Compound information

Natural Products
ZC1853866
Molecular Formula
C19H21NO5S
Molecular Weight
375.114043772 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-3-[(4-methoxyphenyl)methylsulfanyl]propanoic acid
InChI
InChI=1S/C19H21NO5S/c1-24-16-9-7-15(8-10-16)12-26-13-17(18(21)22)20-19(23)25-11-14-5-3-2-4-6-14/h2-10,17H,11-13H2,1H3,(H,20,23)(H,21,22)/t17-/m0/s1
InChI Key
ITIVJYICKMMKHE-KRWDZBQOSA-N
SMILES
COc1ccc(CSC[C@H](NC(=O)OCc2ccccc2)C(=O)O)cc1
Source
ZINC000002555061

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 84.86 Å2 LogP 3.17
LogS -3.949 LogD 2.899


Absorption

Property Value Property Value
Pgp inhibitor 0.014 Pgp substrate 0.008
HIA 0.963 F20 % 0.995
F30 % 0.941 Caco-2 -5.842
MDCK -4.769


Distribution

Property Value Property Value
BBB Penetration 0.324 PPB 93.811
VD 0.339 Fu 1.546


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.094 CYP1A2 substrate 0.708
CYP2A6 substrate 0.57 CYP2B6 substrate 0.626
CYP2C19 inhibitor 0.307 CYP2C19 substrate 0.556
CYP2C8 substrate 0.805 CYP2C9 inhibitor 0.494
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.134
CYP2D6 substrate 0.623 CYP2E1 substrate 0.35
CYP3A4 inhibitor 0.594 CYP3A4 substrate 0.699


Excretion

Property Value Property Value
T1/2 0.821 CL 1.75


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.905
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.035
FDAMDD 0.105 Skin Sensitization 0.355
Carcinogenicity 0.057 Eye Corrosion 0.002
Eye Irritation 0.01 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.161 IGC50 2.63
LC50FM 4.105 LC50DM 4.98


Tox21 Pathway

Property Value Property Value
NR-AR 0.481 NR-AR-LBD 0.308
NR-AhR 0.011 NR-Aromatase 0.026
NR-ER 0.433 NR-ER-LBD 0.345
NR-PPAR-gamma 0.484 SR-ARE 0.049
SR-ATAD5 0.339 SR-HSE 0.095
SR-MMP 0.008 SR-p53 0.047


Similar covalent inhibitors

CI001455

Similarity Score: 0.58

CI003000

Similarity Score: 0.53

CI003010

Similarity Score: 0.53

CI001914

Similarity Score: 0.52

CI003026

Similarity Score: 0.51

CI003038

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.