Compound information

Natural Products
ZC1055303
Molecular Formula
C19H26N2O5S
Molecular Weight
394.156242932 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1R)-1-methoxycarbonyl-3-methylsulfanyl-propyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C19H26N2O5S/c1-25-18(23)15(10-12-27-2)20-17(22)16-9-6-11-21(16)19(24)26-13-14-7-4-3-5-8-14/h3-5,7-8,15-16H,6,9-13H2,1-2H3,(H,20,22)/t15-,16+/m1/s1
InChI Key
DLPVKQNXLTYXOG-CVEARBPZSA-N
SMILES
COC(=O)[C@@H](CCSC)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000004764284

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 84.94 Å2 LogP 2.792
LogS -3.498 LogD 2.641


Absorption

Property Value Property Value
Pgp inhibitor 0.981 Pgp substrate 0.03
HIA 0.965 F20 % 0.975
F30 % 0.174 Caco-2 -4.632
MDCK -4.694


Distribution

Property Value Property Value
BBB Penetration 0.031 PPB 71.037
VD 0.798 Fu 1.146


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.601
CYP2A6 substrate 0.427 CYP2B6 substrate 0.473
CYP2C19 inhibitor 0.539 CYP2C19 substrate 0.761
CYP2C8 substrate 0.583 CYP2C9 inhibitor 0.283
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.78 CYP2E1 substrate 0.183
CYP3A4 inhibitor 0.159 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.675 CL 5.09


Toxicity

Property Value Property Value
hERG Blockers 0.012 Hepatotoxicity 0.94
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.057
FDAMDD 0.652 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.016 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.466 IGC50 2.403
LC50FM 2.855 LC50DM 4.106


Tox21 Pathway

Property Value Property Value
NR-AR 0.395 NR-AR-LBD 0.212
NR-AhR 0.003 NR-Aromatase 0.034
NR-ER 0.264 NR-ER-LBD 0.424
NR-PPAR-gamma 0.174 SR-ARE 0.123
SR-ATAD5 0.312 SR-HSE 0.161
SR-MMP 0.02 SR-p53 0.039


Similar covalent inhibitors

CI003275

Similarity Score: 0.55

CI000073

Similarity Score: 0.51

CI008156

Similarity Score: 0.51

CI000827

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.