Compound information

Natural Products
ZC1847250
Molecular Formula
C21H32N2O5
Molecular Weight
392.231122124 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)hexanoyl]amino]hexanoate
InChI
InChI=1S/C21H32N2O5/c1-4-6-13-17(19(24)22-18(14-7-5-2)20(25)27-3)23-21(26)28-15-16-11-9-8-10-12-16/h8-12,17-18H,4-7,13-15H2,1-3H3,(H,22,24)(H,23,26)/t17-,18+/m1/s1
InChI Key
SUSGNFISMMGYFW-MSOLQXFVSA-N
SMILES
CCCC[C@H](NC(=O)[C@@H](CCCC)NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000004764522

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 4.364
LogS -4.917 LogD 3.802


Absorption

Property Value Property Value
Pgp inhibitor 0.771 Pgp substrate 0.029
HIA 0.966 F20 % 0.958
F30 % 0.013 Caco-2 -4.746
MDCK -4.832


Distribution

Property Value Property Value
BBB Penetration 0.804 PPB 80.845
VD 0.746 Fu 1.91


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.075 CYP1A2 substrate 0.682
CYP2A6 substrate 0.334 CYP2B6 substrate 0.456
CYP2C19 inhibitor 0.899 CYP2C19 substrate 0.815
CYP2C8 substrate 0.642 CYP2C9 inhibitor 0.477
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.716 CYP2E1 substrate 0.343
CYP3A4 inhibitor 0.735 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.765 CL 4.666


Toxicity

Property Value Property Value
hERG Blockers 0.547 Hepatotoxicity 0.838
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.077
FDAMDD 0.513 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.006
Eye Irritation 0.004 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.688 IGC50 3.916
LC50FM 3.969 LC50DM 5.331


Tox21 Pathway

Property Value Property Value
NR-AR 0.139 NR-AR-LBD 0.217
NR-AhR 0.004 NR-Aromatase 0.041
NR-ER 0.235 NR-ER-LBD 0.41
NR-PPAR-gamma 0.29 SR-ARE 0.164
SR-ATAD5 0.359 SR-HSE 0.136
SR-MMP 0.038 SR-p53 0.051


Similar covalent inhibitors

CI006844

Similarity Score: 0.62

CI003040

Similarity Score: 0.56

CI002592

Similarity Score: 0.54

CI003042

Similarity Score: 0.54

CI000102

Similarity Score: 0.53

CI002593

Similarity Score: 0.53

CI002595

Similarity Score: 0.53

CI001365

Similarity Score: 0.52

CI002596

Similarity Score: 0.52

CI003043

Similarity Score: 0.52

CI003868

Similarity Score: 0.52

CI000667

Similarity Score: 0.51

CI000712

Similarity Score: 0.51

CI003046

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.