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

ID: ALA3414786

Chembl Id: CHEMBL3414786

PubChem CID: 118732836

Max Phase: Preclinical

Molecular Formula: C21H18N2O7S

Molecular Weight: 442.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18N2O7S/c1-30-14-8-4-11(5-9-14)16-10-15(18(31-16)20(27)28)22-21(29)23-17(19(25)26)12-2-6-13(24)7-3-12/h2-10,17,24H,1H3,(H,25,26)(H,27,28)(H2,22,23,29)/t17-/m0/s1

Standard InChI Key:  QDJPZXKTPYTUQX-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3414786

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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: 442.45

Molecular Weight (Monoisotopic): 442.0835

AlogP: 3.77

#Rotatable Bonds: 7

Polar Surface Area: 145.19

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.27

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: -2.60

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.86

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