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

ID: ALA4583962

Chembl Id: CHEMBL4583962

PubChem CID: 155566050

Max Phase: Preclinical

Molecular Formula: C32H46N3O7P

Molecular Weight: 615.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(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/C32H46N3O7P/c1-22(2)28(43(39,41-23-16-11-9-12-17-23)42-24-18-13-10-14-19-24)34-27(36)25-20-15-21-35(25)29(37)26(31(3,4)5)33-30(38)40-32(6,7)8/h9-14,16-19,22,25-26,28H,15,20-21H2,1-8H3,(H,33,38)(H,34,36)/t25-,26+,28?/m0/s1

Standard InChI Key:  KAOFRGOIKKCOFS-VEPNZUSMSA-N

Alternative Forms

1. Parent:

   

   ALA4583962

   ---

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: 615.71

Molecular Weight (Monoisotopic): 615.3073

AlogP: 6.37

#Rotatable Bonds: 10

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: 11.79

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -0.30

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]

3. Hwang J, Strange N, Mazraani R, Phillips MJ, Gamble AB, Huston WM, Tyndall JDA..  (2022)  Design, synthesis and biological evaluation of P2-modified proline analogues targeting the HtrA serine protease in Chlamydia.,  230  [PMID:35007862] [10.1016/j.ejmech.2021.114064]

Source

Source(1):

• Scientific Literature