ID: ALA243178

Max Phase: Preclinical

Molecular Formula: C11H11NO5

Molecular Weight: 237.21

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)CNC(=O)/C=C/c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C11H11NO5/c13-8-3-1-7(5-9(8)14)2-4-10(15)12-6-11(16)17/h1-5,13-14H,6H2,(H,12,15)(H,16,17)/b4-2+

Standard InChI Key:  ADSZIGUFCCRNIO-DUXPYHPUSA-N

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

Properties

Molecular Weight: 237.21

Molecular Weight (Monoisotopic): 237.0637

AlogP: 0.31

#Rotatable Bonds: 4

Polar Surface Area: 106.86

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.32

CX Basic pKa:

CX LogP: 0.42

CX LogD: -3.00

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.45

Np Likeness Score: 0.51

References

1. Lee SU, Shin CG, Lee CK, Lee YS..  (2007)  Caffeoylglycolic and caffeoylamino acid derivatives, halfmers of L-chicoric acid, as new HIV-1 integrase inhibitors.,  42  (10): [PMID:17434650] [10.1016/j.ejmech.2007.02.016]

2. Xie Y, Huang B, Yu K, Shi F, Liu T, Xu W..  (2013)  Caffeic acid derivatives: a new type of influenza neuraminidase inhibitors.,  23  (12): [PMID:23664211] [10.1016/j.bmcl.2013.04.033]

Source

Source(1):

• Scientific Literature