trans-(E)-ethyl 4-(5-((4R,5S,E)-5-hydroxy-4-methylhex-2-enyl)-1,3-dioxan-2-yl)-3-methylbut-2-enoate

ID: ALA2286010

Max Phase: Preclinical

Molecular Formula: C18H30O5

Molecular Weight: 326.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C(\C)C[C@H]1OC[C@@H](C/C=C/[C@@H](C)[C@H](C)O)CO1

Standard InChI:  InChI=1S/C18H30O5/c1-5-21-17(20)9-13(2)10-18-22-11-16(12-23-18)8-6-7-14(3)15(4)19/h6-7,9,14-16,18-19H,5,8,10-12H2,1-4H3/b7-6+,13-9+/t14-,15+,16-,18+/m1/s1

Standard InChI Key:  ZRZIZJJZFSFUKE-GXEVUPSRSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   26.8105  -15.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8105  -15.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5158  -16.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2210  -15.8981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2210  -15.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5158  -14.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9299  -14.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6364  -15.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3453  -14.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6341  -15.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1034  -16.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3951  -15.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6879  -16.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9796  -15.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2725  -16.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5642  -15.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9785  -15.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2737  -17.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0519  -15.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0507  -15.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7620  -14.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3424  -16.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3413  -17.1305    0.0000 C   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
  5  7  1  6
  7  8  1  0
  8  9  2  0
  8 10  1  0
  2 11  1  6
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  6
 15 18  1  1
  9 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286010

   ---

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: 326.43

Molecular Weight (Monoisotopic): 326.2093

AlogP: 2.84

#Rotatable Bonds: 8

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: 1.57

References

1. Clinch K.  (1996)  Synthesis of analogues of monic acids A and C: Potential herbicides and inhibitors of isoleucyl tRNA synthetase,  6  (4): [10.1016/0960-894X(96)00050-9]

Source

Source(1):

• Scientific Literature