(S)-3-(3-(1-Carboxy-2-phenylethyl)ureido)-7-methoxy-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylic acid

ID: ALA3414800

Chembl Id: CHEMBL3414800

PubChem CID: 118732850

Max Phase: Preclinical

Molecular Formula: C24H24N2O6S

Molecular Weight: 468.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCC1C(NC(=O)N[C@@H](Cc3ccccc3)C(=O)O)=C(C(=O)O)SC21

Standard InChI:  InChI=1S/C24H24N2O6S/c1-32-15-8-10-16-14(12-15)7-9-17-19(21(23(29)30)33-20(16)17)26-24(31)25-18(22(27)28)11-13-5-3-2-4-6-13/h2-6,8,10,12,17-18,20H,7,9,11H2,1H3,(H,27,28)(H,29,30)(H2,25,26,31)/t17?,18-,20?/m0/s1

Standard InChI Key:  GQBBINCLLKVUPP-FDYSRKEFSA-N

Alternative Forms

1. Parent:

   

   ALA3414800

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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: 468.53

Molecular Weight (Monoisotopic): 468.1355

AlogP: 3.34

#Rotatable Bonds: 7

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: 2.56

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: -4.15

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -0.11

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