(S)-3-(3-(1-Carboxy-2-phenylethyl)ureido)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid

ID: ALA3414796

Chembl Id: CHEMBL3414796

PubChem CID: 118732846

Max Phase: Preclinical

Molecular Formula: C21H18N2O6S

Molecular Weight: 426.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2ccc(O)cc2)sc1C(=O)O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C21H18N2O6S/c24-14-8-6-13(7-9-14)17-11-15(18(30-17)20(27)28)22-21(29)23-16(19(25)26)10-12-4-2-1-3-5-12/h1-9,11,16,24H,10H2,(H,25,26)(H,27,28)(H2,22,23,29)/t16-/m0/s1

Standard InChI Key:  QJVVWDMOTQLOFS-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3414796

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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: 426.45

Molecular Weight (Monoisotopic): 426.0886

AlogP: 3.64

#Rotatable Bonds: 7

Polar Surface Area: 135.96

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: -1.97

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -0.76

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