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

ID: ALA488490

PubChem CID: 10353885

Max Phase: Preclinical

Molecular Formula: C13H12O2S

Molecular Weight: 232.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H12O2S/c1-2-3-4-5-6-7-11-8-9-13(16-11)12(15)10-14/h2-3,8-9,12,14-15H,10H2,1H3/b3-2+

Standard InChI Key:  RCBXJOCDSLBWEX-NSCUHMNNSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    6.8012   -2.1176    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4712   -1.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2222   -0.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946   -0.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1386   -1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1208   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9458   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7708   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5958   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0083   -0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8333   -0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208   -2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9920   -2.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129   -2.8583    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:

   

   ALA488490

   1-[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]ethane-1,2-diol

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: 232.30

Molecular Weight (Monoisotopic): 232.0558

AlogP: 1.70

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.76

Np Likeness Score: 2.49

References

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

2. Jin Q, Lee JW, Jang H, Choi JE, Kim HS, Lee D, Hong JT, Lee MK, Hwang BY..  (2016)  Dimeric sesquiterpene and thiophenes from the roots of Echinops latifolius.,  26  (24): [PMID:27865705] [10.1016/j.bmcl.2016.10.017]

Source

Source(1):

• Scientific Literature