(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]propanoic Acid

ID: ALA4099345

PubChem CID: 137662316

Max Phase: Preclinical

Molecular Formula: C26H23FN4O7

Molecular Weight: 522.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H23FN4O7/c1-15(25(35)36)29-23(33)18-6-3-16(4-7-18)13-31-14-19(24(34)30-26(31)37)8-10-22(32)28-12-17-5-9-20(27)21(11-17)38-2/h3-7,9,11,14-15H,12-13H2,1-2H3,(H,28,32)(H,29,33)(H,35,36)(H,30,34,37)/t15-/m1/s1

Standard InChI Key:  CQTYDCRCDUDZGV-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

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   28.3706  -29.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0840  -28.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.5726  -27.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2834  -28.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5019  -26.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1540  -27.1543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4455  -26.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  3  0
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  8 11  1  0
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 31 32  2  0
 31 33  1  0
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 34 35  1  0
 35 36  1  0
 35 37  2  0
 34 38  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4099345

   ---

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: 522.49

Molecular Weight (Monoisotopic): 522.1551

AlogP: 0.60

#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: 3.58

CX Basic pKa: ┄

CX LogP: 1.40

CX LogD: -1.95

Aromatic Rings: 3

Heavy Atoms: 38

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