(S)-methyl 2-amino-5-(3-methylguanidino)pentanoate acetate

ID: ALA4584061

PubChem CID: 155566280

Max Phase: Preclinical

Molecular Formula: C10H22N4O4

Molecular Weight: 202.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O.CNC(=N)NCCC[C@H](N)C(=O)OC

Standard InChI:  InChI=1S/C8H18N4O2.C2H4O2/c1-11-8(10)12-5-3-4-6(9)7(13)14-2;1-2(3)4/h6H,3-5,9H2,1-2H3,(H3,10,11,12);1H3,(H,3,4)/t6-;/m0./s1

Standard InChI Key:  GMSVNRCBXPEBLM-RGMNGODLSA-N

Molfile:  

     RDKit          2D

 18 16  0  0  0  0  0  0  0  0999 V2000
   41.8250  -17.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5395  -17.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2540  -17.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5395  -16.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1044  -19.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8190  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3899  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6754  -19.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9610  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2465  -19.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9610  -17.8418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5320  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5334  -19.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2479  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5334  -19.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9624  -19.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2479  -17.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6768  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  1
 14 16  1  0
 14 17  2  0
 16 18  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

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: -0.99

#Rotatable Bonds: 5

Polar Surface Area: 100.23

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.52

CX LogP: -1.07

CX LogD: -3.63

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.20

Np Likeness Score: 1.06

References

1. Chalupova K, Korabecny J, Bartolini M, Monti B, Lamba D, Caliandro R, Pesaresi A, Brazzolotto X, Gastellier AJ, Nachon F, Pejchal J, Jarosova M, Hepnarova V, Jun D, Hrabinova M, Dolezal R, Zdarova Karasova J, Mzik M, Kristofikova Z, Misik J, Muckova L, Jost P, Soukup O, Benkova M, Setnicka V, Habartova L, Chvojkova M, Kleteckova L, Vales K, Mezeiova E, Uliassi E, Valis M, Nepovimova E, Bolognesi ML, Kuca K..  (2019)  Novel tacrine-tryptophan hybrids: Multi-target directed ligands as potential treatment for Alzheimer's disease.,  168  [PMID:30851693] [10.1016/j.ejmech.2019.02.021]

2. Yang HY, Yao W, Huang PZ, Xu H, Ma Q, Chen X, Chen JJ, Gao K..  (2023)  Euphohelides A-C, ent-Abietane-Type Norditerpene Lactones from Euphorbia helioscopia and Their Anti-Inflammatory Activities.,  86  (4): [PMID:36858948] [10.1021/acs.jnatprod.3c00041]

Source

Source(1):

• Scientific Literature