ID: ALA1778536

Max Phase: Preclinical

Molecular Formula: C22H28N4O7

Molecular Weight: 460.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  COCC[C@H](NC1(C(=O)N[C@@H](Cc2nc(-c3ccccc3)no2)C(=O)O)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C22H28N4O7/c1-32-12-9-15(19(27)28)25-22(10-5-6-11-22)21(31)23-16(20(29)30)13-17-24-18(26-33-17)14-7-3-2-4-8-14/h2-4,7-8,15-16,25H,5-6,9-13H2,1H3,(H,23,31)(H,27,28)(H,29,30)/t15-,16-/m0/s1

Standard InChI Key:  HTEXPDWHUAHOGC-HOTGVXAUSA-N

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

Properties

Molecular Weight: 460.49

Molecular Weight (Monoisotopic): 460.1958

AlogP: 1.24

#Rotatable Bonds: 12

Polar Surface Area: 163.88

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.89

CX Basic pKa: 9.36

CX LogP: -1.24

CX LogD: -4.15

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -0.81

References

1. Glossop MS, Bazin RJ, Dack KN, Fox DN, MacDonald GA, Mills M, Owen DR, Phillips C, Reeves KA, Ringer TJ, Strang RS, Watson CA..  (2011)  Synthesis and evaluation of heteroarylalanine diacids as potent and selective neutral endopeptidase inhibitors.,  21  (11): [PMID:21515054] [10.1016/j.bmcl.2011.03.109]

Source

Source(1):

• Scientific Literature