Compound information

Natural Products
ZC1552959
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)hexanoyl]amino]-3-methyl-butanoate
InChI
InChI=1S/C20H30N2O5/c1-5-6-12-16(18(23)22-17(14(2)3)19(24)26-4)21-20(25)27-13-15-10-8-7-9-11-15/h7-11,14,16-17H,5-6,12-13H2,1-4H3,(H,21,25)(H,22,23)/t16-,17+/m1/s1
InChI Key
ZWOBJLUDGBFODW-SJORKVTESA-N
SMILES
CCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)OC)C(C)C
Source
ZINC000004764708

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 3.542
LogS -4.368 LogD 3.585


Absorption

Property Value Property Value
Pgp inhibitor 0.382 Pgp substrate 0.029
HIA 0.965 F20 % 0.994
F30 % 0.824 Caco-2 -4.767
MDCK -4.863


Distribution

Property Value Property Value
BBB Penetration 0.559 PPB 78.546
VD 0.671 Fu 1.63


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.726
CYP2A6 substrate 0.439 CYP2B6 substrate 0.579
CYP2C19 inhibitor 0.928 CYP2C19 substrate 0.93
CYP2C8 substrate 0.765 CYP2C9 inhibitor 0.276
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.506 CYP2E1 substrate 0.369
CYP3A4 inhibitor 0.55 CYP3A4 substrate 0.983


Excretion

Property Value Property Value
T1/2 0.791 CL 4.911


Toxicity

Property Value Property Value
hERG Blockers 0.203 Hepatotoxicity 0.882
Mutagenicity 0.097 Rat Oral Acute Toxicity 0.039
FDAMDD 0.098 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.004
Eye Irritation 0.006 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.428 IGC50 3.293
LC50FM 4.01 LC50DM 5.015


Tox21 Pathway

Property Value Property Value
NR-AR 0.126 NR-AR-LBD 0.243
NR-AhR 0.003 NR-Aromatase 0.04
NR-ER 0.251 NR-ER-LBD 0.387
NR-PPAR-gamma 0.23 SR-ARE 0.097
SR-ATAD5 0.302 SR-HSE 0.108
SR-MMP 0.023 SR-p53 0.028


Similar covalent inhibitors

CI006844

Similarity Score: 0.60

CI003040

Similarity Score: 0.54

CI003042

Similarity Score: 0.53

CI003044

Similarity Score: 0.52

CI003043

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.