7-Aza-phomopsolide E

ID: ALA4548558

PubChem CID: 45028012

Max Phase: Preclinical

Molecular Formula: C14H19NO6

Molecular Weight: 297.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@H]1C=CC(=O)O[C@H]1CNC(=O)[C@H](C)O

Standard InChI:  InChI=1S/C14H19NO6/c1-4-8(2)14(19)21-10-5-6-12(17)20-11(10)7-15-13(18)9(3)16/h4-6,9-11,16H,7H2,1-3H3,(H,15,18)/b8-4+/t9-,10-,11-/m0/s1

Standard InChI Key:  XZYKRDKKCJVLNQ-SPJFXFQZSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   32.6236   -4.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6236   -5.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3330   -5.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0424   -5.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0424   -4.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3330   -4.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7554   -4.2337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7578   -3.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4709   -3.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1774   -3.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8904   -3.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4732   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0472   -2.9976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7536   -5.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4661   -5.4636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1732   -5.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8856   -5.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5969   -5.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8868   -4.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1720   -6.6987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9123   -5.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  2  0
  5  7  1  6
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  9 12  1  0
  8 13  2  0
  4 14  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  1
 16 20  2  0
  2 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548558

   7-aza-phomopsolide E

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 297.31

Molecular Weight (Monoisotopic): 297.1212

AlogP: -0.16

#Rotatable Bonds: 5

Polar Surface Area: 101.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.32

CX Basic pKa: ┄

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: 2.09

References

1. Aljahdali AZ, Freedman SA, Scott J, Li M, O'Doherty GA..  (2019)  Synthesis and direct comparison of the anticancer activities of phomopsolides D and E and two 7-oxa-/7-aza-analogues.,  10  (7): [PMID:31391894] [10.1039/C9MD00121B]

Source

Source(1):

• Scientific Literature