ID: ALA5195583

Max Phase: Preclinical

Molecular Formula: C34H48N3O9P

Molecular Weight: 673.74

Representations

Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H](C(=O)NC(C(C)C)P(=O)(Oc2ccccc2)Oc2ccccc2)N(C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)C1

Standard InChI:  InChI=1S/C34H48N3O9P/c1-22(2)30(47(42,45-24-16-12-10-13-17-24)46-25-18-14-11-15-19-25)36-29(39)27-20-26(43-23(3)38)21-37(27)31(40)28(33(4,5)6)35-32(41)44-34(7,8)9/h10-19,22,26-28,30H,20-21H2,1-9H3,(H,35,41)(H,36,39)/t26-,27+,28-,30?/m1/s1

Standard InChI Key:  HIGHHQGDTOZNED-FGYKNJOZSA-N

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

Properties

Molecular Weight: 673.74

Molecular Weight (Monoisotopic): 673.3128

AlogP: 5.91

#Rotatable Bonds: 11

Polar Surface Area: 149.57

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.71

CX Basic pKa:

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.22

Np Likeness Score: 0.08

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