ID: ALA5192348

Max Phase: Preclinical

Molecular Formula: C38H51NO12

Molecular Weight: 713.82

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](CN3C[C@@H](CO)[C@]4(O)O[C@H]5C/C(C)=C/CC/C(CO)=C/[C@H]6OC(=O)[C@]4(C3)[C@H]56)[C@H]12

Standard InChI:  InChI=1S/C38H51NO12/c1-21-6-4-8-24(17-41)12-29-32(28(10-21)48-34(44)23(3)16-40)27(35(45)49-29)15-39-14-26(19-43)38(47)37(20-39)33-30(50-36(37)46)13-25(18-42)9-5-7-22(2)11-31(33)51-38/h6-7,12-13,26-33,40-43,47H,3-5,8-11,14-20H2,1-2H3/b21-6+,22-7+,24-12-,25-13-/t26-,27-,28-,29+,30+,31-,32+,33-,37-,38-/m0/s1

Standard InChI Key:  FUPNQSIRYTXGJK-STBIJNLUSA-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: 713.82

Molecular Weight (Monoisotopic): 713.3411

AlogP: 1.24

#Rotatable Bonds: 8

Polar Surface Area: 192.52

Molecular Species: BASE

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.09

CX Basic pKa: 9.11

CX LogP: 0.88

CX LogD: -0.75

Aromatic Rings: 0

Heavy Atoms: 51

QED Weighted: 0.10

Np Likeness Score: 2.18

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