ID: ALA3392206

Max Phase: Preclinical

Molecular Formula: C15H22N6O9S2

Molecular Weight: 396.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CS[C@@H]2CN[C@H](C(=O)O)C2)[C@@H](O)[C@H]1O.O=S(=O)(O)O

Standard InChI:  InChI=1S/C15H20N6O5S.H2O4S/c16-12-9-13(19-4-18-12)21(5-20-9)14-11(23)10(22)8(26-14)3-27-6-1-7(15(24)25)17-2-6;1-5(2,3)4/h4-8,10-11,14,17,22-23H,1-3H2,(H,24,25)(H2,16,18,19);(H2,1,2,3,4)/t6-,7-,8+,10+,11+,14+;/m0./s1

Standard InChI Key:  VZOJQFBUHCUESI-CBZNOUFBSA-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: 396.43

Molecular Weight (Monoisotopic): 396.1216

AlogP: -1.42

#Rotatable Bonds: 5

Polar Surface Area: 168.64

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.74

CX Basic pKa: 10.83

CX LogP: -4.09

CX LogD: -4.09

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: 0.93

References

1. Guo JQ, Wu YQ, Farmer WL, Douglas KA, Woster PM, Garofalo J, Basshi CJ.  (1993)  Restricted rotation analogs of S-adenosylmethionine: synthesis, evaluation as inhibitors of S-adenosylmethionine decarboxylase, and potential use as selective antitrypanosomal agents,  3  (2): [10.1016/S0960-894X(01)80865-9]

Source

Source(1):

• Scientific Literature