Compound information

Natural Products
ZC572313
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)propanoyl]amino]pentanoate
InChI
InChI=1S/C17H24N2O5/c1-4-8-14(16(21)23-3)19-15(20)12(2)18-17(22)24-11-13-9-6-5-7-10-13/h5-7,9-10,12,14H,4,8,11H2,1-3H3,(H,18,22)(H,19,20)/t12-,14+/m1/s1
InChI Key
GZPOMFNCIGMQMN-OCCSQVGLSA-N
SMILES
CCC[C@H](NC(=O)[C@@H](C)NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000001640099

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 2.256
LogS -2.868 LogD 2.408


Absorption

Property Value Property Value
Pgp inhibitor 0.14 Pgp substrate 0.088
HIA 0.967 F20 % 0.991
F30 % 0.09 Caco-2 -4.965
MDCK -4.911


Distribution

Property Value Property Value
BBB Penetration 0.676 PPB 78.532
VD 0.429 Fu 0.778


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.692
CYP2A6 substrate 0.389 CYP2B6 substrate 0.489
CYP2C19 inhibitor 0.813 CYP2C19 substrate 0.919
CYP2C8 substrate 0.675 CYP2C9 inhibitor 0.376
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.676 CYP2E1 substrate 0.337
CYP3A4 inhibitor 0.05 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.781 CL 5.208


Toxicity

Property Value Property Value
hERG Blockers 0.038 Hepatotoxicity 0.259
Mutagenicity 0.05 Rat Oral Acute Toxicity 0.048
FDAMDD 0.218 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.004
Eye Irritation 0.005 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.465 IGC50 2.674
LC50FM 3.494 LC50DM 5.276


Tox21 Pathway

Property Value Property Value
NR-AR 0.142 NR-AR-LBD 0.242
NR-AhR 0.002 NR-Aromatase 0.034
NR-ER 0.236 NR-ER-LBD 0.369
NR-PPAR-gamma 0.21 SR-ARE 0.102
SR-ATAD5 0.345 SR-HSE 0.091
SR-MMP 0.008 SR-p53 0.017


Similar covalent inhibitors

CI003032

Similarity Score: 0.52

CI006844

Similarity Score: 0.51

CI003038

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.