ID: ALA56190

Max Phase: Preclinical

Molecular Formula: C5H7N5O3

Molecular Weight: 185.14

Molecule Type: Small molecule

Representations

Canonical SMILES:  CNc1nc(N)[nH]c(=O)c1[N+](=O)[O-]

Standard InChI:  InChI=1S/C5H7N5O3/c1-7-3-2(10(12)13)4(11)9-5(6)8-3/h1H3,(H4,6,7,8,9,11)

Standard InChI Key:  NMCMUSAXKISTKW-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: 185.14

Molecular Weight (Monoisotopic): 185.0549

AlogP: -0.70

#Rotatable Bonds: 2

Polar Surface Area: 126.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.26

CX Basic pKa:

CX LogP: -1.08

CX LogD: -1.40

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.41

Np Likeness Score: -0.88

References

1. Lever OW, Bell LN, McGuire HM, Ferone R..  (1985)  Monocyclic pteridine analogues. Inhibition of Escherichia coli dihydropteroate synthase by 6-amino-5-nitrosoisocytosines.,  28  (12): [PMID:3906132] [10.1021/jm00150a019]

2. Bennett BC, Xu H, Simmerman RF, Lee RE, Dealwis CG..  (2007)  Crystal structure of the anthrax drug target, Bacillus anthracis dihydrofolate reductase.,  50  (18): [PMID:17696333] [10.1021/jm070319v]

3. Hevener KE, Yun MK, Qi J, Kerr ID, Babaoglu K, Hurdle JG, Balakrishna K, White SW, Lee RE..  (2010)  Structural studies of pterin-based inhibitors of dihydropteroate synthase.,  53  (1): [PMID:19899766] [10.1021/jm900861d]

Source

Source(1):

• Scientific Literature