b00004]

Source

Source(1):

• Scientific Literature