Acetylsenkirkine

ID: ALA2269161

PubChem CID: 76323199

Max Phase: Preclinical

Molecular Formula: C21H29NO7

Molecular Weight: 407.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C1/C[C@@H](C)[C@@](C)(OC(C)=O)C(=O)OC/C2=C/CN(C)CC[C@@H](OC1=O)C2=O

Standard InChI:  InChI=1S/C21H29NO7/c1-6-15-11-13(2)21(4,29-14(3)23)20(26)27-12-16-7-9-22(5)10-8-17(18(16)24)28-19(15)25/h6-7,13,17H,8-12H2,1-5H3/b15-6-,16-7-/t13-,17-,21-/m1/s1

Standard InChI Key:  ZOIAVVNLMDKOIV-CJRSJGLVSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   38.2331  -13.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2281  -11.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7660  -12.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9891  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9891  -12.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7416  -13.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2097  -12.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7426  -11.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7494  -11.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2520  -11.1486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4398  -10.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4466   -9.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1371   -9.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5772  -10.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6012   -9.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8785  -11.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2999   -9.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9264   -9.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2068   -9.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9967   -9.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7148   -9.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9754  -10.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1167   -8.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2995   -8.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9817  -13.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4039  -12.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7046   -8.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2926   -7.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5218   -8.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  8  9  1  0
  2 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 21  1  0
 10 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 15 18  2  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  6
 21 23  1  6
 21 24  1  0
  5 25  1  0
  4 26  2  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269161

   ACETYLSENKIRKINE

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: 407.46

Molecular Weight (Monoisotopic): 407.1944

AlogP: 1.58

#Rotatable Bonds: 1

Polar Surface Area: 99.21

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.96

CX LogP: 2.33

CX LogD: 2.20

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: 2.29

References

1.  (2008)  36  (3): [10.1016/jbse.2007.08.015]

Source

Source(1):

• Scientific Literature