S-[(1S)-2-[(1-Iminoethyl)amino]-1-methylethyl]-2-methyl-L-cysteine dihydrochloride

ID: ALA3953808

PubChem CID: 134144338

Max Phase: Preclinical

Molecular Formula: C8H20Cl2N4O2S

Molecular Weight: 234.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](CNC(=N)N)SC[C@](C)(N)C(=O)O.Cl.Cl

Standard InChI:  InChI=1S/C8H18N4O2S.2ClH/c1-5(3-12-7(9)10)15-4-8(2,11)6(13)14;;/h5H,3-4,11H2,1-2H3,(H,13,14)(H4,9,10,12);2*1H/t5-,8-;;/m0../s1

Standard InChI Key:  MTMKULHADXAYBJ-TZPPCYDQSA-N

Molfile:  

     RDKit          2D

 17 14  0  0  0  0  0  0  0  0999 V2000
    7.9848  -19.5054    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8285  -16.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2452  -17.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574  -16.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1037  -17.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8181  -17.3775    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5325  -17.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613  -17.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757  -17.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613  -18.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892  -17.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748  -17.7899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604  -17.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2460  -17.7899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604  -16.5525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1037  -18.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9152  -19.3875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  4  1  6
  5  6  1  0
  6  7  1  0
  7  3  1  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5 16  1  1
M  END

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: 234.32

Molecular Weight (Monoisotopic): 234.1150

AlogP: -0.61

#Rotatable Bonds: 6

Polar Surface Area: 125.22

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.42

CX Basic pKa: 12.18

CX LogP: -2.39

CX LogD: -4.24

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.31

Np Likeness Score: 0.20

References

1.  (2002)  Amidino compounds useful as nitric oxide synthase inhibitors, 

Source

Source(1):

• Patent Bioactivity Data