(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-((5-(3-chlorophenyl)-6-(ethoxycarbonyl)-2,7-dimethyl-4-oxo-4,5-dihydro-3H-pyrano[2,3-d]pyrimidin-3-yl)methyl)-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA4524904

PubChem CID: 155538810

Max Phase: Preclinical

Molecular Formula: C35H38ClN5O13

Molecular Weight: 772.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)Oc2nc(C)n(Cc3cn([C@@H]4O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]4OC(C)=O)nn3)c(=O)c2C1c1cccc(Cl)c1

Standard InChI:  InChI=1S/C35H38ClN5O13/c1-8-48-35(47)26-16(2)50-32-28(27(26)22-10-9-11-23(36)12-22)33(46)40(17(3)37-32)13-24-14-41(39-38-24)34-31(53-21(7)45)30(52-20(6)44)29(51-19(5)43)25(54-34)15-49-18(4)42/h9-12,14,25,27,29-31,34H,8,13,15H2,1-7H3/t25-,27?,29-,30+,31-,34-/m1/s1

Standard InChI Key:  WYHPMPZARNXPJD-RHZNCDFESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4524904

   ---

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: 772.16

Molecular Weight (Monoisotopic): 771.2155

AlogP: 2.46

#Rotatable Bonds: 11

Polar Surface Area: 215.56

Molecular Species: NEUTRAL

HBA: 18

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.02

CX LogP: 1.81

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.20

Np Likeness Score: -0.27

References

1. Thanh ND, Hai DS, Ha NTT, Tung DT, Le CT, Van HTK, Toan VN, Toan DN, Dang LH..  (2019)  Synthesis, biological evaluation and molecular docking study of 1,2,3-1H-triazoles having 4H-pyrano[2,3-d]pyrimidine as potential Mycobacterium tuberculosis protein tyrosine phosphatase B inhibitors.,  29  (2): [PMID:30551903] [10.1016/j.bmcl.2018.12.009]

Source

Source(1):

• Scientific Literature