Compound information

Natural Products
ZC837080
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2S,3S)-2-(benzyloxycarbonylamino)-3-methyl-pentanoic acid
InChI
InChI=1S/C14H19NO4/c1-3-10(2)12(13(16)17)15-14(18)19-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3,(H,15,18)(H,16,17)/t10-,12-/m0/s1
InChI Key
JSHXJPFZKBRLFU-JQWIXIFHSA-N
SMILES
CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000004284529

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.666
LogS -3.277 LogD 1.817


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.001
HIA 0.95 F20 % 0.993
F30 % 0.951 Caco-2 -5.287
MDCK -4.518


Distribution

Property Value Property Value
BBB Penetration 0.395 PPB 75.997
VD 0.352 Fu 0.809


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.047 CYP1A2 substrate 0.713
CYP2A6 substrate 0.497 CYP2B6 substrate 0.662
CYP2C19 inhibitor 0.11 CYP2C19 substrate 0.955
CYP2C8 substrate 0.783 CYP2C9 inhibitor 0.039
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.06
CYP2D6 substrate 0.942 CYP2E1 substrate 0.2
CYP3A4 inhibitor 0.034 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.825 CL 3.509


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.91
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.024
FDAMDD 0.034 Skin Sensitization 0.0
Carcinogenicity 0.017 Eye Corrosion 0.013
Eye Irritation 0.718 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.553 IGC50 2.129
LC50FM 3.49 LC50DM 4.159


Tox21 Pathway

Property Value Property Value
NR-AR 0.17 NR-AR-LBD 0.273
NR-AhR 0.003 NR-Aromatase 0.056
NR-ER 0.346 NR-ER-LBD 0.328
NR-PPAR-gamma 0.479 SR-ARE 0.035
SR-ATAD5 0.302 SR-HSE 0.101
SR-MMP 0.009 SR-p53 0.02


Similar covalent inhibitors

CI002992

Similarity Score: 0.54

CI002986

Similarity Score: 0.53

CI002993

Similarity Score: 0.53

CI002987

Similarity Score: 0.51

CI002997

Similarity Score: 0.51

CI003004

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.