Onopornoid B

ID: ALA4540001

Chembl Id: CHEMBL4540001

PubChem CID: 155550073

Max Phase: Preclinical

Molecular Formula: C24H33NO8

Molecular Weight: 463.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@H](OC(=O)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/C24H33NO8/c1-5-24(4)9-17(32-22(30)14(3)12-27)18-15(10-25-8-6-7-16(25)21(28)29)23(31)33-20(18)19(24)13(2)11-26/h5,15-20,26-27H,1-3,6-12H2,4H3,(H,28,29)/t15-,16-,17-,18+,19+,20-,24+/m0/s1

Standard InChI Key:  RYZSGPDNVNFOCK-SVRDFLEPSA-N

Alternative Forms

1. Parent:

   

   ALA4540001

   ---

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: 0.91

#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: -1.83

CX LogD: -1.83

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: 1.98

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