Benzothiazolylcysteine

ID: ALA2074987

PubChem CID: 15047955

Max Phase: Preclinical

Molecular Formula: C10H10N2O2S2

Molecular Weight: 254.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Benzothiazolylcysteine | CHEMBL2074987|BENZOTHIAZOLYLCYSTEINE|BDBM50420202

Canonical SMILES:  N[C@H](CSc1nc2ccccc2s1)C(=O)O

Standard InChI:  InChI=1S/C10H10N2O2S2/c11-6(9(13)14)5-15-10-12-7-3-1-2-4-8(7)16-10/h1-4,6H,5,11H2,(H,13,14)/t6-/m1/s1

Standard InChI Key:  KRBPTLCTECPKGY-ZCFIWIBFSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -4.2134    2.7623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0339    2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2054    1.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    1.4566    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    2.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6470    3.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4316    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6031    2.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709    1.8371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189    2.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599    2.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4570    1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500    1.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    0.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  5  2  0
  3  4  1  0
  4  5  1  0
  2  6  2  0
  3  2  1  0
  9  3  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074987

   BENZOTHIAZOLYLCYSTEINE

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: 254.34

Molecular Weight (Monoisotopic): 254.0184

AlogP: 1.80

#Rotatable Bonds: 4

Polar Surface Area: 76.21

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.30

CX Basic pKa: 9.00

CX LogP: -0.20

CX LogD: -0.21

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: -1.29

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