Insulicolide B; 6-hydroxy-14-p-nitrobenzoylcinnamolide

ID: ALA4168129

Chembl Id: CHEMBL4168129

PubChem CID: 139589877

Max Phase: Preclinical

Molecular Formula: C22H25NO7

Molecular Weight: 415.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(COC(=O)c2ccc([N+](=O)[O-])cc2)CCC[C@]2(C)[C@H]3COC(=O)C3=C[C@@H](O)[C@@H]12

Standard InChI:  InChI=1S/C22H25NO7/c1-21(12-30-19(25)13-4-6-14(7-5-13)23(27)28)8-3-9-22(2)16-11-29-20(26)15(16)10-17(24)18(21)22/h4-7,10,16-18,24H,3,8-9,11-12H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1

Standard InChI Key:  OJYDAIRJVVQDEZ-PEVTXAFISA-N

Alternative Forms

1. Parent:

   

   ALA4168129

   ---

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: 415.44

Molecular Weight (Monoisotopic): 415.1631

AlogP: 3.04

#Rotatable Bonds: 4

Polar Surface Area: 115.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: 1.66

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