Compound information

Natural Products
ZC1297034
Molecular Formula
C21H24N2O6S
Molecular Weight
432.135507488 g/mol
Structure
IUPAC Name
(4-methylsulfanylphenyl) (2R)-2-[[(2R)-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-RDTXWAMCSA-N
SMILES
CSc1ccc(OC(=O)[C@@H](C)NC(=O)[C@@H](CO)NC(=O)OCc2ccccc2)cc1
Source
ZINC000005201568

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 2.599
LogS -4.513 LogD 3.146


Absorption

Property Value Property Value
Pgp inhibitor 0.248 Pgp substrate 0.018
HIA 0.96 F20 % 0.986
F30 % 0.616 Caco-2 -5.353
MDCK -5.176


Distribution

Property Value Property Value
BBB Penetration 0.245 PPB 88.245
VD 0.45 Fu 1.63


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.94 CYP1A2 substrate 0.645
CYP2A6 substrate 0.429 CYP2B6 substrate 0.478
CYP2C19 inhibitor 0.85 CYP2C19 substrate 0.794
CYP2C8 substrate 0.809 CYP2C9 inhibitor 0.566
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.61 CYP2E1 substrate 0.288
CYP3A4 inhibitor 0.272 CYP3A4 substrate 0.987


Excretion

Property Value Property Value
T1/2 0.651 CL 5.938


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.573
Mutagenicity 0.011 Rat Oral Acute Toxicity 0.102
FDAMDD 0.13 Skin Sensitization 0.286
Carcinogenicity 0.025 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.537 IGC50 3.315
LC50FM 4.259 LC50DM 5.861


Tox21 Pathway

Property Value Property Value
NR-AR 0.309 NR-AR-LBD 0.319
NR-AhR 0.008 NR-Aromatase 0.027
NR-ER 0.37 NR-ER-LBD 0.379
NR-PPAR-gamma 0.244 SR-ARE 0.616
SR-ATAD5 0.364 SR-HSE 0.082
SR-MMP 0.051 SR-p53 0.08


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.