ID: ALA496309

Max Phase: Preclinical

Molecular Formula: C30H28FN3O4

Molecular Weight: 513.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)C(=O)[C@@]1(Cc2ccc(OCc3cc(-c4ccccc4)nc4ccccc34)c(F)c2)C[C@@H]1C(=O)NO

Standard InChI:  InChI=1S/C30H28FN3O4/c1-34(2)29(36)30(17-23(30)28(35)33-37)16-19-12-13-27(24(31)14-19)38-18-21-15-26(20-8-4-3-5-9-20)32-25-11-7-6-10-22(21)25/h3-15,23,37H,16-18H2,1-2H3,(H,33,35)/t23-,30+/m1/s1

Standard InChI Key:  QCSQWZYXJSYMSJ-DJUQAAIZSA-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: 513.57

Molecular Weight (Monoisotopic): 513.2064

AlogP: 4.76

#Rotatable Bonds: 8

Polar Surface Area: 91.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.86

CX Basic pKa: 3.66

CX LogP: 4.64

CX LogD: 4.63

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: -0.76

References

1. Mazzola RD, Zhu Z, Sinning L, McKittrick B, Lavey B, Spitler J, Kozlowski J, Neng-Yang S, Zhou G, Guo Z, Orth P, Madison V, Sun J, Lundell D, Niu X..  (2008)  Discovery of novel hydroxamates as highly potent tumor necrosis factor-alpha converting enzyme inhibitors. Part II: optimization of the S3' pocket.,  18  (21): [PMID:18835710] [10.1016/j.bmcl.2008.09.045]

Source

Source(1):

• Scientific Literature