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

ID: ALA603829

Chembl Id: CHEMBL603829

PubChem CID: 44818268

Max Phase: Preclinical

Molecular Formula: C17H20N4O2

Molecular Weight: 312.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-Phenylalanine[3-[(Aminoiminomethyl)Amino]Phenyl]Methyl Ester | CHEMBL603829|L-Phenylalanine[3-[(Aminoiminomethyl)amino]phenyl]methyl Ester|BDBM50308746

Canonical SMILES:  N=C(N)Nc1cccc(COC(=O)[C@@H](N)Cc2ccccc2)c1

Standard InChI:  InChI=1S/C17H20N4O2/c18-15(10-12-5-2-1-3-6-12)16(22)23-11-13-7-4-8-14(9-13)21-17(19)20/h1-9,15H,10-11,18H2,(H4,19,20,21)/t15-/m0/s1

Standard InChI Key:  NECWZJFOBTYPNR-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA603829

   L-Phenylalanine[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: 312.37

Molecular Weight (Monoisotopic): 312.1586

AlogP: 1.61

#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: 10.26

CX LogP: 1.92

CX LogD: -0.49

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -0.29

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