Compound information

Natural Products
ZC847552
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2S)-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-/m1/s1
InChI Key
NSVNKQLSGGKNKB-LLVKDONJSA-N
SMILES
CC(C)(C)[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000000392028

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 2.701
LogS -3.017 LogD 1.888


Absorption

Property Value Property Value
Pgp inhibitor 0.015 Pgp substrate 0.002
HIA 0.242 F20 % 0.991
F30 % 0.977 Caco-2 -5.141
MDCK -5.116


Distribution

Property Value Property Value
BBB Penetration 0.258 PPB 87.336
VD 0.561 Fu 0.892


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.637
CYP2A6 substrate 0.431 CYP2B6 substrate 0.641
CYP2C19 inhibitor 0.059 CYP2C19 substrate 0.883
CYP2C8 substrate 0.763 CYP2C9 inhibitor 0.091
CYP2C9 substrate 0.503 CYP2D6 inhibitor 0.04
CYP2D6 substrate 0.532 CYP2E1 substrate 0.351
CYP3A4 inhibitor 0.007 CYP3A4 substrate 0.529


Excretion

Property Value Property Value
T1/2 0.752 CL 5.415


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.753
Mutagenicity 0.158 Rat Oral Acute Toxicity 0.044
FDAMDD 0.254 Skin Sensitization 0.001
Carcinogenicity 0.003 Eye Corrosion 0.006
Eye Irritation 0.625 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.212 IGC50 2.213
LC50FM 3.668 LC50DM 5.156


Tox21 Pathway

Property Value Property Value
NR-AR 0.2 NR-AR-LBD 0.258
NR-AhR 0.006 NR-Aromatase 0.052
NR-ER 0.248 NR-ER-LBD 0.399
NR-PPAR-gamma 0.523 SR-ARE 0.023
SR-ATAD5 0.394 SR-HSE 0.067
SR-MMP 0.012 SR-p53 0.02


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.