ID: ALA1923806

Max Phase: Preclinical

Molecular Formula: C30H39NO11S2

Molecular Weight: 653.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCSS/C(CCOC(=O)[C@@H](C)c1ccc2cc(OC)ccc2c1)=C(/C)N(C=O)CC(=O)OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C30H39NO11S2/c1-5-43-44-24(10-11-40-29(37)17(2)19-6-7-21-13-22(39-4)9-8-20(21)12-19)18(3)31(16-32)14-25(33)41-15-23-26(34)27(35)28(36)30(38)42-23/h6-9,12-13,16-17,23,26-28,30,34-36,38H,5,10-11,14-15H2,1-4H3/b24-18-/t17-,23+,26+,27-,28+,30-/m0/s1

Standard InChI Key:  MJXMHKMRKNVHLP-PQNPZJOASA-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: 653.77

Molecular Weight (Monoisotopic): 653.1965

AlogP: 2.32

#Rotatable Bonds: 15

Polar Surface Area: 172.29

Molecular Species: NEUTRAL

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.30

CX Basic pKa:

CX LogP: 0.89

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.13

Np Likeness Score: 0.79

References

1. Fan W, Wu Y, Li XK, Yao N, Li X, Yu YG, Hai L..  (2011)  Design, synthesis and biological evaluation of brain-specific glucosyl thiamine disulfide prodrugs of naproxen.,  46  (9): [PMID:21641697] [10.1016/j.ejmech.2011.05.029]

Source

Source(1):

• Scientific Literature