ID: ALA470883

Max Phase: Preclinical

Molecular Formula: C18H22O5

Molecular Weight: 318.37

Molecule Type: Small molecule

Representations

Synonyms (1): Monocillin IV
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H]1C/C=C/CCCCC(=O)Cc2cc(O)cc(O)c2C(=O)O1

Standard InChI:  InChI=1S/C18H22O5/c1-12-7-5-3-2-4-6-8-14(19)9-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,5,10-12,20-21H,2,4,6-9H2,1H3/b5-3+/t12-/m1/s1

Standard InChI Key:  WSBASKMWDAUNEI-OGOUPESXSA-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: 318.37

Molecular Weight (Monoisotopic): 318.1467

AlogP: 3.28

#Rotatable Bonds: 0

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.50

CX Basic pKa:

CX LogP: 4.29

CX LogD: 4.26

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: 1.97

References

1. Bryant FO, Cutler HG, Parker SR, Jacyno JM.  (1994)  Effect of Fungal Natural Products in an Agrobacterium tumefaciens Potato Disc Assay,  57  (5): [10.1021/np50107a012]

2. Gao J, Radwan MM, León F, Dale OR, Husni AS, Wu Y, Lupien S, Wang X, Manly SP, Hill RA, Dugan FM, Cutler HG, Cutler SJ..  (2013)  Neocosmospora sp.-derived resorcylic acid lactones with in vitro binding affinity for human opioid and cannabinoid receptors.,  76  (5): [PMID:23659286] [10.1021/np300653d]

3. Xu L, Wu P, Xue J, Molnar I, Wei X..  (2017)  Antifungal and Cytotoxic β-Resorcylic Acid Lactones from a Paecilomyces Species.,  80  (8): [PMID:28749671] [10.1021/acs.jnatprod.7b00066]

Source

Source(1):

• Scientific Literature