1-[(Z)-3-Chloromethylene-2,3-dihydro-1-benzoxepin-7-yl]ethanone

ID: ALA450490

Cas Number: 369376-61-4

PubChem CID: 11424846

Max Phase: Preclinical

Molecular Formula: C13H11ClO2

Molecular Weight: 234.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc2c(c1)C=C/C(=C/Cl)CO2

Standard InChI:  InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-

Standard InChI Key:  QEWSARCWWQPUSM-YFHOEESVSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    6.2048    1.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0183    1.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3696    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9885   -0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2167   -0.5244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860   -0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5556    0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443    1.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092   -0.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1961    0.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310    1.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3972    1.9412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6021   -0.3173    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  3  4  1  0
  8  9  2  0
  4  5  1  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 11  6  1  0
  2  3  1  0
  3 12  2  0
  9 13  1  0
  1  7  1  0
 13 14  2  0
  6  7  2  0
 12 15  1  0
  1  2  2  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA450490

   Pterulone

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: 234.68

Molecular Weight (Monoisotopic): 234.0448

AlogP: 3.42

#Rotatable Bonds: 1

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.70

Np Likeness Score: 1.28

References

1. Gruijters BW, van Veldhuizen A, Weijers CA, Wijnberg JB..  (2002)  Total synthesis and bioactivity of some naturally occurring pterulones.,  65  (4): [PMID:11975500] [10.1021/np010510m]

Source

Source(1):

• Scientific Literature