ID: ALA5193876

Max Phase: Preclinical

Molecular Formula: C25H37NO8

Molecular Weight: 479.57

Representations

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

Standard InChI:  InChI=1S/C25H37NO8/c1-14(2)8-19(23(29)30)26-11-18-22-20(33-24(31)16(4)12-27)9-15(3)6-5-7-17(13-28)10-21(22)34-25(18)32/h6,10,14,18-22,26-28H,4-5,7-9,11-13H2,1-3H3,(H,29,30)/b15-6+,17-10-/t18-,19+,20-,21+,22+/m0/s1

Standard InChI Key:  YBVVGCNYHPPUHH-QJPKEHJTSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 479.57

Molecular Weight (Monoisotopic): 479.2519

AlogP: 1.74

#Rotatable Bonds: 10

Polar Surface Area: 142.39

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.46

CX Basic pKa: 10.23

CX LogP: -0.53

CX LogD: -0.53

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: 2.42

References

1. Bitchagno GTM, Schüffler A, Gross J, Krumb M, Tane P, Opatz T..  (2022)  Sesquiterpene Lactones from Vernonia tufnelliae: Structural Characterization and Biological Evaluation.,  85  (7.0): [PMID:35704432] [10.1021/acs.jnatprod.2c00055]

Source

Source(1):

• Scientific Literature