(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-((5-(3-ethoxy-4-hydroxyphenyl)-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: ALA4531368

PubChem CID: 155546480

Max Phase: Preclinical

Molecular Formula: C37H43N5O15

Molecular Weight: 797.77

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)c2C1c1ccc(O)c(OCC)c1

Standard InChI:  InChI=1S/C37H43N5O15/c1-9-50-26-13-23(11-12-25(26)47)29-28(37(49)51-10-2)17(3)53-34-30(29)35(48)41(18(4)38-34)14-24-15-42(40-39-24)36-33(56-22(8)46)32(55-21(7)45)31(54-20(6)44)27(57-36)16-52-19(5)43/h11-13,15,27,29,31-33,36,47H,9-10,14,16H2,1-8H3/t27-,29?,31-,32+,33-,36-/m1/s1

Standard InChI Key:  CFNWPCYYHUPINC-HVFDGHHLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4531368

   ---

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: 797.77

Molecular Weight (Monoisotopic): 797.2756

AlogP: 1.91

#Rotatable Bonds: 13

Polar Surface Area: 245.02

Molecular Species: NEUTRAL

HBA: 20

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.92

CX Basic pKa: 0.04

CX LogP: 1.11

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.19

Np Likeness Score: -0.02

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