Compound information

Natural Products
ZC571860
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2S)-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-/m0/s1
InChI Key
GZPOMFNCIGMQMN-JSGCOSHPSA-N
SMILES
CCC[C@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000001640101

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 2.242
LogS -3.032 LogD 2.491


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.03
HIA 0.956 F20 % 0.991
F30 % 0.162 Caco-2 -5.012
MDCK -4.789


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 86.82
VD 0.663 Fu 0.911


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.684
CYP2A6 substrate 0.501 CYP2B6 substrate 0.59
CYP2C19 inhibitor 0.41 CYP2C19 substrate 0.944
CYP2C8 substrate 0.758 CYP2C9 inhibitor 0.175
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.019
CYP2D6 substrate 0.863 CYP2E1 substrate 0.216
CYP3A4 inhibitor 0.027 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.755 CL 4.973


Toxicity

Property Value Property Value
hERG Blockers 0.02 Hepatotoxicity 0.402
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.021
FDAMDD 0.252 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.005
Eye Irritation 0.007 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.235 IGC50 2.717
LC50FM 3.545 LC50DM 5.233


Tox21 Pathway

Property Value Property Value
NR-AR 0.114 NR-AR-LBD 0.223
NR-AhR 0.002 NR-Aromatase 0.052
NR-ER 0.225 NR-ER-LBD 0.378
NR-PPAR-gamma 0.217 SR-ARE 0.087
SR-ATAD5 0.429 SR-HSE 0.156
SR-MMP 0.009 SR-p53 0.023


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.