ID: ALA2270686

Max Phase: Preclinical

Molecular Formula: C19H26N3O8PS2

Molecular Weight: 519.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COP(=S)(NNC(=S)N[C@@H]1OC[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)c1ccccc1

Standard InChI:  InChI=1S/C19H26N3O8PS2/c1-11(23)28-15-10-27-18(17(30-13(3)25)16(15)29-12(2)24)20-19(32)21-22-31(33,26-4)14-8-6-5-7-9-14/h5-9,15-18H,10H2,1-4H3,(H,22,33)(H2,20,21,32)/t15-,16+,17-,18-,31?/m1/s1

Standard InChI Key:  CZDNPYXGBMGXKQ-LSXCGXKBSA-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: 519.54

Molecular Weight (Monoisotopic): 519.0899

AlogP: 0.39

#Rotatable Bonds: 8

Polar Surface Area: 133.45

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa:

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.14

Np Likeness Score: 0.28

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