ID: ALA506057

Max Phase: Preclinical

Molecular Formula: C33H33N3O5

Molecular Weight: 551.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NO)[C@H]1C[C@]1(Cc1ccc(OCc2cc(-c3ccccc3)nc3ccccc23)cc1)C(=O)N1CCC[C@H]1CO

Standard InChI:  InChI=1S/C33H33N3O5/c37-20-25-9-6-16-36(25)32(39)33(19-28(33)31(38)35-40)18-22-12-14-26(15-13-22)41-21-24-17-30(23-7-2-1-3-8-23)34-29-11-5-4-10-27(24)29/h1-5,7-8,10-15,17,25,28,37,40H,6,9,16,18-21H2,(H,35,38)/t25-,28+,33-/m0/s1

Standard InChI Key:  PHCNKOHEKZYJCZ-OYRZRQNVSA-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: 551.64

Molecular Weight (Monoisotopic): 551.2420

AlogP: 4.52

#Rotatable Bonds: 9

Polar Surface Area: 111.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.86

CX Basic pKa: 3.66

CX LogP: 4.28

CX LogD: 4.26

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -0.45

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