5-(3-((3-(2,3-dichlorophenyl)-4,6-dioxo-2-thioxo-tetrahydropyrimidin-5(6H)-ylidene)methyl)-2,5-dimethyl-1H-pyrrol-1-yl)isophthalic acid

ID: ALA552099

Chembl Id: CHEMBL552099

PubChem CID: 1737251

Max Phase: Preclinical

Molecular Formula: C25H17Cl2N3O6S

Molecular Weight: 558.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C2/C(=O)NC(=S)N(c3cccc(Cl)c3Cl)C2=O)c(C)n1-c1cc(C(=O)O)cc(C(=O)O)c1

Standard InChI:  InChI=1S/C25H17Cl2N3O6S/c1-11-6-13(12(2)29(11)16-8-14(23(33)34)7-15(9-16)24(35)36)10-17-21(31)28-25(37)30(22(17)32)19-5-3-4-18(26)20(19)27/h3-10H,1-2H3,(H,33,34)(H,35,36)(H,28,31,37)/b17-10-

Standard InChI Key:  NVFJBJBGMBUZOC-YVLHZVERSA-N

Alternative Forms

1. Parent:

   

   ALA552099

   5-(3-{[(5Z)-1-(2,3-Dichlorophenyl)-4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-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: 558.40

Molecular Weight (Monoisotopic): 557.0215

AlogP: 4.63

#Rotatable Bonds: 5

Polar Surface Area: 128.94

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.44

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: -1.37

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -1.54

References

1. Perdih A, Kovac A, Wolber G, Blanot D, Gobec S, Solmajer T..  (2009)  Discovery of novel benzene 1,3-dicarboxylic acid inhibitors of bacterial MurD and MurE ligases by structure-based virtual screening approach.,  19  (10): [PMID:19369074] [10.1016/j.bmcl.2009.03.141]

2. 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