4-pentenyl(R)-(+)-2-[N-(1H-imidazol-1-ylcarbonyl)methylamino]butanoate

ID: ALA2286354

PubChem CID: 76309154

Max Phase: Preclinical

Molecular Formula: C14H21N3O3

Molecular Weight: 279.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCCCOC(=O)[C@@H](CC)N(C)C(=O)n1ccnc1

Standard InChI:  InChI=1S/C14H21N3O3/c1-4-6-7-10-20-13(18)12(5-2)16(3)14(19)17-9-8-15-11-17/h4,8-9,11-12H,1,5-7,10H2,2-3H3/t12-/m1/s1

Standard InChI Key:  RSRVVKZOXCYALY-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   12.8504   -9.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5628   -9.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2754   -9.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9904   -9.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2744   -8.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5628  -10.7794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8483  -11.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2773  -11.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2773  -12.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9918  -10.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6117  -12.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8666  -13.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6917  -13.2853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9466  -12.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8514   -8.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7044   -9.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4193   -9.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1333   -9.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8483   -9.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5623   -9.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  3  5  2  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286354

   pent-4-enyl (2R)-2-[imidazole-1-carbonyl(methyl)amino]butanoate

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: 279.34

Molecular Weight (Monoisotopic): 279.1583

AlogP: 2.07

#Rotatable Bonds: 7

Polar Surface Area: 64.43

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.55

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.44

Np Likeness Score: -0.25

References

1. TAKENAKA M, NISHIMURA T, HAYASHI K.  (2001)  Enantioselective Antifungal Activity of Pefurazoate against Pathogens of Rice Seed Diseases,  26  (4): [10.1584/jpestics.26.347]

Source

Source(1):

• Scientific Literature