(2S,3S,4R,5R,6R)-5-amino-6-(4-(4-carboxy-3-pentadecylphenyl)-1H-1,2,3-triazol-1-yl)-3,4-dihydroxytetrahydro-2H-pyran-2-carboxylic acid

ID: ALA5283021

Max Phase: Preclinical

Molecular Formula: C30H46N4O7

Molecular Weight: 574.72

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCc1cc(-c2cn([C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3N)nn2)ccc1C(=O)O

Standard InChI:  InChI=1S/C30H46N4O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20-18-21(16-17-22(20)29(37)38)23-19-34(33-32-23)28-24(31)25(35)26(36)27(41-28)30(39)40/h16-19,24-28,35-36H,2-15,31H2,1H3,(H,37,38)(H,39,40)/t24-,25-,26+,27+,28-/m1/s1

Standard InChI Key:  CBHOHJQIXUMOHW-URYJJRPLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5283021

   ---

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: 574.72

Molecular Weight (Monoisotopic): 574.3366

AlogP: 4.31

#Rotatable Bonds: 18

Polar Surface Area: 181.02

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.99

CX Basic pKa: 8.31

CX LogP: 3.73

CX LogD: 0.66

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: 0.22

References

1. Imai Y, Wakasugi D, Suzuki R, Kato S, Sugisaki M, Mima M, Miyagawa H, Endo M, Fujimoto N, Fukunaga T, Kato S, Kuroda S, Takahashi T, Kakinuma H..  (2023)  Lead identification of novel tetrahydroimidazo[1,2-a]pyridine-5-carboxylic acid derivative as a potent heparanase-1 inhibitor.,  79  [PMID:36368497] [10.1016/j.bmcl.2022.129050]

Source

Source(1):

• Scientific Literature