(3R,5S)-1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoyl]-5-{[1-(diphenoxyphosphoryl)-2-methylpropyl]carbamoyl}pyrrolidin-3-yl 2-aminoacetate

ID: ALA5176808

Chembl Id: CHEMBL5176808

PubChem CID: 168275440

Max Phase: Preclinical

Molecular Formula: C34H49N4O9P

Molecular Weight: 688.76

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H49N4O9P/c1-22(2)30(48(43,46-23-15-11-9-12-16-23)47-24-17-13-10-14-18-24)37-29(40)26-19-25(44-27(39)20-35)21-38(26)31(41)28(33(3,4)5)36-32(42)45-34(6,7)8/h9-18,22,25-26,28,30H,19-21,35H2,1-8H3,(H,36,42)(H,37,40)/t25-,26+,28-,30?/m1/s1

Standard InChI Key:  RBFFWJHWXICNHP-QNEOUMEDSA-N

Alternative Forms

1. Parent:

   

   ALA5176808

   ---

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: 688.76

Molecular Weight (Monoisotopic): 688.3237

AlogP: 4.85

#Rotatable Bonds: 12

Polar Surface Area: 175.59

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.72

CX Basic pKa: 7.09

CX LogP: 4.22

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.21

Np Likeness Score: 0.03

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