ID: ALA1652011

Max Phase: Preclinical

Molecular Formula: C22H32O5

Molecular Weight: 376.49

Molecule Type: Small molecule

Representations

Synonyms (1): Epoxypholamin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1=CC[C@H]2[C@](C)(CO)CCC[C@]2(C)[C@H]1C[C@@]12O[C@@H]1C(=O)C(CO)=C[C@H]2O

Standard InChI:  InChI=1S/C22H32O5/c1-13-5-6-16-20(2,12-24)7-4-8-21(16,3)15(13)10-22-17(25)9-14(11-23)18(26)19(22)27-22/h5,9,15-17,19,23-25H,4,6-8,10-12H2,1-3H3/t15-,16-,17+,19+,20-,21+,22-/m0/s1

Standard InChI Key:  ZDPDGXFDHFNCDK-OJXKLFIISA-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: 376.49

Molecular Weight (Monoisotopic): 376.2250

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 90.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.43

CX Basic pKa:

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: 3.43

References

1. Mohamed IE, Kehraus S, Krick A, König GM, Kelter G, Maier A, Fiebig HH, Kalesse M, Malek NP, Gross H..  (2010)  Mode of action of epoxyphomalins A and B and characterization of related metabolites from the marine-derived fungus Paraconiothyrium sp.,  73  (12): [PMID:21114274] [10.1021/np100310k]

2. Demeritte A, Wuest WM..  (2020)  A look around the West Indies: The spices of life are secondary metabolites.,  28  (23.0): [PMID:33038665] [10.1016/j.bmc.2020.115792]

Source

Source(1):

• Scientific Literature