ID: ALA4647624

Max Phase: Preclinical

Molecular Formula: C27H31N3O7

Molecular Weight: 509.56

Molecule Type: Unknown

Representations

Canonical SMILES:  CN(C)c1ccc2c(CC(=O)N[C@@H](CCCCNC(=O)OCc3ccccc3)C(=O)O)cc(=O)oc2c1

Standard InChI:  InChI=1S/C27H31N3O7/c1-30(2)20-11-12-21-19(15-25(32)37-23(21)16-20)14-24(31)29-22(26(33)34)10-6-7-13-28-27(35)36-17-18-8-4-3-5-9-18/h3-5,8-9,11-12,15-16,22H,6-7,10,13-14,17H2,1-2H3,(H,28,35)(H,29,31)(H,33,34)/t22-/m0/s1

Standard InChI Key:  YMVXYZZURKEGND-QFIPXVFZSA-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: 509.56

Molecular Weight (Monoisotopic): 509.2162

AlogP: 3.07

#Rotatable Bonds: 12

Polar Surface Area: 138.18

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.97

CX Basic pKa: 3.80

CX LogP: 2.11

CX LogD: -0.59

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -0.45

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