SID4241708

ID: ALA3196377

Cas Number: 1164550-55-3

PubChem CID: 3236647

Max Phase: Preclinical

Molecular Formula: C22H23NO5

Molecular Weight: 381.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)oc2c1c(/C=N/CC1CCCO1)c(O)c1ccccc12

Standard InChI:  InChI=1S/C22H23NO5/c1-3-26-22(25)18-13(2)28-21-16-9-5-4-8-15(16)20(24)17(19(18)21)12-23-11-14-7-6-10-27-14/h4-5,8-9,12,14,24H,3,6-7,10-11H2,1-2H3/b23-12+

Standard InChI Key:  QLBYRCZIIIFQSB-FSJBWODESA-N

Molfile:  

     RDKit          2D

 28 31  0  0  1  0  0  0  0  0999 V2000
    0.9517    2.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405   -3.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423    1.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147   -0.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2781   -6.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2202   -3.6171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405    0.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0746    1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6588    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6588   -1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405   -2.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524    2.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407    0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399    0.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328   -2.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -2.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464    3.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2576   -1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0112    1.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -5.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7050   -6.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8120    2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267   -8.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266   -8.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1 14  1  0
  2 13  1  0
  3 15  1  0
  3 23  1  0
  4 15  2  0
  5 24  1  0
  5 27  1  0
  6 17  2  0
  6 22  1  0
  7  8  1  0
  7  9  1  0
  7 10  2  0
  8 11  2  0
  9 14  2  0
  9 15  1  0
 10 13  1  0
 10 17  1  0
 11 12  1  0
 11 16  1  0
 12 13  2  0
 12 18  1  0
 14 19  1  0
 16 20  2  0
 18 21  2  0
 20 21  1  0
 22 24  1  0
 23 26  1  0
 24 25  1  0
 25 28  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3196377

   (Z)-ethyl 2-methyl-5-oxo-4-((((tetrahydrofuran-2-yl)methyl)amino)methylene)-4,5-dihydronaphtho[1,2-b]furan-3-carboxylate

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: 381.43

Molecular Weight (Monoisotopic): 381.1576

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 81.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 5.12

CX LogP: 3.75

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -0.18

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays