((2-Carboxy-5-(4-methoxyphenyl)thiophen-3-yl)carbamoyl)-L-glutamic acid

ID: ALA3414795

Chembl Id: CHEMBL3414795

PubChem CID: 118732845

Max Phase: Preclinical

Molecular Formula: C18H18N2O8S

Molecular Weight: 422.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)N[C@@H](CCC(=O)O)C(=O)O)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C18H18N2O8S/c1-28-10-4-2-9(3-5-10)13-8-12(15(29-13)17(25)26)20-18(27)19-11(16(23)24)6-7-14(21)22/h2-5,8,11H,6-7H2,1H3,(H,21,22)(H,23,24)(H,25,26)(H2,19,20,27)/t11-/m0/s1

Standard InChI Key:  MGGJNGLZBDSWAA-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3414795

   ---

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: 422.42

Molecular Weight (Monoisotopic): 422.0784

AlogP: 2.56

#Rotatable Bonds: 9

Polar Surface Area: 162.26

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.23

CX Basic pKa: ┄

CX LogP: 2.50

CX LogD: -6.71

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -0.74

References

1. Sahner JH, Empting M, Kamal A, Weidel E, Groh M, Börger C, Hartmann RW..  (2015)  Exploring the chemical space of ureidothiophene-2-carboxylic acids as inhibitors of the quorum sensing enzyme PqsD from Pseudomonas aeruginosa.,  96  [PMID:25874327] [10.1016/j.ejmech.2015.04.007]

Source

Source(1):

• Scientific Literature