(S)-3-(3-(1-Carboxy-2-phenylethyl)ureido)-5-phenylthiophene-2-carboxylic acid

ID: ALA3414797

Chembl Id: CHEMBL3414797

PubChem CID: 118732847

Max Phase: Preclinical

Molecular Formula: C21H18N2O5S

Molecular Weight: 410.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2ccccc2)sc1C(=O)O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C21H18N2O5S/c24-19(25)16(11-13-7-3-1-4-8-13)23-21(28)22-15-12-17(29-18(15)20(26)27)14-9-5-2-6-10-14/h1-10,12,16H,11H2,(H,24,25)(H,26,27)(H2,22,23,28)/t16-/m0/s1

Standard InChI Key:  NACACQUUNGYMIF-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3414797

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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: 410.45

Molecular Weight (Monoisotopic): 410.0936

AlogP: 3.93

#Rotatable Bonds: 7

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: -1.66

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.94

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