(+/-)-5-(2-chloro-1-hydroxyethyl)-2-(E)-hept-5-ene-1,3-diynylthiophene

ID: ALA498465

PubChem CID: 16083187

Max Phase: Preclinical

Molecular Formula: C13H11ClOS

Molecular Weight: 250.75

Molecule Type: Small molecule

Names and Identifiers

Synonyms: xanthopappin B | XANTHOPAPPIN B|CHEMBL498465|2-chloro-1-[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]ethanol

Canonical SMILES:  C/C=C/C#CC#Cc1ccc(C(O)CCl)s1

Standard InChI:  InChI=1S/C13H11ClOS/c1-2-3-4-5-6-7-11-8-9-13(16-11)12(15)10-14/h2-3,8-9,12,15H,10H2,1H3/b3-2+

Standard InChI Key:  MMMJOLFAYHLDBI-NSCUHMNNSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    5.9304    1.6616    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514    2.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5238    2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    2.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0750    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    2.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    2.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500    1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    1.7597    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5420    0.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  3  4  1  0
  8  9  3  0
  4  5  2  0
  9 10  1  0
  5  1  1  0
 10 11  2  0
  1  2  1  0
 11 12  1  0
  2  6  1  0
  5 13  1  0
 13 14  1  0
  6  7  3  0
 14 15  1  0
  2  3  2  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498465

   XANTHOPAPPIN B

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: 250.75

Molecular Weight (Monoisotopic): 250.0219

AlogP: 2.95

#Rotatable Bonds: 2

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: 2.23

References

1. Tian Y, Wei X, Xu H..  (2006)  Photoactivated insecticidal thiophene derivatives from Xanthopappus subacaulis.,  69  (8): [PMID:16933888] [10.1021/np060209b]

Source

Source(1):

• Scientific Literature