ID: ALA297437

Max Phase: Preclinical

Molecular Formula: C10H10FN5O3

Molecular Weight: 267.22

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O/C(=C/F)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H10FN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h1-3,6-7,10,17-18H,(H2,12,13,14)/b4-1+/t6-,7-,10-/m1/s1

Standard InChI Key:  NAWIFPQLACUTSO-LQAWNUHNSA-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: 267.22

Molecular Weight (Monoisotopic): 267.0768

AlogP: -0.53

#Rotatable Bonds: 1

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.30

CX Basic pKa: 3.94

CX LogP: -1.38

CX LogD: -1.38

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.63

Np Likeness Score: 0.69

References

1. Liu S, Wolfe MS, Yuan C, Ali SM, Borchardt RT.  (1992)  Synthesis and evaluation of 4-5-dehydro-5-fluoroaristeromycins as S-adenosyl-L-homocysteine (AdoHcy) hydrolase inhibitors,  2  (12): [10.1016/S0960-894X(00)80467-9]

2. Jarvi ET, McCarthy JR, Mehdi S, Matthews DP, Edwards ML, Prakash NJ, Bowlin TL, Sunkara PS, Bey P..  (1991)  4',5'-unsaturated 5'-halogenated nucleosides. Mechanism-based and competitive inhibitors of S-adenosyl-L-homocysteine hydrolase.,  34  (2): [PMID:1995889] [10.1021/jm00106a028]

Source

Source(1):

• Scientific Literature