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

ID: ALA3414794

Chembl Id: CHEMBL3414794

PubChem CID: 118732844

Max Phase: Preclinical

Molecular Formula: C24H21N3O6S

Molecular Weight: 479.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)O)c(C(=O)O)s2)cc1

Standard InChI:  InChI=1S/C24H21N3O6S/c1-33-15-8-6-13(7-9-15)20-11-18(21(34-20)23(30)31)26-24(32)27-19(22(28)29)10-14-12-25-17-5-3-2-4-16(14)17/h2-9,11-12,19,25H,10H2,1H3,(H,28,29)(H,30,31)(H2,26,27,32)/t19-/m0/s1

Standard InChI Key:  ONGKCSSYAOSNJT-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA3414794

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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: 479.51

Molecular Weight (Monoisotopic): 479.1151

AlogP: 4.42

#Rotatable Bonds: 8

Polar Surface Area: 140.75

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: -1.67

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -0.84

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