ID: ALA1650002

Max Phase: Preclinical

Molecular Formula: C17H16N6O3

Molecular Weight: 352.35

Molecule Type: Small molecule

Representations

Synonyms (1): DB1679
Synonyms from Alternative Forms(1):

Canonical SMILES:  CO/N=C(/N)c1ccc(-c2ccc(-c3ccc(/C(N)=N/O)cn3)o2)nc1

Standard InChI:  InChI=1S/C17H16N6O3/c1-25-23-17(19)11-3-5-13(21-9-11)15-7-6-14(26-15)12-4-2-10(8-20-12)16(18)22-24/h2-9,24H,1H3,(H2,18,22)(H2,19,23)

Standard InChI Key:  RTNOOAOQALMKNE-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: 352.35

Molecular Weight (Monoisotopic): 352.1284

AlogP: 1.76

#Rotatable Bonds: 5

Polar Surface Area: 145.14

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.30

CX Basic pKa: 5.01

CX LogP: 0.80

CX LogD: 0.80

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.27

Np Likeness Score: -0.69

References

1. Wenzler T, Boykin DW, Ismail MA, Hall JE, Tidwell RR, Brun R..  (2009)  New treatment option for second-stage African sleeping sickness: in vitro and in vivo efficacy of aza analogs of DB289.,  53  (10): [PMID:19620327] [10.1128/aac.00225-09]

2. Generaux CN, Ainslie GR, Bridges AS, Ismail MA, Boykin DW, Tidwell RR, Thakker DR, Paine MF..  (2013)  Compartmental and enzyme kinetic modeling to elucidate the biotransformation pathway of a centrally acting antitrypanosomal prodrug.,  41  (2): [PMID:23223498] [10.1124/dmd.112.048231]

Source

Source(1):

• Scientific Literature