L-Valine[3-[(Aminoiminomethyl)amino]phenyl]methyl Ester

ID: ALA590321

Chembl Id: CHEMBL590321

PubChem CID: 44818266

Max Phase: Preclinical

Molecular Formula: C13H20N4O2

Molecular Weight: 264.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-Valine[3-[(Aminoiminomethyl)Amino]Phenyl]Methyl Ester | CHEMBL590321|L-Valine[3-[(Aminoiminomethyl)amino]phenyl]methyl Ester|BDBM50308744

Canonical SMILES:  CC(C)[C@H](N)C(=O)OCc1cccc(NC(=N)N)c1

Standard InChI:  InChI=1S/C13H20N4O2/c1-8(2)11(14)12(18)19-7-9-4-3-5-10(6-9)17-13(15)16/h3-6,8,11H,7,14H2,1-2H3,(H4,15,16,17)/t11-/m0/s1

Standard InChI Key:  CLFKRUPVXBZVAA-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA590321

   L-Valine[3-[(Aminoiminomethyl)amino]phenyl]methyl Ester

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: 264.33

Molecular Weight (Monoisotopic): 264.1586

AlogP: 1.02

#Rotatable Bonds: 5

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: 10.21

CX LogP: 1.15

CX LogD: -1.44

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: -0.26

References

1. Sun J, Dahan A, Amidon GL..  (2010)  Enhancing the intestinal absorption of molecules containing the polar guanidino functionality: a double-targeted prodrug approach.,  53  (2): [PMID:19957998] [10.1021/jm9011559]

Source

Source(1):

• Scientific Literature