ID: ALA3809118

Max Phase: Preclinical

Molecular Formula: C27H31N5O7

Molecular Weight: 537.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]cnc2c1nc(NCc1ccc(-c3ccccc3)c(OCCCCO)c1)n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C27H31N5O7/c33-10-4-5-11-38-19-12-16(8-9-18(19)17-6-2-1-3-7-17)13-28-27-31-21-24(29-15-30-25(21)37)32(27)26-23(36)22(35)20(14-34)39-26/h1-3,6-9,12,15,20,22-23,26,33-36H,4-5,10-11,13-14H2,(H,28,31)(H,29,30,37)/t20-,22-,23-,26-/m1/s1

Standard InChI Key:  BEAUJEFXKBAGNO-HUBRGWSESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 537.57

Molecular Weight (Monoisotopic): 537.2223

AlogP: 1.16

#Rotatable Bonds: 11

Polar Surface Area: 174.98

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.94

CX Basic pKa: 1.48

CX LogP: 0.78

CX LogD: 0.77

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.15

Np Likeness Score: 0.12

References

1. Tatani K, Hiratochi M, Kikuchi N, Kuramochi Y, Watanabe S, Yamauchi Y, Itoh F, Isaji M, Shuto S..  (2016)  Identification of Adenine and Benzimidazole Nucleosides as Potent Human Concentrative Nucleoside Transporter 2 Inhibitors: Potential Treatment for Hyperuricemia and Gout.,  59  (8): [PMID:27007871] [10.1021/acs.jmedchem.5b01884]

Source

Source(1):

• Scientific Literature