Greensporone C

ID: ALA3334712

Chembl Id: CHEMBL3334712

PubChem CID: 118713989

Max Phase: Preclinical

Molecular Formula: C19H24O5

Molecular Weight: 332.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)cc2c1C(=O)O[C@@H](C)CCCCC/C=C/C(=O)C2

Standard InChI:  InChI=1S/C19H24O5/c1-13-8-6-4-3-5-7-9-15(20)10-14-11-16(21)12-17(23-2)18(14)19(22)24-13/h7,9,11-13,21H,3-6,8,10H2,1-2H3/b9-7+/t13-/m0/s1

Standard InChI Key:  KJSCBKPBVNGONE-XOVSCCBYSA-N

Alternative Forms

1. Parent:

   

   ALA3334712

   ---

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: 332.40

Molecular Weight (Monoisotopic): 332.1624

AlogP: 3.58

#Rotatable Bonds: 1

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.11

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 1.98

References

1. El-Elimat T, Raja HA, Day CS, Chen WL, Swanson SM, Oberlies NH..  (2014)  Greensporones: resorcylic acid lactones from an aquatic Halenospora sp.,  77  (9): [PMID:25093280] [10.1021/np500497r]

2. Fakhouri L, El-Elimat T, Hurst DP, Reggio PH, Pearce CJ, Oberlies NH, Croatt MP..  (2015)  Isolation, semisynthesis, covalent docking and transforming growth factor beta-activated kinase 1 (TAK1)-inhibitory activities of (5Z)-7-oxozeaenol analogues.,  23  (21): [PMID:26481152] [10.1016/j.bmc.2015.09.037]

3. El-Elimat T, Raja HA, Figueroa M, Al Sharie AH, Bunch RL, Oberlies NH..  (2021)  Freshwater Fungi as a Source of Chemical Diversity: A Review.,  84  (3.0): [PMID:33662206] [10.1021/acs.jnatprod.0c01340]

Source

Source(1):

• Scientific Literature