Compound information

Natural Products
ZC2251628
Molecular Formula
C20H24N2O3S
Molecular Weight
372.150763628 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-(6,7-dihydro-4H-thieno[3,2-c]pyridine-5-carbonyl)-2-methyl-propyl]carbamate
InChI
InChI=1S/C20H24N2O3S/c1-14(2)18(21-20(24)25-13-15-6-4-3-5-7-15)19(23)22-10-8-17-16(12-22)9-11-26-17/h3-7,9,11,14,18H,8,10,12-13H2,1-2H3,(H,21,24)/t18-/m0/s1
InChI Key
FWGIHUBLJDQOJL-SFHVURJKSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCc2sccc2C1
Source
ZINC000022596868

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.523
LogS -4.307 LogD 3.901


Absorption

Property Value Property Value
Pgp inhibitor 0.204 Pgp substrate 0.72
HIA 0.961 F20 % 0.99
F30 % 0.803 Caco-2 -4.555
MDCK -4.595


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 97.513
VD 1.427 Fu 1.745


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.324 CYP1A2 substrate 0.797
CYP2A6 substrate 0.55 CYP2B6 substrate 0.674
CYP2C19 inhibitor 0.989 CYP2C19 substrate 0.935
CYP2C8 substrate 0.891 CYP2C9 inhibitor 0.94
CYP2C9 substrate 0.732 CYP2D6 inhibitor 0.157
CYP2D6 substrate 0.844 CYP2E1 substrate 0.305
CYP3A4 inhibitor 0.628 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.494 CL 7.633


Toxicity

Property Value Property Value
hERG Blockers 0.212 Hepatotoxicity 0.655
Mutagenicity 0.107 Rat Oral Acute Toxicity 0.209
FDAMDD 0.201 Skin Sensitization 0.048
Carcinogenicity 0.032 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.607


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.564 IGC50 3.946
LC50FM 4.036 LC50DM 5.721


Tox21 Pathway

Property Value Property Value
NR-AR 0.255 NR-AR-LBD 0.158
NR-AhR 0.055 NR-Aromatase 0.036
NR-ER 0.586 NR-ER-LBD 0.527
NR-PPAR-gamma 0.191 SR-ARE 0.458
SR-ATAD5 0.526 SR-HSE 0.607
SR-MMP 0.071 SR-p53 0.047


Similar covalent inhibitors

CI000329

Similarity Score: 0.51

CI000336

Similarity Score: 0.51

CI000827

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.