2-[(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}phenyl)formamido]acetic Acid

ID: ALA4091607

PubChem CID: 137652716

Max Phase: Preclinical

Molecular Formula: C25H21FN4O7

Molecular Weight: 508.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H21FN4O7/c1-37-20-10-16(4-8-19(20)26)11-27-21(31)9-7-18-14-30(25(36)29-24(18)35)13-15-2-5-17(6-3-15)23(34)28-12-22(32)33/h2-6,8,10,14H,11-13H2,1H3,(H,27,31)(H,28,34)(H,32,33)(H,29,35,36)

Standard InChI Key:  LZUDTFQGSPSRSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   40.3512  -23.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091607

   ---

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: 508.46

Molecular Weight (Monoisotopic): 508.1394

AlogP: 0.21

#Rotatable Bonds: 8

Polar Surface Area: 159.59

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 0.83

CX LogD: -2.54

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.32

Np Likeness Score: -0.96

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