2-Amino-3-(2,3-dihydroxy-5-methyl-phenylsulfanyl)-propionic acid

ID: ALA161223

Chembl Id: CHEMBL161223

PubChem CID: 15658919

Max Phase: Preclinical

Molecular Formula: C10H13NO4S

Molecular Weight: 243.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(O)c(SCC(N)C(=O)O)c1

Standard InChI:  InChI=1S/C10H13NO4S/c1-5-2-7(12)9(13)8(3-5)16-4-6(11)10(14)15/h2-3,6,12-13H,4,11H2,1H3,(H,14,15)

Standard InChI Key:  YFCRVIPKLISQJF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161223

   2-Amino-3-(2,3-dihydroxy-5-methylphenyl)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: 243.28

Molecular Weight (Monoisotopic): 243.0565

AlogP: 0.91

#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: 1.67

CX Basic pKa: 8.93

CX LogP: -1.12

CX LogD: -1.13

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.46

Np Likeness Score: 0.45

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