Compound information

Natural Products
ZC34490
Molecular Formula
C14H18N2O6
Molecular Weight
310.116486296 g/mol
Structure
IUPAC Name
(2R)-2-[[(2S)-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-KOLCDFICSA-N
SMILES
C[C@@H](NC(=O)[C@H](CO)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001576092

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 0.496
LogS -1.485 LogD -0.605


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.012
HIA 0.627 F20 % 0.989
F30 % 0.82 Caco-2 -6.192
MDCK -5.794


Distribution

Property Value Property Value
BBB Penetration 0.563 PPB 61.96
VD 0.241 Fu 0.344


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.008 CYP1A2 substrate 0.635
CYP2A6 substrate 0.402 CYP2B6 substrate 0.474
CYP2C19 inhibitor 0.115 CYP2C19 substrate 0.84
CYP2C8 substrate 0.675 CYP2C9 inhibitor 0.059
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.366 CYP2E1 substrate 0.208
CYP3A4 inhibitor 0.004 CYP3A4 substrate 0.832


Excretion

Property Value Property Value
T1/2 0.844 CL 2.113


Toxicity

Property Value Property Value
hERG Blockers 0.016 Hepatotoxicity 0.05
Mutagenicity 0.057 Rat Oral Acute Toxicity 0.03
FDAMDD 0.018 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.005
Eye Irritation 0.13 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.01 IGC50 2.101
LC50FM 2.808 LC50DM 4.486


Tox21 Pathway

Property Value Property Value
NR-AR 0.454 NR-AR-LBD 0.397
NR-AhR 0.003 NR-Aromatase 0.028
NR-ER 0.408 NR-ER-LBD 0.305
NR-PPAR-gamma 0.381 SR-ARE 0.097
SR-ATAD5 0.291 SR-HSE 0.055
SR-MMP 0.01 SR-p53 0.031


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