ID: ALA300903

Max Phase: Preclinical

Molecular Formula: C24H28O9

Molecular Weight: 460.48

Molecule Type: Small molecule

Representations

Synonyms (1): Bipinnatin-H
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)O[C@H]1C[C@H](C2(C)CO2)[C@@H](OC(C)=O)c2oc(cc2C)[C@@H]2O[C@@]2(C)C[C@@H]2C=C1C(=O)O2

Standard InChI:  InChI=1S/C24H28O9/c1-11-6-18-21-23(4,33-21)9-14-7-15(22(27)31-14)17(29-12(2)25)8-16(24(5)10-28-24)20(19(11)32-18)30-13(3)26/h6-7,14,16-17,20-21H,8-10H2,1-5H3/t14-,16-,17-,20+,21-,23-,24?/m0/s1

Standard InChI Key:  ZKPQWDXTJKFKDU-SZTWMKIDSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 460.48

Molecular Weight (Monoisotopic): 460.1733

AlogP: 3.00

#Rotatable Bonds: 3

Polar Surface Area: 117.10

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.84

CX Basic pKa:

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: 2.76

References

1. Abramson SN, Trischman JA, Tapiolas DM, Harold EE, Fenical W, Taylor P..  (1991)  Structure/activity and molecular modeling studies of the lophotoxin family of irreversible nicotinic receptor antagonists.,  34  (6): [PMID:1676426] [10.1021/jm00110a007]

Source

Source(1):

• Scientific Literature