Tert-butyl-N-[(2S)-1-[(2S)-2-{[1-(diphenoxyphosphoryl)-2-methylbutyl]carbamoyl}pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate

ID: ALA4462682

Chembl Id: CHEMBL4462682

PubChem CID: 155529200

Max Phase: Preclinical

Molecular Formula: C33H48N3O7P

Molecular Weight: 629.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(C)C(NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C33H48N3O7P/c1-9-23(2)29(44(40,42-24-17-12-10-13-18-24)43-25-19-14-11-15-20-25)35-28(37)26-21-16-22-36(26)30(38)27(32(3,4)5)34-31(39)41-33(6,7)8/h10-15,17-20,23,26-27,29H,9,16,21-22H2,1-8H3,(H,34,39)(H,35,37)/t23?,26-,27+,29?/m0/s1

Standard InChI Key:  QAFMOAIDLYWHIL-QWXSGBELSA-N

Alternative Forms

1. Parent:

   

   ALA4462682

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 629.74

Molecular Weight (Monoisotopic): 629.3230

AlogP: 6.76

#Rotatable Bonds: 11

Polar Surface Area: 123.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.81

CX Basic pKa: ┄

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.26

Np Likeness Score: -0.28

References

1. Agbowuro AA, Hwang J, Peel E, Mazraani R, Springwald A, Marsh JW, McCaughey L, Gamble AB, Huston WM, Tyndall JDA..  (2019)  Structure-activity analysis of peptidic Chlamydia HtrA inhibitors.,  27  (18): [PMID:31395511] [10.1016/j.bmc.2019.07.049]

2. Hwang J, Strange N, Phillips MJA, Krause AL, Heywood A, Gamble AB, Huston WM, Tyndall JDA..  (2021)  Optimization of peptide-based inhibitors targeting the HtrA serine protease in Chlamydia: Design, synthesis and biological evaluation of pyridone-based and N-Capping group-modified analogues.,  224  [PMID:34265463] [10.1016/j.ejmech.2021.113692]

Source

Source(1):

• Scientific Literature