ID: ALA3342219

Max Phase: Preclinical

Molecular Formula: C41H46N2O19S

Molecular Weight: 902.88

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CC(=O)O[C@H]1C(=O)O[C@@H]2C[C@H]3C(C)=C(O)C(=O)C[C@]3(C)[C@H]3[C@@H](O)[C@H](OC(=O)CCC(=O)OCCCCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)[C@]4(C(=O)O)OC[C@]32[C@@H]14

Standard InChI:  InChI=1S/C41H46N2O19S/c1-20(2)16-28(47)60-31-33-40-19-58-41(33,38(51)52)34(30(49)32(40)39(4)18-24(44)29(48)21(3)23(39)17-25(40)59-37(31)50)61-27(46)13-12-26(45)56-14-8-9-15-57-35-36(43(53)62-42-35)63(54,55)22-10-6-5-7-11-22/h5-7,10-11,16,23,25,30-34,48-49H,8-9,12-15,17-19H2,1-4H3,(H,51,52)/t23-,25+,30+,31+,32+,33+,34-,39-,40+,41+/m0/s1

Standard InChI Key:  XQBLIAUJCLVIRE-MPGCPKSBSA-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: 902.88

Molecular Weight (Monoisotopic): 902.2415

AlogP: 1.62

#Rotatable Bonds: 15

Polar Surface Area: 305.60

Molecular Species: ACID

HBA: 19

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.34

CX Basic pKa:

CX LogP: 0.63

CX LogD: -2.93

Aromatic Rings: 2

Heavy Atoms: 63

QED Weighted: 0.08

Np Likeness Score: 1.71

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