Onopornoid C

ID: ALA4460139

Chembl Id: CHEMBL4460139

PubChem CID: 155527800

Max Phase: Preclinical

Molecular Formula: C25H35NO8

Molecular Weight: 477.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@H](OC(=O)/C(=C/C)CO)[C@@H]2[C@H](OC(=O)[C@H]2CN2CCC[C@H]2C(=O)O)[C@H]1C(=C)CO

Standard InChI:  InChI=1S/C25H35NO8/c1-5-15(13-28)23(31)33-18-10-25(4,6-2)20(14(3)12-27)21-19(18)16(24(32)34-21)11-26-9-7-8-17(26)22(29)30/h5-6,16-21,27-28H,2-3,7-13H2,1,4H3,(H,29,30)/b15-5+/t16-,17-,18-,19+,20+,21-,25+/m0/s1

Standard InChI Key:  RSQIRHPSQJDQQU-ZDSZYRGBSA-N

Alternative Forms

1. Parent:

   

   ALA4460139

   ---

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: 477.55

Molecular Weight (Monoisotopic): 477.2363

AlogP: 1.30

#Rotatable Bonds: 9

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: 1.07

CX Basic pKa: 10.02

CX LogP: -1.45

CX LogD: -1.45

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: 2.17

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