P-(5-(2-amino-5-isobutylthiazol-4-yl)furan-2-yl)-N-((S)-1-isopropoxy-1-oxo-3-phenylpropan-2-yl)phosphonamidic acid

ID: ALA4857325

Chembl Id: CHEMBL4857325

PubChem CID: 164616346

Max Phase: Preclinical

Molecular Formula: C23H30N3O5PS

Molecular Weight: 491.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cc1sc(N)nc1-c1ccc(P(=O)(O)N[C@@H](Cc2ccccc2)C(=O)OC(C)C)o1

Standard InChI:  InChI=1S/C23H30N3O5PS/c1-14(2)12-19-21(25-23(24)33-19)18-10-11-20(31-18)32(28,29)26-17(22(27)30-15(3)4)13-16-8-6-5-7-9-16/h5-11,14-15,17H,12-13H2,1-4H3,(H2,24,25)(H2,26,28,29)/t17-/m0/s1

Standard InChI Key:  KMWBMNSUJKQOJE-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA4857325

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 491.55

Molecular Weight (Monoisotopic): 491.1644

AlogP: 4.15

#Rotatable Bonds: 10

Polar Surface Area: 127.68

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.31

CX Basic pKa: 4.08

CX LogP: 2.66

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: -0.35

References

1. Břehová P, Chaloupecká E, Česnek M, Skácel J, Dračínský M, Tloušťová E, Mertlíková-Kaiserová H, Soto-Velasquez MP, Watts VJ, Janeba Z..  (2021)  Acyclic nucleoside phosphonates with 2-aminothiazole base as inhibitors of bacterial and mammalian adenylate cyclases.,  222  [PMID:34102377] [10.1016/j.ejmech.2021.113581]

Source

Source(1):

• Scientific Literature