SID862649

ID: ALA1586527

PubChem CID: 5389759

Max Phase: Preclinical

Molecular Formula: C23H26N2O5

Molecular Weight: 410.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCN1C(=O)C(O)=C(C(=O)c2ccc(OC(C)C)cc2)C1c1ccncc1

Standard InChI:  InChI=1S/C23H26N2O5/c1-15(2)30-18-7-5-17(6-8-18)21(26)19-20(16-9-11-24-12-10-16)25(13-4-14-29-3)23(28)22(19)27/h5-12,15,20,27H,4,13-14H2,1-3H3

Standard InChI Key:  URTOGTLCYVIIDU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.4132   -2.6150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2122   -3.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308   -0.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -0.7156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -2.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -2.8063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4661   -0.3297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802   -1.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3732   -1.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -2.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -3.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -1.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399   -1.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -3.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0684   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0245   -1.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6718   -0.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -1.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -2.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6376   -1.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4923   -0.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6416   -1.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564   -3.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826   -1.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1031   -1.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470   -2.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2854   -3.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  2 11  2  0
  3 12  2  0
  4 23  1  0
  4 27  1  0
  5 26  1  0
  5 30  1  0
  6  9  1  0
  6 11  1  0
  6 15  1  0
  7 21  2  0
  7 22  1  0
  8  9  1  0
  8 10  2  0
  8 12  1  0
  9 13  1  0
 10 11  1  0
 12 14  1  0
 13 16  2  0
 13 17  1  0
 14 18  2  0
 14 19  1  0
 15 20  1  0
 16 21  1  0
 17 22  2  0
 18 24  1  0
 19 25  2  0
 20 26  1  0
 23 24  2  0
 23 25  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1586527

   (4E)-4-[hydroxy-(4-propan-2-yloxyphenyl)methylidene]-1-(3-methoxypropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione

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: 410.47

Molecular Weight (Monoisotopic): 410.1842

AlogP: 3.48

#Rotatable Bonds: 9

Polar Surface Area: 88.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.46

CX Basic pKa: 4.03

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.25

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays