Lamellarin K

ID: ALA4437011

Chembl Id: CHEMBL4437011

PubChem CID: 9958686

Max Phase: Preclinical

Molecular Formula: C29H25NO9

Molecular Weight: 531.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2c3n(c4c(=O)oc5cc(O)c(OC)cc5c24)CCc2c-3cc(OC)c(OC)c2O)ccc1O

Standard InChI:  InChI=1S/C29H25NO9/c1-35-20-9-13(5-6-17(20)31)23-24-16-11-21(36-2)18(32)12-19(16)39-29(34)26(24)30-8-7-14-15(25(23)30)10-22(37-3)28(38-4)27(14)33/h5-6,9-12,31-33H,7-8H2,1-4H3

Standard InChI Key:  CVWRVFSYXZNUEG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4437011

   7,18-Dihydroxy-12-(4-hydroxy-3-methoxyphenyl)-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 531.52

Molecular Weight (Monoisotopic): 531.1529

AlogP: 4.79

#Rotatable Bonds: 5

Polar Surface Area: 132.75

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.95

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.75

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: 1.01

References

1. Bracegirdle J, Robertson LP, Hume PA, Page MJ, Sharrock AV, Ackerley DF, Carroll AR, Keyzers RA..  (2019)  Lamellarin Sulfates from the Pacific Tunicate Didemnum ternerratum.,  82  (7): [PMID:31306000] [10.1021/acs.jnatprod.9b00493]

2. Salehian F, Nadri H, Jalili-Baleh L, Youseftabar-Miri L, Abbas Bukhari SN, Foroumadi A, Tüylü Küçükkilinç T, Sharifzadeh M, Khoobi M..  (2021)  A review: Biologically active 3,4-heterocycle-fused coumarins.,  212  [PMID:33276991] [10.1016/j.ejmech.2020.113034]

Source

Source(1):

• Scientific Literature