2-Amino-3-(3,4-dihydroxy-phenylsulfanyl)-propionic acid

ID: ALA161571

Chembl Id: CHEMBL161571

PubChem CID: 10263203

Max Phase: Preclinical

Molecular Formula: C9H11NO4S

Molecular Weight: 229.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CSc1ccc(O)c(O)c1)C(=O)O

Standard InChI:  InChI=1S/C9H11NO4S/c10-6(9(13)14)4-15-5-1-2-7(11)8(12)3-5/h1-3,6,11-12H,4,10H2,(H,13,14)

Standard InChI Key:  AITAKZZIENHLPJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161571

   2-Amino-3-(3,4-dihydroxyphenyl)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: 229.26

Molecular Weight (Monoisotopic): 229.0409

AlogP: 0.60

#Rotatable Bonds: 4

Polar Surface Area: 103.78

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.52

CX Basic pKa: 8.86

CX LogP: -1.63

CX LogD: -1.65

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.45

Np Likeness Score: 0.46

References

1. Ito S, Inoue S, Yamamoto Y, Fujita K..  (1981)  Synthesis and antitumor activity of cysteinyl-3,4-dihydroxyphenylalanines and related compounds.,  24  (6): [PMID:6788955] [10.1021/jm00138a006]

Source

Source(1):

• Scientific Literature