(trans)-2-Methoxy-7-methyl-5-octadecyl-2-oxo-2,3,4,5-tetrahydro-2lambda*5*-[1,2]oxaphosphepine-6-carboxylic acid methyl ester

ID: ALA3401172

PubChem CID: 118728284

Max Phase: Preclinical

Molecular Formula: C27H51O5P

Molecular Weight: 486.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCC[C@H]1CC[P@@](=O)(OC)OC(C)=C1C(=O)OC

Standard InChI:  InChI=1S/C27H51O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-22-23-33(29,31-4)32-24(2)26(25)27(28)30-3/h25H,5-23H2,1-4H3/t25-,33+/m0/s1

Standard InChI Key:  VRXYJHDZLJKPIN-OGVWKLGRSA-N

Molfile:  

     RDKit          2D

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    1.6852   -0.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3039    3.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0435   -2.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238   -1.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.6394    2.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.2110    2.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3863    3.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7826    3.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9579    4.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3542    3.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.5295    4.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.9258    4.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -23.1012    5.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -24.2176    4.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  3  1  0
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  7  5  1  0
  4  5  1  0
  6  7  1  0
  8  9  1  0
  9  6  1  0
  3 10  2  0
  3 11  1  6
  2 12  1  0
  9 13  2  0
 11 14  1  0
  8 15  1  0
  7 16  1  6
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3401172

   ---

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: 486.67

Molecular Weight (Monoisotopic): 486.3474

AlogP: 8.96

#Rotatable Bonds: 19

Polar Surface Area: 61.83

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.05

CX LogD: 8.05

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.10

Np Likeness Score: 0.24

References

1. Vasilieva E, Dutta S, Malla RK, Martin BP, Spilling CD, Dupureur CM..  (2015)  Rat hormone sensitive lipase inhibition by cyclipostins and their analogs.,  23  (5): [PMID:25678014] [10.1016/j.bmc.2015.01.028]

Source

Source(1):

• Scientific Literature