ID: ALA399272

Max Phase: Preclinical

Molecular Formula: C16H16N2O6

Molecular Weight: 332.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCNC(=O)c1cccc(O)c1O)c1cccc(O)c1O

Standard InChI:  InChI=1S/C16H16N2O6/c19-11-5-1-3-9(13(11)21)15(23)17-7-8-18-16(24)10-4-2-6-12(20)14(10)22/h1-6,19-22H,7-8H2,(H,17,23)(H,18,24)

Standard InChI Key:  VPPFDDYSWNACAE-UHFFFAOYSA-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: 332.31

Molecular Weight (Monoisotopic): 332.1008

AlogP: 0.67

#Rotatable Bonds: 5

Polar Surface Area: 139.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.01

CX Basic pKa:

CX LogP: 2.01

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -0.25

References

1. Zhao XZ, Semenova EA, Vu BC, Maddali K, Marchand C, Hughes SH, Pommier Y, Burke TR..  (2008)  2,3-dihydro-6,7-dihydroxy-1H-isoindol-1-one-based HIV-1 integrase inhibitors.,  51  (2): [PMID:18095643] [10.1021/jm070715d]

2. Rivero-Buceta E, Carrero P, Doyagüez EG, Madrona A, Quesada E, Camarasa MJ, Peréz-Pérez MJ, Leyssen P, Paeshuyse J, Balzarini J, Neyts J, San-Félix A..  (2015)  Linear and branched alkyl-esters and amides of gallic acid and other (mono-, di- and tri-) hydroxy benzoyl derivatives as promising anti-HCV inhibitors.,  92  [PMID:25617695] [10.1016/j.ejmech.2015.01.033]

Source

Source(1):

• Scientific Literature