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

ID: ALA589585

Chembl Id: CHEMBL589585

PubChem CID: 44818267

Max Phase: Preclinical

Molecular Formula: C14H22N4O2

Molecular Weight: 278.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-Isoleucine[3-[(Aminoiminomethyl)Amino]Phenyl]Methyl Ester | CHEMBL589585|L-Isoleucine[3-[(Aminoiminomethyl)amino]phenyl]methyl Ester|BDBM50308745

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

Standard InChI:  InChI=1S/C14H22N4O2/c1-3-9(2)12(15)13(19)20-8-10-5-4-6-11(7-10)18-14(16)17/h4-7,9,12H,3,8,15H2,1-2H3,(H4,16,17,18)/t9-,12-/m0/s1

Standard InChI Key:  AKQJIOMDSJWVGR-CABZTGNLSA-N

Alternative Forms

1. Parent:

   

   ALA589585

   L-Isoleucine[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: 278.36

Molecular Weight (Monoisotopic): 278.1743

AlogP: 1.41

#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: 10.21

CX LogP: 1.60

CX LogD: -0.99

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.36

Np Likeness Score: -0.24

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