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

ID: ALA4876776

PubChem CID: 164625989

Max Phase: Preclinical

Molecular Formula: C21H38O3

Molecular Weight: 338.53

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H38O3/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/h16,20,22H,2-15,17-18H2,1H3/b19-16-/t20-/m1/s1

Standard InChI Key:  WQWBDTGFWZWVIP-XWMMGPHDSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    9.1624   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8743   -7.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5820   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938   -7.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0057   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118   -7.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8609   -8.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2736   -9.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0770   -9.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6844   -9.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440   -8.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5637   -9.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7123   -7.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4211   -8.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1278   -7.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8365   -8.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5432   -7.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2519   -8.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9586   -7.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6673   -8.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3740   -7.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0827   -8.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7894   -7.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4981   -8.2083    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876776

   ---

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: 338.53

Molecular Weight (Monoisotopic): 338.2821

AlogP: 5.70

#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: 6.81

CX LogD: 6.81

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.24

Np Likeness Score: 1.40

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