(S)-5-([1,1'-Biphenyl]-3-yl)-3-(3-(1-carboxy-2-phenylethyl)ureido)thiophene-2-carboxylic acid

ID: ALA3414802

Chembl Id: CHEMBL3414802

PubChem CID: 118732852

Max Phase: Preclinical

Molecular Formula: C27H22N2O5S

Molecular Weight: 486.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2cccc(-c3ccccc3)c2)sc1C(=O)O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C27H22N2O5S/c30-25(31)22(14-17-8-3-1-4-9-17)29-27(34)28-21-16-23(35-24(21)26(32)33)20-13-7-12-19(15-20)18-10-5-2-6-11-18/h1-13,15-16,22H,14H2,(H,30,31)(H,32,33)(H2,28,29,34)/t22-/m0/s1

Standard InChI Key:  MFGKWRFPCVQFPI-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA3414802

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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: 486.55

Molecular Weight (Monoisotopic): 486.1249

AlogP: 5.60

#Rotatable Bonds: 8

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: -0.02

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -0.88

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