2-ethoxyethyl 2-cyano-3-((5-isopropyloxazol-2-yl)methylamino)-4-methylpent-2-enoate

ID: ALA2229421

PubChem CID: 42604295

Max Phase: Preclinical

Molecular Formula: C18H27N3O4

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCOC(=O)/C(C#N)=C(\NCc1ncc(C(C)C)o1)C(C)C

Standard InChI:  InChI=1S/C18H27N3O4/c1-6-23-7-8-24-18(22)14(9-19)17(13(4)5)21-11-16-20-10-15(25-16)12(2)3/h10,12-13,21H,6-8,11H2,1-5H3/b17-14-

Standard InChI Key:  DTCXAJVYZWPMCU-VKAVYKQESA-N

Molfile:  

     RDKit          2D

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   24.8793  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2918  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2918  -10.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1169  -10.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8793   -9.8170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5294  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3544  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7669  -10.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5918  -10.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0043  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7062  -12.6737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6418  -10.5314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8167  -10.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4502   -9.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8341   -9.0573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2572   -8.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5180   -8.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6382   -9.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3952   -7.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6418  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8168  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0543  -12.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7598   -7.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1686   -7.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 12  3  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
 17 20  1  0
  1 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229421

   2-ethoxyethyl (Z)-2-cyano-4-methyl-3-[(5-propan-2-yl-1,3-oxazol-2-yl)methylamino]pent-2-enoate

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: 349.43

Molecular Weight (Monoisotopic): 349.2002

AlogP: 2.90

#Rotatable Bonds: 10

Polar Surface Area: 97.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.52

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: -0.93

References

1. Zhao Q, Liu S, Li Y, Wang Q..  (2009)  Design, synthesis, and biological activities of novel 2-cyanoacrylates containing oxazole, oxadiazole, or quinoline moieties.,  57  (7): [PMID:19271709] [10.1021/jf803632t]

Source

Source(1):

• Scientific Literature