Compound information

Natural Products
ZC830771
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-3,3-dimethyl-butanoic acid
InChI
InChI=1S/C14H19NO4/c1-14(2,3)11(12(16)17)15-13(18)19-9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m0/s1
InChI Key
NSVNKQLSGGKNKB-NSHDSACASA-N
SMILES
CC(C)(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000000392029

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.678
LogS -3.092 LogD 2.069


Absorption

Property Value Property Value
Pgp inhibitor 0.086 Pgp substrate 0.007
HIA 0.945 F20 % 0.996
F30 % 0.969 Caco-2 -4.935
MDCK -5.424


Distribution

Property Value Property Value
BBB Penetration 0.611 PPB 26.081
VD 0.33 Fu 0.637


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.515
CYP2A6 substrate 0.386 CYP2B6 substrate 0.476
CYP2C19 inhibitor 0.053 CYP2C19 substrate 0.722
CYP2C8 substrate 0.708 CYP2C9 inhibitor 0.399
CYP2C9 substrate 0.996 CYP2D6 inhibitor 0.038
CYP2D6 substrate 0.451 CYP2E1 substrate 0.358
CYP3A4 inhibitor 0.007 CYP3A4 substrate 0.317


Excretion

Property Value Property Value
T1/2 0.864 CL 3.455


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.098
Mutagenicity 0.193 Rat Oral Acute Toxicity 0.022
FDAMDD 0.127 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.541 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.311 IGC50 2.436
LC50FM 3.64 LC50DM 4.399


Tox21 Pathway

Property Value Property Value
NR-AR 0.279 NR-AR-LBD 0.321
NR-AhR 0.006 NR-Aromatase 0.047
NR-ER 0.263 NR-ER-LBD 0.364
NR-PPAR-gamma 0.46 SR-ARE 0.028
SR-ATAD5 0.395 SR-HSE 0.067
SR-MMP 0.009 SR-p53 0.021


Similar covalent inhibitors

CI003004

Similarity Score: 0.53

CI002986

Similarity Score: 0.52

CI003013

Similarity Score: 0.52

CI002989

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.