Compound information

Natural Products
ZC834161
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
methyl (2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoate
InChI
InChI=1S/C14H19NO4/c1-10(2)12(13(16)18-3)15-14(17)19-9-11-7-5-4-6-8-11/h4-8,10,12H,9H2,1-3H3,(H,15,17)/t12-/m0/s1
InChI Key
LKTVCURTNIUHBH-LBPRGKRZSA-N
SMILES
COC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000002567684

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 2.568
LogS -2.678 LogD 2.604


Absorption

Property Value Property Value
Pgp inhibitor 0.15 Pgp substrate 0.005
HIA 0.966 F20 % 0.994
F30 % 0.957 Caco-2 -4.532
MDCK -4.552


Distribution

Property Value Property Value
BBB Penetration 0.077 PPB 83.244
VD 0.94 Fu 1.165


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.245 CYP1A2 substrate 0.699
CYP2A6 substrate 0.496 CYP2B6 substrate 0.655
CYP2C19 inhibitor 0.879 CYP2C19 substrate 0.935
CYP2C8 substrate 0.842 CYP2C9 inhibitor 0.222
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.027
CYP2D6 substrate 0.6 CYP2E1 substrate 0.398
CYP3A4 inhibitor 0.03 CYP3A4 substrate 0.734


Excretion

Property Value Property Value
T1/2 0.717 CL 6.007


Toxicity

Property Value Property Value
hERG Blockers 0.048 Hepatotoxicity 0.795
Mutagenicity 0.59 Rat Oral Acute Toxicity 0.005
FDAMDD 0.075 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.006
Eye Irritation 0.106 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.859 IGC50 3.031
LC50FM 3.904 LC50DM 5.15


Tox21 Pathway

Property Value Property Value
NR-AR 0.085 NR-AR-LBD 0.178
NR-AhR 0.003 NR-Aromatase 0.049
NR-ER 0.224 NR-ER-LBD 0.373
NR-PPAR-gamma 0.161 SR-ARE 0.014
SR-ATAD5 0.381 SR-HSE 0.105
SR-MMP 0.01 SR-p53 0.016


Similar covalent inhibitors

CI003004

Similarity Score: 0.57

CI002986

Similarity Score: 0.56

CI003010

Similarity Score: 0.55

CI003014

Similarity Score: 0.54

CI000827

Similarity Score: 0.53

CI002992

Similarity Score: 0.53

CI003026

Similarity Score: 0.53

CI000823

Similarity Score: 0.52

CI003000

Similarity Score: 0.52

CI003011

Similarity Score: 0.52

CI000824

Similarity Score: 0.51

CI000867

Similarity Score: 0.51

CI002991

Similarity Score: 0.51

CI003006

Similarity Score: 0.51

CI003007

Similarity Score: 0.51

CI003032

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.