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

ID: ALA3414799

Chembl Id: CHEMBL3414799

PubChem CID: 118732849

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](Cc3ccccc3)C(=O)O)c(C(=O)O)s2)c(C)c1

Standard InChI:  InChI=1S/C23H22N2O6S/c1-13-10-15(31-2)8-9-16(13)19-12-17(20(32-19)22(28)29)24-23(30)25-18(21(26)27)11-14-6-4-3-5-7-14/h3-10,12,18H,11H2,1-2H3,(H,26,27)(H,28,29)(H2,24,25,30)/t18-/m0/s1

Standard InChI Key:  RYFBJWONIPULLC-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3414799

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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: 454.50

Molecular Weight (Monoisotopic): 454.1199

AlogP: 4.25

#Rotatable Bonds: 8

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: 3.40

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: -1.31

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -0.85

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