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

ID: ALA3414788

Chembl Id: CHEMBL3414788

PubChem CID: 118732838

Max Phase: Preclinical

Molecular Formula: C21H17ClN2O6S

Molecular Weight: 460.90

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H17ClN2O6S/c1-30-14-8-4-11(5-9-14)16-10-15(18(31-16)20(27)28)23-21(29)24-17(19(25)26)12-2-6-13(22)7-3-12/h2-10,17H,1H3,(H,25,26)(H,27,28)(H2,23,24,29)/t17-/m0/s1

Standard InChI Key:  YLTXPWPNUWMZRP-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3414788

   ---

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: 460.90

Molecular Weight (Monoisotopic): 460.0496

AlogP: 4.72

#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: 3.34

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: -1.62

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.22

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