4-(4-(furan-2-carboxamido)phenylamino)-4-oxobutanoic acid

ID: ALA3344001

Chembl Id: CHEMBL3344001

PubChem CID: 1073875

Max Phase: Preclinical

Molecular Formula: C15H14N2O5

Molecular Weight: 302.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(=O)Nc1ccc(NC(=O)c2ccco2)cc1

Standard InChI:  InChI=1S/C15H14N2O5/c18-13(7-8-14(19)20)16-10-3-5-11(6-4-10)17-15(21)12-2-1-9-22-12/h1-6,9H,7-8H2,(H,16,18)(H,17,21)(H,19,20)

Standard InChI Key:  QTKDRUABFJMKRT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3344001

   4-((4-(Furan-2-carboxamido)phenyl)amino)-4-oxobutanoic acid (5)

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: 302.29

Molecular Weight (Monoisotopic): 302.0903

AlogP: 2.34

#Rotatable Bonds: 6

Polar Surface Area: 108.64

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 1.19

CX LogD: -2.00

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.31

References

1. Janupally R, Jeankumar VU, Bobesh KA, Soni V, Devi PB, Pulla VK, Suryadevara P, Chennubhotla KS, Kulkarni P, Yogeeswari P, Sriram D..  (2014)  Structure-guided design and development of novel benzimidazole class of compounds targeting DNA gyraseB enzyme of Staphylococcus aureus.,  22  (21): [PMID:25288496] [10.1016/j.bmc.2014.09.008]

2. Dighe SN, Collet TA..  (2020)  Recent advances in DNA gyrase-targeted antimicrobial agents.,  199  [PMID:32460040] [10.1016/j.ejmech.2020.112326]

Source

Source(1):

• Scientific Literature