Compound information

Natural Products
ZC2330124
Molecular Formula
C25H39N3O5
Molecular Weight
461.288971348 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[[(1S)-1-[[(1R)-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-/m1/s1
InChI Key
QEJRGURBLQWEOU-BHIFYINESA-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
ZINC000098044152

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 4.222
LogS -4.303 LogD 4.684


Absorption

Property Value Property Value
Pgp inhibitor 0.992 Pgp substrate 0.09
HIA 0.96 F20 % 0.991
F30 % 0.808 Caco-2 -4.747
MDCK -5.093


Distribution

Property Value Property Value
BBB Penetration 0.768 PPB 72.22
VD 0.457 Fu 1.382


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.601
CYP2A6 substrate 0.274 CYP2B6 substrate 0.408
CYP2C19 inhibitor 0.782 CYP2C19 substrate 0.866
CYP2C8 substrate 0.685 CYP2C9 inhibitor 0.264
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.541 CYP2E1 substrate 0.304
CYP3A4 inhibitor 0.921 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.859 CL 6.642


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.985
Mutagenicity 0.104 Rat Oral Acute Toxicity 0.689
FDAMDD 0.28 Skin Sensitization 0.857
Carcinogenicity 0.033 Eye Corrosion 0.007
Eye Irritation 0.018 Respiratory Toxicity 0.029


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.142 IGC50 3.548
LC50FM 4.226 LC50DM 5.034


Tox21 Pathway

Property Value Property Value
NR-AR 0.19 NR-AR-LBD 0.382
NR-AhR 0.006 NR-Aromatase 0.032
NR-ER 0.383 NR-ER-LBD 0.345
NR-PPAR-gamma 0.365 SR-ARE 0.637
SR-ATAD5 0.275 SR-HSE 0.073
SR-MMP 0.111 SR-p53 0.042


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