ethyl (2S)-2-amino-5-guanidino-pentanoate

ID: ALA5282577

Max Phase: Preclinical

Molecular Formula: C8H18N4O2

Molecular Weight: 202.26

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@H](N)CCCNC(=N)N

Standard InChI:  InChI=1S/C8H18N4O2/c1-2-14-7(13)6(9)4-3-5-12-8(10)11/h6H,2-5,9H2,1H3,(H4,10,11,12)/t6-/m0/s1

Standard InChI Key:  AKGWUHIOEVNNPC-LURJTMIESA-N

Molfile:  

 
     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.1439   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293    1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    1.0316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  1
  6  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
 12 13  1  0
 12 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282577

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 202.26

Molecular Weight (Monoisotopic): 202.1430

AlogP: -0.86

#Rotatable Bonds: 6

Polar Surface Area: 114.22

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.23

CX LogP: -0.99

CX LogD: -3.55

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.19

Np Likeness Score: 0.36

References

1. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature