ID: ALA3342215

Max Phase: Preclinical

Molecular Formula: C41H42N2O16

Molecular Weight: 818.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)CCC(=O)OCc1ccc(OCc3c(-c5ccccc5)no[n+]3[O-])cc1)[C@@H]24

Standard InChI:  InChI=1S/C41H42N2O16/c1-20-24-15-27-40-19-56-41(38(51)53-3,36(49)32(48)34(40)39(24,2)16-26(44)31(20)47)35(40)33(37(50)57-27)58-29(46)14-13-28(45)55-17-21-9-11-23(12-10-21)54-18-25-30(42-59-43(25)52)22-7-5-4-6-8-22/h4-12,24,27,32-36,47-49H,13-19H2,1-3H3/t24-,27+,32+,33+,34+,35+,36-,39-,40+,41+/m0/s1

Standard InChI Key:  FZGGJCJBOGJODL-WDIUZOAUSA-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: 818.79

Molecular Weight (Monoisotopic): 818.2534

AlogP: 1.94

#Rotatable Bonds: 11

Polar Surface Area: 254.39

Molecular Species: NEUTRAL

HBA: 17

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.64

CX Basic pKa:

CX LogP: -0.42

CX LogD: -0.44

Aromatic Rings: 3

Heavy Atoms: 59

QED Weighted: 0.14

Np Likeness Score: 1.85

References

1. Tang W, Xie J, Xu S, Lv H, Lin M, Yuan S, Bai J, Hou Q, Yu S..  (2014)  Novel nitric oxide-releasing derivatives of brusatol as anti-inflammatory agents: design, synthesis, biological evaluation, and nitric oxide release studies.,  57  (18): [PMID:25179783] [10.1021/jm5007534]

Source

Source(1):

• Scientific Literature