Methyl (2S)-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]propanoate

ID: ALA4100290

PubChem CID: 137660954

Max Phase: Preclinical

Molecular Formula: C27H25FN4O7

Molecular Weight: 536.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](C)NC(=O)c1ccc(Cn2cc(C#CC(=O)NCc3ccc(F)c(OC)c3)c(=O)[nH]c2=O)cc1

Standard InChI:  InChI=1S/C27H25FN4O7/c1-16(26(36)39-3)30-24(34)19-7-4-17(5-8-19)14-32-15-20(25(35)31-27(32)37)9-11-23(33)29-13-18-6-10-21(28)22(12-18)38-2/h4-8,10,12,15-16H,13-14H2,1-3H3,(H,29,33)(H,30,34)(H,31,35,37)/t16-/m0/s1

Standard InChI Key:  WTCSNHGGDSKNJP-INIZCTEOSA-N

Molfile:  

     RDKit          2D

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 34 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4100290

   ---

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: 536.52

Molecular Weight (Monoisotopic): 536.1707

AlogP: 0.69

#Rotatable Bonds: 8

Polar Surface Area: 148.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 1.55

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: -1.00

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