(S)-3-(3-(1-Carboxy-2-(4-methoxyphenyl)ethyl)ureido)-5-(4-methoxyphenyl)thiophene-2-carboxylic acid

ID: ALA3414787

Chembl Id: CHEMBL3414787

PubChem CID: 118732837

Max Phase: Preclinical

Molecular Formula: C22H20N2O7S

Molecular Weight: 456.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)N[C@H](C(=O)O)c3ccc(OC)cc3)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C22H20N2O7S/c1-30-14-7-3-12(4-8-14)17-11-16(19(32-17)21(27)28)23-22(29)24-18(20(25)26)13-5-9-15(31-2)10-6-13/h3-11,18H,1-2H3,(H,25,26)(H,27,28)(H2,23,24,29)/t18-/m0/s1

Standard InChI Key:  FXOPHYMTZNLCBI-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3414787

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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: 456.48

Molecular Weight (Monoisotopic): 456.0991

AlogP: 4.08

#Rotatable Bonds: 8

Polar Surface Area: 134.19

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: -2.43

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -0.97

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