Compound information

Natural Products
ZC955548
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-2-(benzyloxycarbonylamino)propanoyl]amino]hexanoic acid
InChI
InChI=1S/C17H24N2O5/c1-3-4-10-14(16(21)22)19-15(20)12(2)18-17(23)24-11-13-8-6-5-7-9-13/h5-9,12,14H,3-4,10-11H2,1-2H3,(H,18,23)(H,19,20)(H,21,22)/t12-,14-/m1/s1
InChI Key
LSXFVMLYXUEVQH-TZMCWYRMSA-N
SMILES
CCCC[C@@H](NC(=O)[C@@H](C)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001640323

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 2.252
LogS -2.725 LogD 1.259


Absorption

Property Value Property Value
Pgp inhibitor 0.012 Pgp substrate 0.046
HIA 0.957 F20 % 0.995
F30 % 0.948 Caco-2 -5.741
MDCK -5.687


Distribution

Property Value Property Value
BBB Penetration 0.329 PPB 65.49
VD 0.325 Fu 0.927


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.01 CYP1A2 substrate 0.591
CYP2A6 substrate 0.245 CYP2B6 substrate 0.39
CYP2C19 inhibitor 0.066 CYP2C19 substrate 0.502
CYP2C8 substrate 0.484 CYP2C9 inhibitor 0.139
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.025
CYP2D6 substrate 0.2 CYP2E1 substrate 0.372
CYP3A4 inhibitor 0.02 CYP3A4 substrate 0.982


Excretion

Property Value Property Value
T1/2 0.862 CL 1.766


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.107
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.088
FDAMDD 0.026 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.035 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.883 IGC50 2.409
LC50FM 3.373 LC50DM 4.66


Tox21 Pathway

Property Value Property Value
NR-AR 0.437 NR-AR-LBD 0.421
NR-AhR 0.004 NR-Aromatase 0.025
NR-ER 0.398 NR-ER-LBD 0.328
NR-PPAR-gamma 0.469 SR-ARE 0.088
SR-ATAD5 0.283 SR-HSE 0.049
SR-MMP 0.009 SR-p53 0.037


Similar covalent inhibitors

CI006844

Similarity Score: 0.58

CI003040

Similarity Score: 0.55

CI003307

Similarity Score: 0.54

CI003044

Similarity Score: 0.52

CI003041

Similarity Score: 0.51

CI003042

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.