allyl 4-(4-(isonicotinamido)phenoxy)phenylcarbamate

ID: ALA2269041

PubChem CID: 10572408

Max Phase: Preclinical

Molecular Formula: C22H19N3O4

Molecular Weight: 389.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOC(=O)Nc1ccc(Oc2ccc(NC(=O)c3ccncc3)cc2)cc1

Standard InChI:  InChI=1S/C22H19N3O4/c1-2-15-28-22(27)25-18-5-9-20(10-6-18)29-19-7-3-17(4-8-19)24-21(26)16-11-13-23-14-12-16/h2-14H,1,15H2,(H,24,26)(H,25,27)

Standard InChI Key:  HVTYDJKLCNLXNS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   19.1219  -18.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4162  -18.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7065  -18.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8316  -18.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5747  -16.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5736  -17.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2816  -17.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9913  -17.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9885  -16.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2799  -15.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8656  -17.5755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6946  -15.9331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4039  -16.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4036  -17.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1120  -17.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8192  -17.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8135  -16.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1045  -15.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1582  -17.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4502  -17.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1588  -16.3491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7435  -17.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0360  -17.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0349  -18.3884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7472  -18.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4519  -18.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5290  -17.5534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5331  -18.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2429  -18.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  6 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 16 27  1  0
 27 28  1  0
 28 29  2  0
 28  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269041

   prop-2-enyl N-[4-[4-(pyridine-4-carbonylamino)phenoxy]phenyl]carbamate

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: 389.41

Molecular Weight (Monoisotopic): 389.1376

AlogP: 4.86

#Rotatable Bonds: 7

Polar Surface Area: 89.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: 2.29

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.00

References

1. Balcells M, Avilla J, Profitos J, Canela R..  (2000)  Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs.,  48  (1): [PMID:10637056] [10.1021/jf990404e]

Source

Source(1):

• Scientific Literature