2-Butylamino-4-methylsulfanyl-butyric acid

ID: ALA48995

PubChem CID: 44293695

Max Phase: Preclinical

Molecular Formula: C9H19NO2S

Molecular Weight: 205.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN[C@@H](CCSC)C(=O)O

Standard InChI:  InChI=1S/C9H19NO2S/c1-3-4-6-10-8(9(11)12)5-7-13-2/h8,10H,3-7H2,1-2H3,(H,11,12)/t8-/m0/s1

Standard InChI Key:  FVKIZZKHMXMSOE-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  1  0  0  0  0  0999 V2000
    6.2500   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -1.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9250   -2.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -3.6042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -1.9667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -3.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -3.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5750   -1.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  8  1  0
  7  3  1  0
  8  7  1  0
  9  5  1  0
 10  6  1  0
 11  9  1  0
 12 11  1  0
 13 12  1  0
  3 14  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA48995

   N-butyl-l-methionine

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: 205.32

Molecular Weight (Monoisotopic): 205.1136

AlogP: 1.58

#Rotatable Bonds: 8

Polar Surface Area: 49.33

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.37

CX Basic pKa: 10.61

CX LogP: -0.64

CX LogD: -0.64

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.59

Np Likeness Score: -0.50

References

1. Lim H, Kappler F, Hai TT, Hampton A..  (1986)  Isozyme-specific enzyme inhibitors. 12. C- and N-methylmethionines as substrates and inhibitors of methionine adenosyltransferases of normal and hepatoma rat tissues.,  29  (9): [PMID:3755757] [10.1021/jm00159a030]

Source

Source(1):

• Scientific Literature