Compound information

Natural Products
NACP62354
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
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)
InChI Key
JSHXJPFZKBRLFU-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)O)C(C)CC
CAS
55723-45-0
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0054856

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 2.454
LogS -3.08 LogD 1.921


Absorption

Property Value Property Value
Pgp inhibitor 0.042 Pgp substrate 0.002
HIA 0.962 F20 % 0.991
F30 % 0.936 Caco-2 -5.162
MDCK -4.553


Distribution

Property Value Property Value
BBB Penetration 0.94 PPB 64.653
VD 0.224 Fu 0.64


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.562
CYP2A6 substrate 0.425 CYP2B6 substrate 0.482
CYP2C19 inhibitor 0.03 CYP2C19 substrate 0.484
CYP2C8 substrate 0.611 CYP2C9 inhibitor 0.036
CYP2C9 substrate 0.044 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.171 CYP2E1 substrate 0.267
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.085


Excretion

Property Value Property Value
T1/2 0.865 CL 1.666


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.457
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.017
FDAMDD 0.031 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.002
Eye Irritation 0.006 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.12 IGC50 2.562
LC50FM 3.788 LC50DM 4.313


Tox21 Pathway

Property Value Property Value
NR-AR 0.185 NR-AR-LBD 0.226
NR-AhR 0.003 NR-Aromatase 0.048
NR-ER 0.238 NR-ER-LBD 0.336
NR-PPAR-gamma 0.397 SR-ARE 0.027
SR-ATAD5 0.347 SR-HSE 0.092
SR-MMP 0.011 SR-p53 0.017


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.