tert-Butyl N-[(2S)-1-[(2S,4S)-4-(4,5-dihydroxy-1H-1,2,3-triazol-1-yl)-2-{[1-(diphenoxyphosphoryl)-2-methylpropyl]carbamoyl}pyrrolidin-l-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate

ID: ALA5197878

Chembl Id: CHEMBL5197878

PubChem CID: 168288580

Max Phase: Preclinical

Molecular Formula: C34H47N6O9P

Molecular Weight: 714.76

Names and Identifiers

Canonical SMILES:  CC(C)C(NC(=O)[C@@H]1C[C@H](n2nnc(O)c2O)CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C34H47N6O9P/c1-21(2)29(50(46,48-23-15-11-9-12-16-23)49-24-17-13-10-14-18-24)36-27(41)25-19-22(40-31(44)28(42)37-38-40)20-39(25)30(43)26(33(3,4)5)35-32(45)47-34(6,7)8/h9-18,21-22,25-26,29,42,44H,19-20H2,1-8H3,(H,35,45)(H,36,41)/t22-,25-,26+,29?/m0/s1

Standard InChI Key:  YSCICBJIENGPST-MLUDQSQXSA-N

Alternative Forms

1. Parent:

   

   ALA5197878

   ---

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: 714.76

Molecular Weight (Monoisotopic): 714.3142

AlogP: 5.22

#Rotatable Bonds: 11

Polar Surface Area: 194.44

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.06

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.19

Np Likeness Score: -0.39

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