allyl 4-(4-(picolinamido)phenoxy)phenylcarbamate

ID: ALA2269039

PubChem CID: 10500533

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)c3ccccn3)cc2)cc1

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

Standard InChI Key:  GFCYQCCCSGXFMS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   25.2448  -11.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2437  -12.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9517  -12.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6614  -12.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6586  -11.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9500  -11.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5357  -12.6517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3647  -11.0093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0740  -11.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0737  -12.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7821  -12.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4893  -12.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4836  -11.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7746  -11.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8283  -12.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1202  -12.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8289  -11.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4136  -12.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7061  -12.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7050  -13.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4173  -13.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1220  -13.4640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1991  -12.6296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2032  -13.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9130  -13.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4976  -13.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7878  -13.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0822  -13.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3724  -13.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 12 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269039

   prop-2-enyl N-[4-[4-(pyridine-2-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: 13.21

CX Basic pKa: 0.49

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.16

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