tert-Butyl N-[(2S)-2-[(2S,4R)-2-{[1-(diphenoyphosphotyl)2-methylpropyl]carbamoyl}-4-[4-(2-hydroxypropan-2-yl)-1H-1,2,3-triazol-1-yl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate

ID: ALA5190705

Chembl Id: CHEMBL5190705

PubChem CID: 168280407

Max Phase: Preclinical

Molecular Formula: C37H53N6O8P

Molecular Weight: 740.84

Names and Identifiers

Canonical SMILES:  CC(C)C(NC(=O)[C@@H]1C[C@@H](n2cc(C(C)(C)O)nn2)CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C37H53N6O8P/c1-24(2)32(52(48,50-26-17-13-11-14-18-26)51-27-19-15-12-16-20-27)39-31(44)28-21-25(43-23-29(40-41-43)37(9,10)47)22-42(28)33(45)30(35(3,4)5)38-34(46)49-36(6,7)8/h11-20,23-25,28,30,32,47H,21-22H2,1-10H3,(H,38,46)(H,39,44)/t25-,28+,30-,32?/m1/s1

Standard InChI Key:  XFMKGCGFIYUQEH-ZZMDVGKSSA-N

Alternative Forms

1. Parent:

   

   ALA5190705

   ---

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: 740.84

Molecular Weight (Monoisotopic): 740.3662

AlogP: 6.04

#Rotatable Bonds: 12

Polar Surface Area: 174.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.64

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.19

Np Likeness Score: -0.41

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