Onopornoid D

ID: ALA4464806

Chembl Id: CHEMBL4464806

PubChem CID: 155530485

Max Phase: Preclinical

Molecular Formula: C24H33NO8

Molecular Weight: 463.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(CO)C(=O)O[C@H]1C/C(C)=C/CC/C(CO)=C/[C@H]2OC(=O)[C@@H](CN3CCC[C@H]3C(=O)O)[C@H]12

Standard InChI:  InChI=1S/C24H33NO8/c1-14-5-3-6-16(13-27)10-20-21(19(9-14)32-23(30)15(2)12-26)17(24(31)33-20)11-25-8-4-7-18(25)22(28)29/h5,10,17-21,26-27H,2-4,6-9,11-13H2,1H3,(H,28,29)/b14-5+,16-10-/t17-,18-,19-,20+,21+/m0/s1

Standard InChI Key:  WHIQOZMKYGAABU-HMLLAPGCSA-N

Alternative Forms

1. Parent:

   

   ALA4464806

   ---

Molecule Features

Natural Product: No

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: 463.53

Molecular Weight (Monoisotopic): 463.2206

AlogP: 1.20

#Rotatable Bonds: 7

Polar Surface Area: 133.60

Molecular Species: ZWITTERION

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.10

CX Basic pKa: 10.08

CX LogP: -1.61

CX LogD: -1.61

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: 2.27

References

1. Sugimoto S, Yamano Y, Desoukey SY, Katakawa K, Wanas AS, Otsuka H, Matsunami K..  (2019)  Isolation of Sesquiterpene-Amino Acid Conjugates, Onopornoids A-D, and a Flavonoid Glucoside from Onopordum alexandrinum.,  82  (6): [PMID:31199638] [10.1021/acs.jnatprod.8b00948]

Source

Source(1):

• Scientific Literature