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

ID: ALA5202270

Chembl Id: CHEMBL5202270

PubChem CID: 168292474

Max Phase: Preclinical

Molecular Formula: C35H51N4O9P

Molecular Weight: 702.79

Names and Identifiers

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

Standard InChI:  InChI=1S/C35H51N4O9P/c1-23(2)31(49(44,47-24-15-11-9-12-16-24)48-25-17-13-10-14-18-25)38-30(41)27-21-26(45-28(40)19-20-36)22-39(27)32(42)29(34(3,4)5)37-33(43)46-35(6,7)8/h9-18,23,26-27,29,31H,19-22,36H2,1-8H3,(H,37,43)(H,38,41)/t26-,27+,29-,31?/m1/s1

Standard InChI Key:  KZZSWERHZZHFCP-ZIHGTHEHSA-N

Alternative Forms

1. Parent:

   

   ALA5202270

   ---

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: 702.79

Molecular Weight (Monoisotopic): 702.3394

AlogP: 5.24

#Rotatable Bonds: 13

Polar Surface Area: 175.59

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.75

CX Basic pKa: 9.29

CX LogP: 4.41

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.19

Np Likeness Score: 0.01

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