(2S,2'S)-isopropyl 2,2'-(((2-(2-amino-5-(3-(methylcarbamoyl)phenyl)thiazol-4-yl)ethoxy)methyl)phosphoryl)bis(azanediyl)bis(3-phenylpropanoate)

ID: ALA4858221

Chembl Id: CHEMBL4858221

PubChem CID: 164611967

Max Phase: Preclinical

Molecular Formula: C38H48N5O7PS

Molecular Weight: 749.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cccc(-c2sc(N)nc2CCOCP(=O)(N[C@@H](Cc2ccccc2)C(=O)OC(C)C)N[C@@H](Cc2ccccc2)C(=O)OC(C)C)c1

Standard InChI:  InChI=1S/C38H48N5O7PS/c1-25(2)49-36(45)32(21-27-13-8-6-9-14-27)42-51(47,43-33(37(46)50-26(3)4)22-28-15-10-7-11-16-28)24-48-20-19-31-34(52-38(39)41-31)29-17-12-18-30(23-29)35(44)40-5/h6-18,23,25-26,32-33H,19-22,24H2,1-5H3,(H2,39,41)(H,40,44)(H2,42,43,47)/t32-,33-/m0/s1

Standard InChI Key:  QJLSVFUHFSUHMQ-LQJZCPKCSA-N

Alternative Forms

1. Parent:

   

   ALA4858221

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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: 749.87

Molecular Weight (Monoisotopic): 749.3012

AlogP: 5.77

#Rotatable Bonds: 19

Polar Surface Area: 170.97

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.58

CX Basic pKa: 4.57

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.05

Np Likeness Score: -0.45

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