Compound information

Natural Products
ZC33206
Molecular Formula
C14H18N2O6
Molecular Weight
310.116486296 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]propanoic acid
InChI
InChI=1S/C14H18N2O6/c1-9(13(19)20)15-12(18)11(7-17)16-14(21)22-8-10-5-3-2-4-6-10/h2-6,9,11,17H,7-8H2,1H3,(H,15,18)(H,16,21)(H,19,20)/t9-,11-/m1/s1
InChI Key
VWPKWOHWTBYMEQ-MWLCHTKSSA-N
SMILES
C[C@@H](NC(=O)[C@@H](CO)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001576090

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 124.96 Å2 LogP 0.636
LogS -1.462 LogD -0.631


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.004
HIA 0.896 F20 % 0.988
F30 % 0.586 Caco-2 -6.174
MDCK -5.822


Distribution

Property Value Property Value
BBB Penetration 0.216 PPB 50.733
VD 0.314 Fu 0.304


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.551
CYP2A6 substrate 0.274 CYP2B6 substrate 0.386
CYP2C19 inhibitor 0.04 CYP2C19 substrate 0.518
CYP2C8 substrate 0.491 CYP2C9 inhibitor 0.055
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.008
CYP2D6 substrate 0.169 CYP2E1 substrate 0.337
CYP3A4 inhibitor 0.011 CYP3A4 substrate 0.72


Excretion

Property Value Property Value
T1/2 0.862 CL 2.034


Toxicity

Property Value Property Value
hERG Blockers 0.028 Hepatotoxicity 0.036
Mutagenicity 0.133 Rat Oral Acute Toxicity 0.03
FDAMDD 0.017 Skin Sensitization 0.001
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.112 Respiratory Toxicity 0.013


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.599 IGC50 2.2
LC50FM 2.713 LC50DM 4.126


Tox21 Pathway

Property Value Property Value
NR-AR 0.493 NR-AR-LBD 0.475
NR-AhR 0.003 NR-Aromatase 0.023
NR-ER 0.431 NR-ER-LBD 0.305
NR-PPAR-gamma 0.361 SR-ARE 0.13
SR-ATAD5 0.287 SR-HSE 0.036
SR-MMP 0.006 SR-p53 0.04


Similar covalent inhibitors

CI002271

Similarity Score: 0.58

CI002274

Similarity Score: 0.58

CI000102

Similarity Score: 0.56

CI002208

Similarity Score: 0.56

CI000667

Similarity Score: 0.54

CI002211

Similarity Score: 0.54

CI006112

Similarity Score: 0.53

CI001952

Similarity Score: 0.53

CI002209

Similarity Score: 0.53

CI002210

Similarity Score: 0.53

CI002213

Similarity Score: 0.53

CI001965

Similarity Score: 0.52

CI002212

Similarity Score: 0.52

CI004288

Similarity Score: 0.51

CI004314

Similarity Score: 0.51

CI006084

Similarity Score: 0.51

CI006844

Similarity Score: 0.51

CI001971

Similarity Score: 0.51

CI001985

Similarity Score: 0.51

CI002024

Similarity Score: 0.51

CI003363

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.