ID: ALA5199315

Max Phase: Preclinical

Molecular Formula: C36H38BrNO14

Molecular Weight: 788.60

Representations

Canonical SMILES:  CC(=O)OCC1=CC[C@@H]2C(C(=O)Nc3ccc(Br)c4ccccc34)=CO[C@@H](O[C@@H]3O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]3OC(C)=O)[C@H]12

Standard InChI:  InChI=1S/C36H38BrNO14/c1-17(39)45-14-22-10-11-25-26(34(44)38-28-13-12-27(37)23-8-6-7-9-24(23)28)15-47-35(30(22)25)52-36-33(50-21(5)43)32(49-20(4)42)31(48-19(3)41)29(51-36)16-46-18(2)40/h6-10,12-13,15,25,29-33,35-36H,11,14,16H2,1-5H3,(H,38,44)/t25-,29-,30-,31-,32+,33-,35+,36+/m1/s1

Standard InChI Key:  IDMFQGHVBQENED-ATIJACQUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 788.60

Molecular Weight (Monoisotopic): 787.1476

AlogP: 4.01

#Rotatable Bonds: 11

Polar Surface Area: 188.29

Molecular Species: NEUTRAL

HBA: 14

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.20

CX Basic pKa:

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.20

Np Likeness Score: 1.08

References

1. Chen JS, Wang MX, Wang MM, Zhang YK, Guo X, Chen YY, Zhang MQ, Sun JY, Liu YF, Liu C..  (2022)  Synthesis and biological evaluation of geniposide derivatives as inhibitors of hyperuricemia, inflammatory and fibrosis.,  237  [PMID:35468514] [10.1016/j.ejmech.2022.114379]

Source

Source(1):

• Scientific Literature