Compound information

Natural Products
ZC572215
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
methyl (2R)-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-GXTWGEPZSA-N
SMILES
CCC[C@@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000001640102

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 2.347
LogS -3.038 LogD 2.494


Absorption

Property Value Property Value
Pgp inhibitor 0.038 Pgp substrate 0.047
HIA 0.966 F20 % 0.991
F30 % 0.428 Caco-2 -4.892
MDCK -4.776


Distribution

Property Value Property Value
BBB Penetration 0.965 PPB 75.576
VD 0.449 Fu 0.7


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.027 CYP1A2 substrate 0.704
CYP2A6 substrate 0.357 CYP2B6 substrate 0.443
CYP2C19 inhibitor 0.735 CYP2C19 substrate 0.855
CYP2C8 substrate 0.611 CYP2C9 inhibitor 0.25
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.609 CYP2E1 substrate 0.214
CYP3A4 inhibitor 0.06 CYP3A4 substrate 0.975


Excretion

Property Value Property Value
T1/2 0.81 CL 4.919


Toxicity

Property Value Property Value
hERG Blockers 0.052 Hepatotoxicity 0.229
Mutagenicity 0.024 Rat Oral Acute Toxicity 0.025
FDAMDD 0.103 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.002 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.267 IGC50 2.754
LC50FM 3.684 LC50DM 4.996


Tox21 Pathway

Property Value Property Value
NR-AR 0.133 NR-AR-LBD 0.26
NR-AhR 0.002 NR-Aromatase 0.031
NR-ER 0.227 NR-ER-LBD 0.356
NR-PPAR-gamma 0.197 SR-ARE 0.113
SR-ATAD5 0.337 SR-HSE 0.124
SR-MMP 0.008 SR-p53 0.021


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.