N-tert-Butyl-4-{[5-(2-{[(4-fluoro-3-methoxyphenyl)methyl]-carbamoyl}eth-1-yn-1-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]methyl}benzamide

ID: ALA4087742

PubChem CID: 137642719

Max Phase: Preclinical

Molecular Formula: C27H27FN4O5

Molecular Weight: 506.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CNC(=O)C#Cc2cn(Cc3ccc(C(=O)NC(C)(C)C)cc3)c(=O)[nH]c2=O)ccc1F

Standard InChI:  InChI=1S/C27H27FN4O5/c1-27(2,3)31-25(35)19-8-5-17(6-9-19)15-32-16-20(24(34)30-26(32)36)10-12-23(33)29-14-18-7-11-21(28)22(13-18)37-4/h5-9,11,13,16H,14-15H2,1-4H3,(H,29,33)(H,31,35)(H,30,34,36)

Standard InChI Key:  HRGCMNWOMJOGDZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   38.4815  -14.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   44.8846  -14.1549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.8234  -13.7326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4087742

   ---

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: 506.53

Molecular Weight (Monoisotopic): 506.1965

AlogP: 1.93

#Rotatable Bonds: 6

Polar Surface Area: 122.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.44

Np Likeness Score: -1.16

References

1. Senn N, Ott M, Lanz J, Riedl R..  (2017)  Targeted Polypharmacology: Discovery of a Highly Potent Non-Hydroxamate Dual Matrix Metalloproteinase (MMP)-10/-13 Inhibitor.,  60  (23): [PMID:28953404] [10.1021/acs.jmedchem.7b01001]

Source

Source(1):

• Scientific Literature