ID: ALA1934757

Max Phase: Preclinical

Molecular Formula: C21H23N7O6

Molecular Weight: 469.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2c(ncn2[C@@H]2O[C@H](COC(=O)NCCc3c[nH]c4ccccc34)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C21H23N7O6/c22-20-26-17-14(18(31)27-20)25-9-28(17)19-16(30)15(29)13(34-19)8-33-21(32)23-6-5-10-7-24-12-4-2-1-3-11(10)12/h1-4,7,9,13,15-16,19,24,29-30H,5-6,8H2,(H,23,32)(H3,22,26,27,31)/t13-,15-,16-,19-/m1/s1

Standard InChI Key:  WKHCFGWBMMFLHU-NVQRDWNXSA-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: 469.46

Molecular Weight (Monoisotopic): 469.1710

AlogP: -0.23

#Rotatable Bonds: 6

Polar Surface Area: 193.40

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.16

CX Basic pKa: 0.44

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: 0.42

References

1. Bardaweel SK, Ghosh B, Wagner CR..  (2012)  Synthesis and evaluation of potential inhibitors of human and Escherichia coli histidine triad nucleotide binding proteins.,  22  (1): [PMID:22104145] [10.1016/j.bmcl.2011.10.082]

2. Shah R, Strom A, Zhou A, Maize KM, Finzel BC, Wagner CR..  (2016)  Design, Synthesis, and Characterization of Sulfamide and Sulfamate Nucleotidomimetic Inhibitors of hHint1.,  7  (8): [PMID:27563403] [10.1021/acsmedchemlett.6b00169]

3.  (2018)  SULFAMIDE AND SULFAMATE INHIBITORS OF hHint1, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data