(S)-3-(3-(1-Carboxy-2-phenylethyl)ureido)-5-(4'-(hydroxymethyl)-[1,1'-biphenyl]-3-yl)thiophene-2-carboxylic acid

ID: ALA3414803

Chembl Id: CHEMBL3414803

PubChem CID: 118732853

Max Phase: Preclinical

Molecular Formula: C28H24N2O6S

Molecular Weight: 516.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2cccc(-c3ccc(CO)cc3)c2)sc1C(=O)O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C28H24N2O6S/c31-16-18-9-11-19(12-10-18)20-7-4-8-21(14-20)24-15-22(25(37-24)27(34)35)29-28(36)30-23(26(32)33)13-17-5-2-1-3-6-17/h1-12,14-15,23,31H,13,16H2,(H,32,33)(H,34,35)(H2,29,30,36)/t23-/m0/s1

Standard InChI Key:  QQXCZIGTHLEUAQ-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA3414803

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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: 516.58

Molecular Weight (Monoisotopic): 516.1355

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 135.96

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: -0.79

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.21

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