(S)-3-(3-(3-Amino-1-carboxy-3-oxopropyl)ureido)-5-(4-methoxyphenyl)thiophene-2-carboxylic acid

ID: ALA3414793

Chembl Id: CHEMBL3414793

PubChem CID: 118732843

Max Phase: Preclinical

Molecular Formula: C17H17N3O7S

Molecular Weight: 407.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17N3O7S/c1-27-9-4-2-8(3-5-9)12-6-10(14(28-12)16(24)25)19-17(26)20-11(15(22)23)7-13(18)21/h2-6,11H,7H2,1H3,(H2,18,21)(H,22,23)(H,24,25)(H2,19,20,26)/t11-/m0/s1

Standard InChI Key:  GFMWPELIMBBMFB-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3414793

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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: 407.40

Molecular Weight (Monoisotopic): 407.0787

AlogP: 1.57

#Rotatable Bonds: 8

Polar Surface Area: 168.05

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 1.41

CX LogD: -5.05

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -0.90

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