Compound information

Natural Products
ZC845178
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2S,3R)-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+/m1/s1
InChI Key
JSHXJPFZKBRLFU-PWSUYJOCSA-N
SMILES
CC[C@@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002564498

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 2.811
LogS -3.27 LogD 1.859


Absorption

Property Value Property Value
Pgp inhibitor 0.002 Pgp substrate 0.001
HIA 0.957 F20 % 0.992
F30 % 0.94 Caco-2 -5.282
MDCK -4.525


Distribution

Property Value Property Value
BBB Penetration 0.811 PPB 68.68
VD 0.293 Fu 0.576


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.718
CYP2A6 substrate 0.546 CYP2B6 substrate 0.59
CYP2C19 inhibitor 0.056 CYP2C19 substrate 0.9
CYP2C8 substrate 0.815 CYP2C9 inhibitor 0.058
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.035
CYP2D6 substrate 0.799 CYP2E1 substrate 0.326
CYP3A4 inhibitor 0.011 CYP3A4 substrate 0.951


Excretion

Property Value Property Value
T1/2 0.837 CL 3.73


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.837
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.032
FDAMDD 0.028 Skin Sensitization 0.0
Carcinogenicity 0.011 Eye Corrosion 0.007
Eye Irritation 0.683 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.504 IGC50 2.229
LC50FM 3.49 LC50DM 3.998


Tox21 Pathway

Property Value Property Value
NR-AR 0.231 NR-AR-LBD 0.299
NR-AhR 0.004 NR-Aromatase 0.05
NR-ER 0.349 NR-ER-LBD 0.326
NR-PPAR-gamma 0.453 SR-ARE 0.031
SR-ATAD5 0.266 SR-HSE 0.07
SR-MMP 0.008 SR-p53 0.018


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.