Compound information

Natural Products
ZC25591
Molecular Formula
C10H11N5O2S
Molecular Weight
265.063345592 g/mol
Structure
IUPAC Name
[(1R,2S,4R,5S)-4-(6-aminopurin-9-yl)-6-oxa-3-thiabicyclo[3.1.0]hexan-2-yl]methanol
InChI
InChI=1S/C10H11N5O2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(17-7)4(1-16)18-10/h2-4,6-7,10,16H,1H2,(H2,11,12,13)/t4-,6-,7-,10+/m0/s1
InChI Key
QGABKQMGVHTWHC-SXVXDFOESA-N
SMILES
Nc1ncnc2c1ncn2[C@@H]1S[C@@H](CO)[C@@H]2O[C@@H]21
Source
ZINC000004823709

Warheads

Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 18 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 102.38 Å2 LogP 0.29
LogS -1.946 LogD 0.282


Absorption

Property Value Property Value
Pgp inhibitor 0.977 Pgp substrate 0.037
HIA 0.468 F20 % 0.975
F30 % 0.819 Caco-2 -5.436
MDCK -4.836


Distribution

Property Value Property Value
BBB Penetration 0.108 PPB 47.94
VD 2.838 Fu 0.029


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.053 CYP1A2 substrate 0.615
CYP2A6 substrate 0.679 CYP2B6 substrate 0.384
CYP2C19 inhibitor 0.014 CYP2C19 substrate 0.754
CYP2C8 substrate 0.375 CYP2C9 inhibitor 0.009
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.598 CYP2E1 substrate 0.641
CYP3A4 inhibitor 0.066 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.804 CL 12.985


Toxicity

Property Value Property Value
hERG Blockers 0.242 Hepatotoxicity 0.597
Mutagenicity 0.879 Rat Oral Acute Toxicity 0.864
FDAMDD 0.905 Skin Sensitization 0.0
Carcinogenicity 0.836 Eye Corrosion 0.001
Eye Irritation 0.915 Respiratory Toxicity 0.854


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.957 IGC50 2.611
LC50FM -5.862 LC50DM 1.822


Tox21 Pathway

Property Value Property Value
NR-AR 0.25 NR-AR-LBD 0.453
NR-AhR 0.335 NR-Aromatase 0.213
NR-ER 0.317 NR-ER-LBD 0.334
NR-PPAR-gamma 0.422 SR-ARE 0.194
SR-ATAD5 0.467 SR-HSE 0.049
SR-MMP 0.009 SR-p53 0.787


Similar covalent inhibitors

CI000352

Similarity Score: 0.54

CI001036

Similarity Score: 0.51

CI001037

Similarity Score: 0.51

CI001039

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.