SID144197538

ID: ALA3182498

PubChem CID: 60191518

Max Phase: Preclinical

Molecular Formula: C20H24N2O6

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2cc(NC(=O)C3CC3)ccc2OC[C@H]2O[C@@H](CC(=O)O)CC[C@@H]21

Standard InChI:  InChI=1S/C20H24N2O6/c1-22-15-6-5-13(9-18(23)24)28-17(15)10-27-16-7-4-12(8-14(16)20(22)26)21-19(25)11-2-3-11/h4,7-8,11,13,15,17H,2-3,5-6,9-10H2,1H3,(H,21,25)(H,23,24)/t13-,15+,17-/m1/s1

Standard InChI Key:  QDKBQDQQAVASEY-UKPHBRMFSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  1  0  0  0  0  0999 V2000
    4.0040   -0.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883    2.1706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9847   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.4084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447    2.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5642    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2703    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 16  1  0
 13  2  1  6
  2 19  1  0
  3 11  2  0
  4 22  2  0
  5 28  2  0
  6 28  1  0
 10  7  1  1
  7 11  1  0
  7 24  1  0
  8 15  1  0
  8 22  1  0
  9 11  1  0
  9 12  1  0
  9 14  2  0
 10 13  1  0
 10 17  1  0
 12 18  2  0
 13 16  1  0
 14 15  1  0
 15 20  2  0
 17 21  1  0
 18 20  1  0
 19 21  1  0
 19 25  1  6
 22 23  1  0
 23 26  1  0
 23 27  1  0
 25 28  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3182498

   2-[(2R,4aS,12aS)-8-(cyclopropanecarbonylamino)-5-methyl-6-oxo-2,3,4,4a,12,12a-hexahydropyrano[2,3-c][1,5]benzoxazocin-2-yl]acetic acid

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: 388.42

Molecular Weight (Monoisotopic): 388.1634

AlogP: 1.89

#Rotatable Bonds: 4

Polar Surface Area: 105.17

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 1.21

CX LogD: -2.08

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -0.14

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays