(2S,2'S)-isopropyl 2,2'-(((2-(2-aminothiazol-4-yl)ethoxy)methyl)phosphoryl)bis(azanediyl)bis(3-phenylpropanoate)

ID: ALA4853026

Chembl Id: CHEMBL4853026

PubChem CID: 164616821

Max Phase: Preclinical

Molecular Formula: C30H41N4O6PS

Molecular Weight: 616.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)[C@H](Cc1ccccc1)NP(=O)(COCCc1csc(N)n1)N[C@@H](Cc1ccccc1)C(=O)OC(C)C

Standard InChI:  InChI=1S/C30H41N4O6PS/c1-21(2)39-28(35)26(17-23-11-7-5-8-12-23)33-41(37,20-38-16-15-25-19-42-30(31)32-25)34-27(29(36)40-22(3)4)18-24-13-9-6-10-14-24/h5-14,19,21-22,26-27H,15-18,20H2,1-4H3,(H2,31,32)(H2,33,34,37)/t26-,27-/m0/s1

Standard InChI Key:  PWENHGGYWCUINM-SVBPBHIXSA-N

Alternative Forms

1. Parent:

   

   ALA4853026

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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: 616.72

Molecular Weight (Monoisotopic): 616.2484

AlogP: 4.74

#Rotatable Bonds: 17

Polar Surface Area: 141.87

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.60

CX Basic pKa: 4.81

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: -0.43

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