tert-Butyl N-[(2S)-1-[(2S,4S)-2-{[1-(diphenoxyphosphoryl)-2-methylpropyl]carbamoyl}-4-hydroxypyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate

ID: ALA5195588

Chembl Id: CHEMBL5195588

PubChem CID: 168287629

Max Phase: Preclinical

Molecular Formula: C32H46N3O8P

Molecular Weight: 631.71

Names and Identifiers

Canonical SMILES:  CC(C)C(NC(=O)[C@@H]1C[C@H](O)CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C32H46N3O8P/c1-21(2)28(44(40,42-23-15-11-9-12-16-23)43-24-17-13-10-14-18-24)34-27(37)25-19-22(36)20-35(25)29(38)26(31(3,4)5)33-30(39)41-32(6,7)8/h9-18,21-22,25-26,28,36H,19-20H2,1-8H3,(H,33,39)(H,34,37)/t22-,25-,26+,28?/m0/s1

Standard InChI Key:  OPVSQJNPLWLKDU-PUKDPEDVSA-N

Alternative Forms

1. Parent:

   

   ALA5195588

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 631.71

Molecular Weight (Monoisotopic): 631.3023

AlogP: 5.34

#Rotatable Bonds: 10

Polar Surface Area: 143.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.74

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.30

Np Likeness Score: -0.07

References

1. 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