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

ID: ALA3414792

Chembl Id: CHEMBL3414792

PubChem CID: 118732842

Max Phase: Preclinical

Molecular Formula: C16H16N2O7S

Molecular Weight: 380.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H16N2O7S/c1-25-9-4-2-8(3-5-9)12-6-10(13(26-12)15(22)23)17-16(24)18-11(7-19)14(20)21/h2-6,11,19H,7H2,1H3,(H,20,21)(H,22,23)(H2,17,18,24)/t11-/m0/s1

Standard InChI Key:  AATJAWNCNGXGCV-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3414792

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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: 380.38

Molecular Weight (Monoisotopic): 380.0678

AlogP: 1.69

#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: 3.26

CX Basic pKa: ┄

CX LogP: 1.81

CX LogD: -4.66

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.89

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