(S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl (2-((1-(2-(((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethyl)carbamate

ID: ALA5274830

Max Phase: Preclinical

Molecular Formula: C36H42N6O13

Molecular Weight: 766.76

Names and Identifiers

Canonical SMILES:  CCc1c2c(nc3ccc(OC(=O)NCCOCc4cn(CCO[C@H]5O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]5O)nn4)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC

Standard InChI:  InChI=1S/C36H42N6O13/c1-3-20-21-11-19(5-6-25(21)38-28-22(20)14-42-26(28)12-24-23(32(42)47)17-53-34(48)36(24,50)4-2)54-35(49)37-7-9-51-16-18-13-41(40-39-18)8-10-52-33-31(46)30(45)29(44)27(15-43)55-33/h5-6,11-13,27,29-31,33,43-46,50H,3-4,7-10,14-17H2,1-2H3,(H,37,49)/t27-,29-,30+,31-,33-,36-/m0/s1

Standard InChI Key:  HGZAFJSVCPBIJG-ISBCWLLKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5274830

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 766.76

Molecular Weight (Monoisotopic): 766.2810

AlogP: -0.64

#Rotatable Bonds: 13

Polar Surface Area: 259.07

Molecular Species: NEUTRAL

HBA: 18

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.57

CX Basic pKa: 3.80

CX LogP: -0.98

CX LogD: -0.98

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.06

Np Likeness Score: 0.45

References

1. Zhang R, Luo Y, Du C, Wu L, Wang Y, Chen Y, Li S, Jiang X, Xie Y..  (2023)  Synthesis and biological evaluation of novel SN38-glucose conjugate for colorectal cancer treatment.,  81  [PMID:36639036] [10.1016/j.bmcl.2023.129128]

Source

Source(1):

• Scientific Literature