S-dichlorovinylcystein

ID: ALA2074986

PubChem CID: 14962478

Max Phase: Preclinical

Molecular Formula: C5H7Cl2NO2S

Molecular Weight: 216.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](CS/C(Cl)=C/Cl)C(=O)O

Standard InChI:  InChI=1S/C5H7Cl2NO2S/c6-1-4(7)11-2-3(8)5(9)10/h1,3H,2,8H2,(H,9,10)/b4-1+/t3-/m1/s1

Standard InChI Key:  PJIHCWJOTSJIPQ-OKGOMYSLSA-N

Molfile:  

     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
   -6.1875    4.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730    5.1857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    4.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296    4.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    6.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    5.1857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296    3.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9020    5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6164    4.7732    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    3.9482    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  4  6  1  0
  5  7  1  0
  5  8  2  0
  1  9  2  0
  9 10  1  0
  1 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074986

   (2S)-2-amino-3-[(Z)-1,2-dichloroethenyl]sulfanylpropanoic acid

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: 216.09

Molecular Weight (Monoisotopic): 214.9575

AlogP: 1.41

#Rotatable Bonds: 4

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.57

CX Basic pKa: 9.05

CX LogP: -0.71

CX LogD: -0.72

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.75

Np Likeness Score: 0.71

References

1. Groves CE, Muñoz L, Bahn A, Burckhardt G, Wright SH..  (2003)  Interaction of cysteine conjugates with human and rabbit organic anion transporter 1.,  304  (1): [PMID:12538807] [10.1124/jpet.102.043455]

Source

Source(1):

• TP-search Transporter Database