(2S,3S,4S,5R,6R)-6-{3-[(4-carboxy-3-hydroxy-5-methylphenoxy)carbonyl]-4-hydroxy-2-pentadecylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

ID: ALA5279972

Max Phase: Preclinical

Molecular Formula: C36H50O13

Molecular Weight: 690.78

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCc1c(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)ccc(O)c1C(=O)Oc1cc(C)c(C(=O)O)c(O)c1

Standard InChI:  InChI=1S/C36H50O13/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-23-26(48-36-31(41)29(39)30(40)32(49-36)34(44)45)18-17-24(37)28(23)35(46)47-22-19-21(2)27(33(42)43)25(38)20-22/h17-20,29-32,36-41H,3-16H2,1-2H3,(H,42,43)(H,44,45)/t29-,30-,31+,32-,36-/m0/s1

Standard InChI Key:  XGBVMNCZGOFCJQ-BHEHYUOBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5279972

   ---

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: 690.78

Molecular Weight (Monoisotopic): 690.3251

AlogP: 5.23

#Rotatable Bonds: 20

Polar Surface Area: 220.51

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 4

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 2.56

CX Basic pKa: ┄

CX LogP: 8.98

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.05

Np Likeness Score: 0.97

References

1. Jia L, Ma S..  (2016)  Recent advances in the discovery of heparanase inhibitors as anti-cancer agents.,  121  [PMID:27240275] [10.1016/j.ejmech.2016.05.052]

Source

Source(1):

• Scientific Literature