allyl 4-(4-(nicotinamido)phenoxy)phenylcarbamate

ID: ALA2269040

PubChem CID: 10500534

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)c3cccnc3)cc2)cc1

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

Standard InChI Key:  VWYCXFWJZWGAJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    7.9701  -18.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2645  -18.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5547  -18.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6799  -18.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4271  -16.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4260  -17.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340  -17.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8437  -17.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408  -16.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322  -16.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179  -17.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5470  -16.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2562  -16.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2560  -17.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9644  -17.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6715  -17.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6658  -16.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9568  -16.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105  -17.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3025  -17.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112  -16.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959  -17.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883  -17.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872  -18.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996  -18.9790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042  -18.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3813  -17.7350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3855  -18.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0953  -18.9571    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:

   

   ALA2269040

   prop-2-enyl N-[4-[4-(pyridine-3-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: 3.51

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.06

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