ID: ALA4642422

Max Phase: Preclinical

Molecular Formula: C25H26N2O9

Molecular Weight: 498.49

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(NCCCC[C@H](NC(=O)OCc1cc(=O)oc2cc(O)ccc12)C(=O)O)OCc1ccccc1

Standard InChI:  InChI=1S/C25H26N2O9/c28-18-9-10-19-17(12-22(29)36-21(19)13-18)15-35-25(33)27-20(23(30)31)8-4-5-11-26-24(32)34-14-16-6-2-1-3-7-16/h1-3,6-7,9-10,12-13,20,28H,4-5,8,11,14-15H2,(H,26,32)(H,27,33)(H,30,31)/t20-/m0/s1

Standard InChI Key:  HMTUFGJFSNPCTQ-FQEVSTJZSA-N

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

Properties

Molecular Weight: 498.49

Molecular Weight (Monoisotopic): 498.1638

AlogP: 3.27

#Rotatable Bonds: 11

Polar Surface Area: 164.40

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.20

CX Basic pKa:

CX LogP: 2.91

CX LogD: -0.71

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -0.01

References

1. Dubois L, Pietrancosta N, Cabaye A, Fanget I, Debacker C, Gilormini PA, Dansette PM, Dairou J, Biot C, Froissart R, Goupil-Lamy A, Bertrand HO, Acher FC, McCort-Tranchepain I, Gasnier B, Anne C..  (2020)  Amino Acids Bearing Aromatic or Heteroaromatic Substituents as a New Class of Ligands for the Lysosomal Sialic Acid Transporter Sialin.,  63  (15): [PMID:32608236] [10.1021/acs.jmedchem.9b02119]

Source

Source(1):

• Scientific Literature