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}-N-(propan-2-yl)benzamide

ID: ALA4072839

PubChem CID: 137639456

Max Phase: Preclinical

Molecular Formula: C26H25FN4O5

Molecular Weight: 492.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H25FN4O5/c1-16(2)29-24(33)19-7-4-17(5-8-19)14-31-15-20(25(34)30-26(31)35)9-11-23(32)28-13-18-6-10-21(27)22(12-18)36-3/h4-8,10,12,15-16H,13-14H2,1-3H3,(H,28,32)(H,29,33)(H,30,34,35)

Standard InChI Key:  YIELHRIYUBUQHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.1783  -13.7964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8904  -14.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5921  -13.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5921  -12.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1506  -15.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0587  -12.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3526  -13.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6409  -12.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6394  -11.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2819  -12.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9952  -13.4120    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340  -12.9897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255  -12.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239  -11.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 20  2  0
 20 15  1  0
 19 21  1  0
  2 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 29 30  2  0
 21 31  1  0
 18 32  1  0
 29 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4072839

   ---

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: 492.51

Molecular Weight (Monoisotopic): 492.1809

AlogP: 1.54

#Rotatable Bonds: 7

Polar Surface Area: 122.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.43

Np Likeness Score: -1.15

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