Compound information

Natural Products
ZC2228588
Molecular Formula
C25H39N3O5
Molecular Weight
461.288971348 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-formylbutyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C25H39N3O5/c1-6-10-20(15-29)26-23(30)21(13-17(2)3)27-24(31)22(14-18(4)5)28-25(32)33-16-19-11-8-7-9-12-19/h7-9,11-12,15,17-18,20-22H,6,10,13-14,16H2,1-5H3,(H,26,30)(H,27,31)(H,28,32)/t20-,21-,22-/m0/s1
InChI Key
QEJRGURBLQWEOU-FKBYEOEOSA-N
SMILES
CCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
Source
ZINC000014806791

Warheads

Carbamate
Aldehydic carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.6 Å2 LogP 3.924
LogS -3.92 LogD 4.458


Absorption

Property Value Property Value
Pgp inhibitor 0.987 Pgp substrate 0.266
HIA 0.738 F20 % 0.989
F30 % 0.169 Caco-2 -4.764
MDCK -4.843


Distribution

Property Value Property Value
BBB Penetration 0.162 PPB 87.472
VD 0.651 Fu 1.518


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.707
CYP2A6 substrate 0.426 CYP2B6 substrate 0.585
CYP2C19 inhibitor 0.448 CYP2C19 substrate 0.977
CYP2C8 substrate 0.814 CYP2C9 inhibitor 0.186
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.037
CYP2D6 substrate 0.856 CYP2E1 substrate 0.206
CYP3A4 inhibitor 0.183 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.863 CL 8.696


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.982
Mutagenicity 0.138 Rat Oral Acute Toxicity 0.188
FDAMDD 0.39 Skin Sensitization 0.748
Carcinogenicity 0.024 Eye Corrosion 0.015
Eye Irritation 0.018 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.802 IGC50 3.942
LC50FM 4.114 LC50DM 5.13


Tox21 Pathway

Property Value Property Value
NR-AR 0.124 NR-AR-LBD 0.271
NR-AhR 0.005 NR-Aromatase 0.083
NR-ER 0.373 NR-ER-LBD 0.34
NR-PPAR-gamma 0.594 SR-ARE 0.593
SR-ATAD5 0.357 SR-HSE 0.256
SR-MMP 0.258 SR-p53 0.039


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