(2R,3S,4R,5R,6R)-5-Acetamido-2-(acetoxymethyl)-6-((S)-3-((E)-4-(dimethylamino)but-2-enamido)-4-oxo-4-(propylamino)butanamido)tetrahydro-2H-pyran-3,4-diyldiacetate

ID: ALA5094865

PubChem CID: 152169333

Max Phase: Preclinical

Molecular Formula: C27H43N5O11

Molecular Weight: 613.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)[C@H](CC(=O)N[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1NC(C)=O)NC(=O)/C=C/CN(C)C

Standard InChI:  InChI=1S/C27H43N5O11/c1-8-11-28-26(39)19(30-21(37)10-9-12-32(6)7)13-22(38)31-27-23(29-15(2)33)25(42-18(5)36)24(41-17(4)35)20(43-27)14-40-16(3)34/h9-10,19-20,23-25,27H,8,11-14H2,1-7H3,(H,28,39)(H,29,33)(H,30,37)(H,31,38)/b10-9+/t19-,20+,23+,24+,25+,27+/m0/s1

Standard InChI Key:  VOWXNLSKLOOIGD-AIJHPSTLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5094865

   ---

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: 613.67

Molecular Weight (Monoisotopic): 613.2959

AlogP: -1.72

#Rotatable Bonds: 15

Polar Surface Area: 207.77

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.55

CX Basic pKa: 8.81

CX LogP: -2.50

CX LogD: -3.92

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.09

Np Likeness Score: 0.47

References

1.  (2021)  Inhibition of ngly1 for the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data