SID14742296

ID: ALA3189354

PubChem CID: 3713693

Max Phase: Preclinical

Molecular Formula: C17H18N2O5

Molecular Weight: 330.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/C(CO)C(O)c2ccc([N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C17H18N2O5/c1-24-15-8-2-12(3-9-15)10-18-16(11-20)17(21)13-4-6-14(7-5-13)19(22)23/h2-10,16-17,20-21H,11H2,1H3/b18-10+

Standard InChI Key:  UGPNXGYAEZANPN-VCHYOVAHSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  1  0  0  0  0  0999 V2000
   -6.4969   -0.4591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7370    3.1435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6950    4.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1608    3.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6967    3.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8003    1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990    0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3985    2.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0994    0.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8004    2.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3984    1.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0995    3.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1999    2.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  2  7  1  0
  3  7  2  0
  4 19  1  0
  4 24  1  0
  5 18  1  0
  6 10  1  0
  6 17  2  0
  7 11  1  0
  8  9  1  0
  8 12  2  0
  8 13  1  0
  9 10  1  0
 10 18  1  0
 11 14  2  0
 11 15  1  0
 12 14  1  0
 13 15  2  0
 16 17  1  0
 16 20  2  0
 16 21  1  0
 19 22  2  0
 19 23  1  0
 20 22  1  0
 21 23  2  0
M  CHG  2   2  -1   7   1
M  END

Alternative Forms

1. Parent:

   

   ALA3189354

   2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-1-(4-nitro-phenyl)-propane-1,3-diol

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: 330.34

Molecular Weight (Monoisotopic): 330.1216

AlogP: 2.12

#Rotatable Bonds: 7

Polar Surface Area: 105.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 4.22

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: -0.34

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays