(E)-3-[(2-chloropyridine-4-yl)-3-(4-tert-butylphenyl)acryloyl]morpholine

ID: ALA2227745

Cas Number: 868390-90-3

PubChem CID: 46220487

Product Number: P413117, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H25ClN2O2

Molecular Weight: 384.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(/C(=C/C(=O)N2CCOCC2)c2ccnc(Cl)c2)cc1

Standard InChI:  InChI=1S/C22H25ClN2O2/c1-22(2,3)18-6-4-16(5-7-18)19(17-8-9-24-20(23)14-17)15-21(26)25-10-12-27-13-11-25/h4-9,14-15H,10-13H2,1-3H3/b19-15-

Standard InChI Key:  QEUOHPLVFSQWME-CYVLTUHYSA-N

Molfile:  

     RDKit          2D

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    2.9427   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427   -2.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480   -2.8932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3533   -2.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3533   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480   -1.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403   -4.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -4.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -5.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480   -5.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405   -4.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333   -5.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -6.1596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9455   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6498   -6.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614   -6.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682   -6.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4769   -6.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4743   -5.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7668   -4.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1852   -6.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1863   -7.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8923   -6.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8871   -6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -4.9326    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 11  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2227745

   Pyrimorph

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: 384.91

Molecular Weight (Monoisotopic): 384.1605

AlogP: 4.32

#Rotatable Bonds: 3

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.89

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.17

References

1. Yan X, Qin W, Sun L, Qi S, Yang D, Qin Z, Yuan H..  (2010)  Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.,  58  (5): [PMID:20000417] [10.1021/jf902410x]

2. Xiao Y, Yang X, Li B, Yuan H, Wan S, Xu Y, Qin Z..  (2011)  Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives.,  16  (11): [PMID:22027951] [10.3390/molecules16118945]

Source

Source(1):

• Scientific Literature