Compound information

Natural Products
ZC1135533
Molecular Formula
C18H24N2O5S
Molecular Weight
380.140592868 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-4-methylsulfanyl-butanoic acid
InChI
InChI=1S/C18H24N2O5S/c1-26-11-9-14(17(22)23)19-16(21)15-8-5-10-20(15)18(24)25-12-13-6-3-2-4-7-13/h2-4,6-7,14-15H,5,8-12H2,1H3,(H,19,21)(H,22,23)/t14-,15-/m0/s1
InChI Key
QHSSZNCPOQRYPJ-GJZGRUSLSA-N
SMILES
CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000004899415

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 95.94 Å2 LogP 2.183
LogS -3.497 LogD 0.997


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.012
HIA 0.512 F20 % 0.973
F30 % 0.344 Caco-2 -5.862
MDCK -5.495


Distribution

Property Value Property Value
BBB Penetration 0.004 PPB 77.694
VD 0.431 Fu 1.065


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.66
CYP2A6 substrate 0.614 CYP2B6 substrate 0.574
CYP2C19 inhibitor 0.09 CYP2C19 substrate 0.933
CYP2C8 substrate 0.718 CYP2C9 inhibitor 0.143
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.029
CYP2D6 substrate 0.848 CYP2E1 substrate 0.165
CYP3A4 inhibitor 0.026 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.817 CL 3.558


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.971
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.128
FDAMDD 0.549 Skin Sensitization 0.001
Carcinogenicity 0.004 Eye Corrosion 0.005
Eye Irritation 0.124 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.538 IGC50 1.897
LC50FM 2.317 LC50DM 5.262


Tox21 Pathway

Property Value Property Value
NR-AR 0.553 NR-AR-LBD 0.3
NR-AhR 0.007 NR-Aromatase 0.061
NR-ER 0.379 NR-ER-LBD 0.403
NR-PPAR-gamma 0.483 SR-ARE 0.048
SR-ATAD5 0.331 SR-HSE 0.15
SR-MMP 0.01 SR-p53 0.029


Similar covalent inhibitors

CI003275

Similarity Score: 0.58

CI000073

Similarity Score: 0.52

CI008156

Similarity Score: 0.52

CI000827

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.