3(7)-Z-3-Hexadec-21-enylidene-5R-(hydroxymethyl)tetrahydrofuran-2-one

ID: ALA4847835

PubChem CID: 164610471

Max Phase: Preclinical

Molecular Formula: C21H36O3

Molecular Weight: 336.52

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-17-20(18-22)24-21(19)23/h2,16,20,22H,1,3-15,17-18H2/b19-16-/t20-/m1/s1

Standard InChI Key:  YUKDNUBSMLOABX-XWMMGPHDSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    9.0675   -2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7794   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4871   -2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1989   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9107   -2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3169   -2.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7660   -3.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1787   -3.9295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9821   -3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5895   -4.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9491   -3.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688   -3.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6174   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3261   -2.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0328   -2.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7416   -2.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4482   -2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1570   -2.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8637   -2.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5724   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2791   -2.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9878   -2.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6945   -2.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4032   -2.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  1  1  0
  9 10  2  0
  7 11  1  1
 11 12  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847835

   ---

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: 336.52

Molecular Weight (Monoisotopic): 336.2664

AlogP: 5.48

#Rotatable Bonds: 15

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: 6.51

CX LogD: 6.51

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.19

Np Likeness Score: 1.49

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