(S)-2-acetamido-N-((R)-5-guanidino-1-oxo-1-phenylpentan-2-yl)-4-methylpentanamide

ID: ALA3746635

Chembl Id: CHEMBL3746635

PubChem CID: 127037925

Max Phase: Preclinical

Molecular Formula: C20H31N5O3

Molecular Weight: 389.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCCNC(=N)N)C(=O)c1ccccc1

Standard InChI:  InChI=1S/C20H31N5O3/c1-13(2)12-17(24-14(3)26)19(28)25-16(10-7-11-23-20(21)22)18(27)15-8-5-4-6-9-15/h4-6,8-9,13,16-17H,7,10-12H2,1-3H3,(H,24,26)(H,25,28)(H4,21,22,23)/t16-,17+/m1/s1

Standard InChI Key:  BTNDVCPNWVRRHA-SJORKVTESA-N

Alternative Forms

1. Parent:

   

   ALA3746635

   ---

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: 389.50

Molecular Weight (Monoisotopic): 389.2427

AlogP: 1.17

#Rotatable Bonds: 11

Polar Surface Area: 137.17

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.45

CX Basic pKa: 11.85

CX LogP: 0.47

CX LogD: -1.61

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.17

Np Likeness Score: 0.10

References

1. Kwon H, Kim Y, Park K, Choi SA, Son SH, Byun Y..  (2016)  Structure-based design, synthesis, and biological evaluation of Leu-Arg dipeptide analogs as novel hepsin inhibitors.,  26  (2): [PMID:26711145] [10.1016/j.bmcl.2015.12.023]

Source

Source(1):

• Scientific Literature