ID: ALA1683023

Max Phase: Preclinical

Molecular Formula: C10H12ClN4O7P

Molecular Weight: 366.65

Molecule Type: Small molecule

Representations

Synonyms (1): 6-Cl-Purine Ribotide
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(Cl)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C10H12ClN4O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  ALOBOMYIOYNCBS-KQYNXXCUSA-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: 366.65

Molecular Weight (Monoisotopic): 366.0132

AlogP: -0.79

#Rotatable Bonds: 4

Polar Surface Area: 160.05

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.29

CX Basic pKa: 0.35

CX LogP: -1.46

CX LogD: -4.69

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: 0.99

References

1. Nair V, Kamboj RC..  (2003)  Inhibition of inosine monophosphate dehydrogenase (IMPDH) by 2-[2-(Z)-fluorovinyl]inosine 5'-monophosphate.,  13  (4): [PMID:12639549] [10.1016/s0960-894x(02)01053-3]

2. Hoefler BC, Gollapalli DR, Hedstrom L..  (2011)  Specific biotinylation of IMP dehydrogenase.,  21  (5): [PMID:21295473] [10.1016/j.bmcl.2011.01.042]

3. Trapero A, Pacitto A, Chan DS, Abell C, Blundell TL, Ascher DB, Coyne AG..  (2020)  Covalent inactivation of Mycobacterium thermoresistibile inosine-5'-monophosphate dehydrogenase (IMPDH).,  30  (2): [PMID:31757668] [10.1016/j.bmcl.2019.126792]

Source

Source(1):

• Scientific Literature