14-O-acetylinsulicolide A

ID: ALA4160211

Chembl Id: CHEMBL4160211

PubChem CID: 139589878

Max Phase: Preclinical

Molecular Formula: C24H27NO9

Molecular Weight: 473.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@@]1(C)CCC[C@@]2(C)[C@H]1[C@H](OC(=O)c1ccc([N+](=O)[O-])cc1)C=C1C(=O)OC[C@@]12O

Standard InChI:  InChI=1S/C24H27NO9/c1-14(26)32-12-22(2)9-4-10-23(3)19(22)18(11-17-21(28)33-13-24(17,23)29)34-20(27)15-5-7-16(8-6-15)25(30)31/h5-8,11,18-19,29H,4,9-10,12-13H2,1-3H3/t18-,19+,22-,23+,24-/m1/s1

Standard InChI Key:  INLGDUWRFZHZNN-GLUARIRHSA-N

Alternative Forms

1. Parent:

   

   ALA4160211

   ---

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: 473.48

Molecular Weight (Monoisotopic): 473.1686

AlogP: 2.72

#Rotatable Bonds: 5

Polar Surface Area: 142.27

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.75

CX Basic pKa:

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 1.91

References

1. Tan Y, Yang B, Lin X, Luo X, Pang X, Tang L, Liu Y, Li X, Zhou X..  (2018)  Nitrobenzoyl Sesquiterpenoids with Cytotoxic Activities from a Marine-Derived Aspergillus ochraceus Fungus.,  81  (1): [PMID:29297688] [10.1021/acs.jnatprod.7b00698]

Source

Source(1):

• Scientific Literature