Compound information

Natural Products
ZC1299599
Molecular Formula
C21H24N2O6S
Molecular Weight
432.135507488 g/mol
Structure
IUPAC Name
(4-methylsulfanylphenyl) (2R)-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+/m1/s1
InChI Key
UTPMZVGGVNZEHT-KDOFPFPSSA-N
SMILES
CSc1ccc(OC(=O)[C@@H](C)NC(=O)[C@H](CO)NC(=O)OCc2ccccc2)cc1
Source
ZINC000005201572

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 2.423
LogS -4.118 LogD 3.068


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.072
HIA 0.956 F20 % 0.986
F30 % 0.622 Caco-2 -5.262
MDCK -5.073


Distribution

Property Value Property Value
BBB Penetration 0.195 PPB 93.844
VD 0.439 Fu 1.798


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.758 CYP1A2 substrate 0.707
CYP2A6 substrate 0.518 CYP2B6 substrate 0.497
CYP2C19 inhibitor 0.673 CYP2C19 substrate 0.928
CYP2C8 substrate 0.863 CYP2C9 inhibitor 0.585
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.823 CYP2E1 substrate 0.21
CYP3A4 inhibitor 0.025 CYP3A4 substrate 0.992


Excretion

Property Value Property Value
T1/2 0.736 CL 6.998


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.625
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.075
FDAMDD 0.219 Skin Sensitization 0.541
Carcinogenicity 0.01 Eye Corrosion 0.004
Eye Irritation 0.001 Respiratory Toxicity 0.019


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.088 IGC50 3.418
LC50FM 4.271 LC50DM 6.16


Tox21 Pathway

Property Value Property Value
NR-AR 0.29 NR-AR-LBD 0.24
NR-AhR 0.006 NR-Aromatase 0.039
NR-ER 0.412 NR-ER-LBD 0.377
NR-PPAR-gamma 0.257 SR-ARE 0.409
SR-ATAD5 0.456 SR-HSE 0.153
SR-MMP 0.126 SR-p53 0.111


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.