ID: ALA3398516

Max Phase: Preclinical

Molecular Formula: C28H27F6N5O6

Molecular Weight: 643.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](Cc1cn(C)cn1)NC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C28H27F6N5O6/c1-39-13-20(35-15-39)11-22(25(42)44-2)37-24(41)21(12-23(40)45-14-16-6-4-3-5-7-16)38-26(43)36-19-9-17(27(29,30)31)8-18(10-19)28(32,33)34/h3-10,13,15,21-22H,11-12,14H2,1-2H3,(H,37,41)(H2,36,38,43)/t21-,22-/m0/s1

Standard InChI Key:  IXDYLFIBMWUYFK-VXKWHMMOSA-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: 643.54

Molecular Weight (Monoisotopic): 643.1866

AlogP: 3.98

#Rotatable Bonds: 11

Polar Surface Area: 140.65

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.41

CX Basic pKa: 6.14

CX LogP: 3.53

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.21

Np Likeness Score: -0.69

References

1. Daka P, Liu A, Karunaratne C, Csatary E, Williams C, Xiao H, Lin J, Xu Z, Page RC, Wang H..  (2015)  Design, synthesis and evaluation of XZH-5 analogues as STAT3 inhibitors.,  23  (6): [PMID:25698618] [10.1016/j.bmc.2015.01.025]

Source

Source(1):

• Scientific Literature