Compound information

Natural Products
ZC1300130
Molecular Formula
C21H24N2O6S
Molecular Weight
432.135507488 g/mol
Structure
IUPAC Name
(4-methylsulfanylphenyl) (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]propanoate
InChI
InChI=1S/C21H24N2O6S/c1-14(20(26)29-16-8-10-17(30-2)11-9-16)22-19(25)18(12-24)23-21(27)28-13-15-6-4-3-5-7-15/h3-11,14,18,24H,12-13H2,1-2H3,(H,22,25)(H,23,27)/t14-,18-/m0/s1
InChI Key
UTPMZVGGVNZEHT-KSSFIOAISA-N
SMILES
CSc1ccc(OC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)OCc2ccccc2)cc1
Source
ZINC000005201570

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 2.334
LogS -4.273 LogD 3.181


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.063
HIA 0.935 F20 % 0.975
F30 % 0.219 Caco-2 -5.375
MDCK -5.147


Distribution

Property Value Property Value
BBB Penetration 0.016 PPB 96.3
VD 0.536 Fu 1.871


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.232 CYP1A2 substrate 0.66
CYP2A6 substrate 0.556 CYP2B6 substrate 0.609
CYP2C19 inhibitor 0.419 CYP2C19 substrate 0.965
CYP2C8 substrate 0.888 CYP2C9 inhibitor 0.073
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.04
CYP2D6 substrate 0.949 CYP2E1 substrate 0.233
CYP3A4 inhibitor 0.031 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.686 CL 6.824


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.857
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.041
FDAMDD 0.347 Skin Sensitization 0.739
Carcinogenicity 0.011 Eye Corrosion 0.006
Eye Irritation 0.004 Respiratory Toxicity 0.02


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.247 IGC50 3.382
LC50FM 4.217 LC50DM 6.2


Tox21 Pathway

Property Value Property Value
NR-AR 0.237 NR-AR-LBD 0.214
NR-AhR 0.006 NR-Aromatase 0.099
NR-ER 0.461 NR-ER-LBD 0.394
NR-PPAR-gamma 0.301 SR-ARE 0.314
SR-ATAD5 0.527 SR-HSE 0.194
SR-MMP 0.157 SR-p53 0.215


Similar covalent inhibitors

CI002990

Similarity Score: 0.58

CI003009

Similarity Score: 0.56

CI003025

Similarity Score: 0.54

CI002999

Similarity Score: 0.53

CI003037

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.