ID: ALA2270674

Max Phase: Preclinical

Molecular Formula: C22H28N3O9PS2

Molecular Weight: 573.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOP(=S)(NN1C(=O)CS/C1=N/[C@@H]1OC[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)c1ccccc1

Standard InChI:  InChI=1S/C22H28N3O9PS2/c1-5-31-35(36,16-9-7-6-8-10-16)24-25-18(29)12-37-22(25)23-21-20(34-15(4)28)19(33-14(3)27)17(11-30-21)32-13(2)26/h6-10,17,19-21H,5,11-12H2,1-4H3,(H,24,36)/b23-22+/t17-,19+,20-,21-,35?/m1/s1

Standard InChI Key:  RWLXGXIBSBMYMQ-UYIUDEFXSA-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: 573.59

Molecular Weight (Monoisotopic): 573.1005

AlogP: 1.25

#Rotatable Bonds: 9

Polar Surface Area: 142.06

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.48

CX Basic pKa:

CX LogP: 2.09

CX LogD: 1.83

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: 0.23

References

1. Li YX, Wang HA, Yang XP, Cheng HY, Wang ZH, Li YM, Li ZM, Wang SH, Yan DW..  (2009)  Regioselective synthesis of novel 3-alkoxy (phenyl) thiophosphorylamido-2-(per-O-acetylglycosyl-1'-imino)thiazolidine-4-one derivatives from O-alkyl N4-glycosyl(thiosemicarbazido)phosphonothioates.,  344  (10): [PMID:19450796] [10.1016/j.carres.2009.03.027]

Source

Source(1):

• Scientific Literature