8-Pivaloyloxybilocularin A

ID: ALA3932177

Chembl Id: CHEMBL3932177

PubChem CID: 134138683

Max Phase: Preclinical

Molecular Formula: C33H44O11

Molecular Weight: 616.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@@]12[C@@H](OC(C)=O)CC[C@@H](C)[C@]13OC(C)(C)[C@H]([C@@H](OC(=O)C(C)(C)C)[C@H]2OC(=O)c1ccccc1)[C@H]3OC(C)=O

Standard InChI:  InChI=1S/C33H44O11/c1-18-15-16-23(40-20(3)35)32(17-39-19(2)34)27(43-28(37)22-13-11-10-12-14-22)25(42-29(38)30(5,6)7)24-26(41-21(4)36)33(18,32)44-31(24,8)9/h10-14,18,23-27H,15-17H2,1-9H3/t18-,23+,24-,25-,26-,27-,32+,33-/m1/s1

Standard InChI Key:  BQHQKRNENCCQIT-NMJVBZPESA-N

Alternative Forms

1. Parent:

   

   ALA3932177

   ---

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 616.70

Molecular Weight (Monoisotopic): 616.2884

AlogP: 4.19

#Rotatable Bonds: 7

Polar Surface Area: 140.73

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.32

Np Likeness Score: 2.14

References

1. Wibowo M, Levrier C, Sadowski MC, Nelson CC, Wang Q, Holst J, Healy PC, Hofmann A, Davis RA..  (2016)  Bioactive Dihydro-β-agarofuran Sesquiterpenoids from the Australian Rainforest Plant Maytenus bilocularis.,  79  (5): [PMID:27120798] [10.1021/acs.jnatprod.6b00190]

Source

Source(1):

• Scientific Literature