(2R)-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]-3-hydroxypropanoic Acid

ID: ALA4087309

PubChem CID: 137642249

Max Phase: Preclinical

Molecular Formula: C26H23FN4O8

Molecular Weight: 538.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H23FN4O8/c1-39-21-10-16(4-8-19(21)27)11-28-22(33)9-7-18-13-31(26(38)30-24(18)35)12-15-2-5-17(6-3-15)23(34)29-20(14-32)25(36)37/h2-6,8,10,13,20,32H,11-12,14H2,1H3,(H,28,33)(H,29,34)(H,36,37)(H,30,35,38)/t20-/m1/s1

Standard InChI Key:  QTTXNAZRANVJPE-HXUWFJFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4087309

   ---

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: 538.49

Molecular Weight (Monoisotopic): 538.1500

AlogP: -0.42

#Rotatable Bonds: 9

Polar Surface Area: 179.82

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.42

CX Basic pKa: ┄

CX LogP: 0.35

CX LogD: -3.05

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -0.76

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