Compound information

Natural Products
ZC2758293
Molecular Formula
C23H22N6O2S
Molecular Weight
446.152494944 g/mol
Structure
IUPAC Name
N-(3-methoxyphenyl)-4-(3-phenylisothiazolo[4,5-d]pyrimidin-7-yl)piperazine-1-carboxamide
InChI
InChI=1S/C23H22N6O2S/c1-31-18-9-5-8-17(14-18)26-23(30)29-12-10-28(11-13-29)22-21-20(24-15-25-22)19(27-32-21)16-6-3-2-4-7-16/h2-9,14-15H,10-13H2,1H3,(H,26,30)
InChI Key
LRGBSSMAKFLFDV-UHFFFAOYSA-N
SMILES
COc1cccc(NC(=O)N2CCN(c3ncnc4c(-c5ccccc5)nsc34)CC2)c1
Source
ZINC000001370727

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 5
Heteroatom Count 9 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 83.48 Å2 LogP 4.263
LogS -5.778 LogD 4.104


Absorption

Property Value Property Value
Pgp inhibitor 0.996 Pgp substrate 0.035
HIA 0.963 F20 % 0.993
F30 % 0.971 Caco-2 -5.06
MDCK -4.761


Distribution

Property Value Property Value
BBB Penetration 0.193 PPB 99.528
VD 1.012 Fu 1.562


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.999 CYP1A2 substrate 0.855
CYP2A6 substrate 0.195 CYP2B6 substrate 0.524
CYP2C19 inhibitor 0.984 CYP2C19 substrate 0.628
CYP2C8 substrate 0.585 CYP2C9 inhibitor 0.979
CYP2C9 substrate 0.707 CYP2D6 inhibitor 0.134
CYP2D6 substrate 0.957 CYP2E1 substrate 0.186
CYP3A4 inhibitor 0.92 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.702 CL 6.34


Toxicity

Property Value Property Value
hERG Blockers 0.884 Hepatotoxicity 0.891
Mutagenicity 0.059 Rat Oral Acute Toxicity 0.051
FDAMDD 0.84 Skin Sensitization 0.0
Carcinogenicity 0.827 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.746


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.839 IGC50 4.455
LC50FM -11.925 LC50DM -6.918


Tox21 Pathway

Property Value Property Value
NR-AR 0.778 NR-AR-LBD 0.741
NR-AhR 0.97 NR-Aromatase 0.102
NR-ER 0.73 NR-ER-LBD 0.448
NR-PPAR-gamma 0.901 SR-ARE 0.922
SR-ATAD5 0.923 SR-HSE 0.209
SR-MMP 0.914 SR-p53 0.926


Similar covalent inhibitors

CI000684

Similarity Score: 0.64

CI000686

Similarity Score: 0.51

CI000699

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.