Compound information

Natural Products
ZC795912
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2R,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-ZYHUDNBSSA-N
SMILES
CC[C@@H](C)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002566790

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 2.789
LogS -2.961 LogD 2.19


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.001
HIA 0.964 F20 % 0.993
F30 % 0.857 Caco-2 -5.136
MDCK -4.827


Distribution

Property Value Property Value
BBB Penetration 0.16 PPB 64.643
VD 0.225 Fu 0.685


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.591
CYP2A6 substrate 0.411 CYP2B6 substrate 0.481
CYP2C19 inhibitor 0.023 CYP2C19 substrate 0.517
CYP2C8 substrate 0.645 CYP2C9 inhibitor 0.032
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.49 CYP2E1 substrate 0.404
CYP3A4 inhibitor 0.019 CYP3A4 substrate 0.756


Excretion

Property Value Property Value
T1/2 0.901 CL 2.189


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.233
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.038
FDAMDD 0.026 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.559 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.094 IGC50 2.231
LC50FM 3.46 LC50DM 3.905


Tox21 Pathway

Property Value Property Value
NR-AR 0.328 NR-AR-LBD 0.344
NR-AhR 0.004 NR-Aromatase 0.043
NR-ER 0.371 NR-ER-LBD 0.329
NR-PPAR-gamma 0.466 SR-ARE 0.038
SR-ATAD5 0.262 SR-HSE 0.061
SR-MMP 0.008 SR-p53 0.023


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.