Compound information

Natural Products
ZC2488613
Molecular Formula
C22H31N3O6S
Molecular Weight
465.193356712 g/mol
Structure
IUPAC Name
tert-butyl 5-(4-tert-butoxycarbonylpiperazin-1-yl)sulfonylindole-1-carboxylate
InChI
InChI=1S/C22H31N3O6S/c1-21(2,3)30-19(26)23-11-13-24(14-12-23)32(28,29)17-7-8-18-16(15-17)9-10-25(18)20(27)31-22(4,5)6/h7-10,15H,11-14H2,1-6H3
InChI Key
HVAILZNPTIBJPR-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCN(S(=O)(=O)c2ccc3c(ccn3C(=O)OC(C)(C)C)c2)CC1
Source
ZINC000080444049

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 98.15 Å2 LogP 3.685
LogS -5.105 LogD 3.743


Absorption

Property Value Property Value
Pgp inhibitor 0.693 Pgp substrate 0.008
HIA 0.968 F20 % 0.035
F30 % 0.966 Caco-2 -4.548
MDCK -4.819


Distribution

Property Value Property Value
BBB Penetration 0.964 PPB 91.805
VD 2.672 Fu 1.059


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.224 CYP1A2 substrate 0.489
CYP2A6 substrate 0.437 CYP2B6 substrate 0.577
CYP2C19 inhibitor 0.871 CYP2C19 substrate 0.732
CYP2C8 substrate 0.496 CYP2C9 inhibitor 0.625
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.056
CYP2D6 substrate 0.528 CYP2E1 substrate 0.668
CYP3A4 inhibitor 0.461 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.44 CL 6.281


Toxicity

Property Value Property Value
hERG Blockers 0.272 Hepatotoxicity 0.934
Mutagenicity 0.223 Rat Oral Acute Toxicity 0.056
FDAMDD 0.049 Skin Sensitization 0.0
Carcinogenicity 0.965 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.586


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.178 IGC50 4.141
LC50FM 1.517 LC50DM 1.243


Tox21 Pathway

Property Value Property Value
NR-AR 0.147 NR-AR-LBD 0.278
NR-AhR 0.016 NR-Aromatase 0.935
NR-ER 0.246 NR-ER-LBD 0.487
NR-PPAR-gamma 0.152 SR-ARE 0.796
SR-ATAD5 0.342 SR-HSE 0.124
SR-MMP 0.196 SR-p53 0.051


Similar covalent inhibitors

CI000266

Similarity Score: 0.57

CI001193

Similarity Score: 0.54

CI001111

Similarity Score: 0.53

CI001182

Similarity Score: 0.53

CI001155

Similarity Score: 0.52

CI001181

Similarity Score: 0.52

CI001183

Similarity Score: 0.52

CI001184

Similarity Score: 0.52

CI001185

Similarity Score: 0.52

CI001188

Similarity Score: 0.51

CI001189

Similarity Score: 0.51

CI001191

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.