(Z)-5-(3-((1-(4-ethylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(6H)-ylidene)methyl)-2,5-dimethyl-1H-pyrrol-1-yl)isophthalic acid

ID: ALA3310456

Chembl Id: CHEMBL3310456

PubChem CID: 1804869

Max Phase: Preclinical

Molecular Formula: C27H23N3O7

Molecular Weight: 501.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(N2C(=O)NC(=O)/C(=C/c3cc(C)n(-c4cc(C(=O)O)cc(C(=O)O)c4)c3C)C2=O)cc1

Standard InChI:  InChI=1S/C27H23N3O7/c1-4-16-5-7-20(8-6-16)30-24(32)22(23(31)28-27(30)37)13-17-9-14(2)29(15(17)3)21-11-18(25(33)34)10-19(12-21)26(35)36/h5-13H,4H2,1-3H3,(H,33,34)(H,35,36)(H,28,31,37)/b22-13-

Standard InChI Key:  QROUHJNPXMFNLE-XKZIYDEJSA-N

Alternative Forms

1. Parent:

   

   ALA3310456

   5-(3-{(Z)-[1-(4-ethylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl}-2,5-dimethyl-1H-pyrrol-1-yl)benzene-1,3-dicarboxylic acid

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: 501.50

Molecular Weight (Monoisotopic): 501.1536

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 146.01

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.44

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: -2.98

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -1.35

References

1. Perdih A, Hrast M, Barreteau H, Gobec S, Wolber G, Solmajer T..  (2014)  Benzene-1,3-dicarboxylic acid 2,5-dimethylpyrrole derivatives as multiple inhibitors of bacterial Mur ligases (MurC-MurF).,  22  (15): [PMID:24953950] [10.1016/j.bmc.2014.05.058]

Source

Source(1):

• Scientific Literature