4-(2-(4-(4-(5-(2-methoxyethyl)-2,4,6-trioxo-hexahydropyrimidin-5-yloxy)phenoxy)phenyl)oxazol-4-yl)benzonitrile

ID: ALA222077

PubChem CID: 10239619

Max Phase: Preclinical

Molecular Formula: C29H22N4O7

Molecular Weight: 538.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCC1(Oc2ccc(Oc3ccc(-c4nc(-c5ccc(C#N)cc5)co4)cc3)cc2)C(=O)NC(=O)NC1=O

Standard InChI:  InChI=1S/C29H22N4O7/c1-37-15-14-29(26(34)32-28(36)33-27(29)35)40-23-12-10-22(11-13-23)39-21-8-6-20(7-9-21)25-31-24(17-38-25)19-4-2-18(16-30)3-5-19/h2-13,17H,14-15H2,1H3,(H2,32,33,34,35,36)

Standard InChI Key:  YDTQINPZBUBYRX-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA222077

   4-(2-(4-(4-(5-(2-Methoxyethyl)-2,4,6-trioxohexahydropyrimidin-5-yloxy)phenoxy)phenyl)oxazol-4-yl)benzonitrile

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

Calculated Properties

Molecular Weight: 538.52

Molecular Weight (Monoisotopic): 538.1488

AlogP: 4.19

#Rotatable Bonds: 9

Polar Surface Area: 152.78

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.59

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 2.95

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -0.54

References

1. Reiter LA, Freeman-Cook KD, Jones CS, Martinelli GJ, Antipas AS, Berliner MA, Datta K, Downs JT, Eskra JD, Forman MD, Greer EM, Guzman R, Hardink JR, Janat F, Keene NF, Laird ER, Liras JL, Lopresti-Morrow LL, Mitchell PG, Pandit J, Robertson D, Sperger D, Vaughn-Bowser ML, Waller DM, Yocum SA..  (2006)  Potent, selective pyrimidinetrione-based inhibitors of MMP-13.,  16  (22): [PMID:16942871] [10.1016/j.bmcl.2006.08.066]

2. Georgiadis D, Yiotakis A..  (2008)  Specific targeting of metzincin family members with small-molecule inhibitors: progress toward a multifarious challenge.,  16  (19): [PMID:18790648] [10.1016/j.bmc.2008.08.058]

Source

Source(1):

• Scientific Literature