(2R)-2-Amino-3[[2-[(1-iminoethyl)amino]ethyl]sulfinyl]-2-methylpropanoicacid dihydrochloride

ID: ALA3970153

PubChem CID: 134154591

Max Phase: Preclinical

Molecular Formula: C7H18Cl2N4O3S

Molecular Weight: 236.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@](N)(C[S+]([O-])CCNC(=N)N)C(=O)O.Cl.Cl

Standard InChI:  InChI=1S/C7H16N4O3S.2ClH/c1-7(10,5(12)13)4-15(14)3-2-11-6(8)9;;/h2-4,10H2,1H3,(H,12,13)(H4,8,9,11);2*1H/t7-,15?;;/m0../s1

Standard InChI Key:  YJPWTRHJFGLTTL-FVFGWPQKSA-N

Molfile:  

     RDKit          2D

 17 14  0  0  0  0  0  0  0  0999 V2000
    8.4087  -10.0430    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7356   -7.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3192   -8.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9027   -7.9394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4722   -9.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7531   -8.6604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0366   -9.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6010   -9.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8819   -8.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -9.9105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1887   -8.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9078   -9.0681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6243   -8.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3434   -9.0636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6217   -7.8226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7505   -7.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3242   -9.9683    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  4  1  1
  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
  6 16  1  0
M  CHG  2   6   1  16  -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: 236.30

Molecular Weight (Monoisotopic): 236.0943

AlogP: -1.98

#Rotatable Bonds: 6

Polar Surface Area: 148.28

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.88

CX Basic pKa: 12.05

CX LogP: -4.57

CX LogD: -5.79

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.20

Np Likeness Score: 0.57

References

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

Source

Source(1):

• Patent Bioactivity Data