(S)-3-(3-(1-Carboxy-3-phenylpropyl)ureido)-5-(4-methoxyphenyl)thiophene-2-carboxylic acid

ID: ALA3414790

Chembl Id: CHEMBL3414790

PubChem CID: 118732840

Max Phase: Preclinical

Molecular Formula: C23H22N2O6S

Molecular Weight: 454.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)N[C@@H](CCc3ccccc3)C(=O)O)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C23H22N2O6S/c1-31-16-10-8-15(9-11-16)19-13-18(20(32-19)22(28)29)25-23(30)24-17(21(26)27)12-7-14-5-3-2-4-6-14/h2-6,8-11,13,17H,7,12H2,1H3,(H,26,27)(H,28,29)(H2,24,25,30)/t17-/m0/s1

Standard InChI Key:  FBRRJOBGJRBLDR-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3414790

   ---

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: 454.50

Molecular Weight (Monoisotopic): 454.1199

AlogP: 4.33

#Rotatable Bonds: 9

Polar Surface Area: 124.96

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.42

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: -1.34

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -0.79

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