Compound information

Natural Products
ZC681998
Molecular Formula
C21H24N2O6
Molecular Weight
400.163436488 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]propanoate
InChI
InChI=1S/C21H24N2O6/c1-15(20(26)28-13-16-8-4-2-5-9-16)22-19(25)18(12-24)23-21(27)29-14-17-10-6-3-7-11-17/h2-11,15,18,24H,12-14H2,1H3,(H,22,25)(H,23,27)/t15-,18-/m0/s1
InChI Key
ICHQDJFVLNIGLT-YJBOKZPZSA-N
SMILES
C[C@H](NC(=O)[C@H](CO)NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
Source
ZINC000004763321

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 2.044
LogS -3.504 LogD 2.498


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.025
HIA 0.96 F20 % 0.93
F30 % 0.029 Caco-2 -5.175
MDCK -4.799


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 89.669
VD 0.283 Fu 1.124


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.097 CYP1A2 substrate 0.68
CYP2A6 substrate 0.554 CYP2B6 substrate 0.667
CYP2C19 inhibitor 0.313 CYP2C19 substrate 0.94
CYP2C8 substrate 0.844 CYP2C9 inhibitor 0.033
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.278
CYP2D6 substrate 0.904 CYP2E1 substrate 0.284
CYP3A4 inhibitor 0.064 CYP3A4 substrate 0.967


Excretion

Property Value Property Value
T1/2 0.764 CL 5.488


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.632
Mutagenicity 0.323 Rat Oral Acute Toxicity 0.142
FDAMDD 0.235 Skin Sensitization 0.005
Carcinogenicity 0.001 Eye Corrosion 0.005
Eye Irritation 0.004 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.311 IGC50 3.549
LC50FM 3.736 LC50DM 5.577


Tox21 Pathway

Property Value Property Value
NR-AR 0.152 NR-AR-LBD 0.228
NR-AhR 0.002 NR-Aromatase 0.072
NR-ER 0.332 NR-ER-LBD 0.385
NR-PPAR-gamma 0.225 SR-ARE 0.205
SR-ATAD5 0.495 SR-HSE 0.188
SR-MMP 0.037 SR-p53 0.025


Similar covalent inhibitors

CI002271

Similarity Score: 0.58

CI002274

Similarity Score: 0.58

CI000102

Similarity Score: 0.56

CI001952

Similarity Score: 0.56

CI002208

Similarity Score: 0.56

CI001965

Similarity Score: 0.55

CI000667

Similarity Score: 0.54

CI001971

Similarity Score: 0.54

CI001985

Similarity Score: 0.54

CI002024

Similarity Score: 0.54

CI002211

Similarity Score: 0.54

CI006112

Similarity Score: 0.53

CI002209

Similarity Score: 0.53

CI002210

Similarity Score: 0.53

CI002213

Similarity Score: 0.53

CI002212

Similarity Score: 0.52

CI004314

Similarity Score: 0.51

CI006084

Similarity Score: 0.51

CI006844

Similarity Score: 0.51

CI001975

Similarity Score: 0.51

CI002007

Similarity Score: 0.51

CI003363

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.