2-{2-[(Furan-2-carbonyl)-amino]-3-furan-2-yl-acryloylamino}-propionic acid

ID: ALA365261

Chembl Id: CHEMBL365261

PubChem CID: 5765716

Max Phase: Preclinical

Molecular Formula: C15H14N2O6

Molecular Weight: 318.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NC(=O)/C(=C\c1ccco1)NC(=O)c1ccco1)C(=O)O

Standard InChI:  InChI=1S/C15H14N2O6/c1-9(15(20)21)16-13(18)11(8-10-4-2-6-22-10)17-14(19)12-5-3-7-23-12/h2-9H,1H3,(H,16,18)(H,17,19)(H,20,21)/b11-8+

Standard InChI Key:  YKCHBOMSVGFEOO-DHZHZOJOSA-N

Alternative Forms

1. Parent:

   

   ALA365261

   2-{2-[(Furan-2-carbonyl)-amino]-3-furan-2-yl-acryloylamino}-propionic acid

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: 318.29

Molecular Weight (Monoisotopic): 318.0852

AlogP: 1.23

#Rotatable Bonds: 6

Polar Surface Area: 121.78

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.37

CX Basic pKa:

CX LogP: 0.24

CX LogD: -3.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.33

References

1. Oh M, Im I, Lee YJ, Kim YH, Yoon JH, Park HG, Higashiyama S, Kim YC, Park WJ..  (2004)  Structure-based virtual screening and biological evaluation of potent and selective ADAM12 inhibitors.,  14  (24): [PMID:15546732] [10.1016/j.bmcl.2004.09.082]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays