3(7)-Z-3-Docosylidene-5R-(hydroxymethyl)tetrahydrofuran-2-one

ID: ALA4846430

PubChem CID: 164608912

Max Phase: Preclinical

Molecular Formula: C27H50O3

Molecular Weight: 422.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCCC/C=C1/C[C@H](CO)OC1=O

Standard InChI:  InChI=1S/C27H50O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25-23-26(24-28)30-27(25)29/h22,26,28H,2-21,23-24H2,1H3/b25-22-/t26-/m1/s1

Standard InChI Key:  FGOCMKXAWIANLI-XIYFGJGBSA-N

Molfile:  

 
     RDKit          2D

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    7.9510  -13.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6587  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3705  -13.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0824  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885  -13.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9376  -14.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3504  -14.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1538  -14.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7611  -15.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208  -14.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6404  -14.8419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4978  -13.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2045  -13.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9132  -13.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6199  -13.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3286  -13.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0353  -13.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4507  -13.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1594  -13.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8661  -13.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5748  -13.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2815  -13.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9903  -13.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6969  -13.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4057  -13.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1124  -13.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8211  -13.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  1  6  1  0
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  9  1  1  0
  9 10  2  0
  7 11  1  1
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  5 13  1  0
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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
M  END

Alternative Forms

1. Parent:

   

   ALA4846430

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 422.69

Molecular Weight (Monoisotopic): 422.3760

AlogP: 8.04

#Rotatable Bonds: 21

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.48

CX LogD: 9.48

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.12

Np Likeness Score: 1.12

References

1. Londero VS, Costa-Silva TA, Antar GM, Baitello JB, de Oliveira LVF, Camilo FF, Batista ANL, Batista JM, Tempone AG, Lago JHG..  (2021)  Antitrypanosomal Lactones from Nectandra barbellata.,  84  (5.0): [PMID:33857368] [10.1021/acs.jnatprod.0c01303]

Source

Source(1):

• Scientific Literature