Physalin N

ID: ALA2408034

PubChem CID: 73347543

Max Phase: Preclinical

Molecular Formula: C28H30O10

Molecular Weight: 526.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12C(=O)C=CCC1=C[C@@H](O)[C@@H]1[C@@H]2CC[C@@]2(O)C(=O)O[C@@]3(C)[C@H]4C[C@]5(C)[C@@H](CO[C@@]16O[C@]23[C@H]5C6=O)C(=O)O4

Standard InChI:  InChI=1S/C28H30O10/c1-23-10-17-25(3)28-19(23)20(31)27(38-28,35-11-14(23)21(32)36-17)18-13(7-8-26(28,34)22(33)37-25)24(2)12(9-15(18)29)5-4-6-16(24)30/h4,6,9,13-15,17-19,29,34H,5,7-8,10-11H2,1-3H3/t13-,14-,15+,17+,18-,19-,23+,24-,25-,26+,27+,28-/m0/s1

Standard InChI Key:  NYNVPVLQKXUEJM-UFSBYNRMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2408034

   (1R,2S,5S,8S,9R,16R,17S,18R,21S,24R,26S,27S)-5,16-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-diene-4,10,22,29-tetrone

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

Calculated Properties

Molecular Weight: 526.54

Molecular Weight (Monoisotopic): 526.1839

AlogP: 0.53

#Rotatable Bonds: ┄

Polar Surface Area: 145.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.21

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.34

Np Likeness Score: 3.86

References

1. Ozawa M, Morita M, Hirai G, Tamura S, Kawai M, Tsuchiya A, Oonuma K, Maruoka K, Sodeoka M..  (2013)  Contribution of Cage-Shaped Structure of Physalins to Their Mode of Action in Inhibition of NF-κB Activation.,  4  (8): [PMID:24900739] [10.1021/ml400144e]

Source

Source(1):

• Scientific Literature