N-[(4-Fluoro-3-methoxyphenyl)methyl]-3-(1-{[4-(morpholine-4-sulfonyl)phenyl]methyl}-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-ynamide

ID: ALA4088055

PubChem CID: 137644394

Max Phase: Preclinical

Molecular Formula: C26H25FN4O7S

Molecular Weight: 556.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CNC(=O)C#Cc2cn(Cc3ccc(S(=O)(=O)N4CCOCC4)cc3)c(=O)[nH]c2=O)ccc1F

Standard InChI:  InChI=1S/C26H25FN4O7S/c1-37-23-14-19(4-8-22(23)27)15-28-24(32)9-5-20-17-30(26(34)29-25(20)33)16-18-2-6-21(7-3-18)39(35,36)31-10-12-38-13-11-31/h2-4,6-8,14,17H,10-13,15-16H2,1H3,(H,28,32)(H,29,33,34)

Standard InChI Key:  NXEBMBSTWSVJSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   34.1898  -12.6681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3194  -13.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3194  -14.6012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0315  -15.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7333  -14.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7333  -13.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0315  -13.3631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4440  -15.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.8650  -16.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.9057  -13.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1999  -13.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4905  -13.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4937  -14.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2045  -15.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4231  -12.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1363  -14.2168    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0751  -13.7945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3668  -13.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6627  -13.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6639  -14.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.0858  -14.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  3  0
  4 12  2  0
  8 13  2  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
  5 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 24 32  1  0
 21 33  1  0
 29  2  1  0
  2 34  1  0
 34 35  1  0
 34 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088055

   ---

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: 556.57

Molecular Weight (Monoisotopic): 556.1428

AlogP: 0.42

#Rotatable Bonds: 7

Polar Surface Area: 139.80

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.40

Np Likeness Score: -1.54

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