Compound information

Natural Products
ZC2458100
Molecular Formula
C26H39N3O5
Molecular Weight
473.288971348 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-formyl-3-methyl-but-3-enyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C26H39N3O5/c1-17(2)12-21(15-30)27-24(31)22(13-18(3)4)28-25(32)23(14-19(5)6)29-26(33)34-16-20-10-8-7-9-11-20/h7-11,15,18-19,21-23H,1,12-14,16H2,2-6H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22-,23-/m0/s1
InChI Key
ZXWQFMXXHLZICN-VABKMULXSA-N
SMILES
C=C(C)C[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
Source
ZINC000003826240

Warheads

Carbamate
Aldehydic carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 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 4.186
LogS -4.463 LogD 4.343


Absorption

Property Value Property Value
Pgp inhibitor 0.992 Pgp substrate 0.45
HIA 0.792 F20 % 0.986
F30 % 0.095 Caco-2 -4.671
MDCK -4.805


Distribution

Property Value Property Value
BBB Penetration 0.19 PPB 79.765
VD 0.514 Fu 1.388


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.008 CYP1A2 substrate 0.616
CYP2A6 substrate 0.35 CYP2B6 substrate 0.552
CYP2C19 inhibitor 0.33 CYP2C19 substrate 0.983
CYP2C8 substrate 0.727 CYP2C9 inhibitor 0.049
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.021
CYP2D6 substrate 0.679 CYP2E1 substrate 0.233
CYP3A4 inhibitor 0.194 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.808 CL 9.221


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.959
Mutagenicity 0.213 Rat Oral Acute Toxicity 0.261
FDAMDD 0.503 Skin Sensitization 0.501
Carcinogenicity 0.039 Eye Corrosion 0.013
Eye Irritation 0.024 Respiratory Toxicity 0.024


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.864 IGC50 3.762
LC50FM 4.214 LC50DM 5.592


Tox21 Pathway

Property Value Property Value
NR-AR 0.125 NR-AR-LBD 0.31
NR-AhR 0.007 NR-Aromatase 0.041
NR-ER 0.389 NR-ER-LBD 0.34
NR-PPAR-gamma 0.512 SR-ARE 0.621
SR-ATAD5 0.311 SR-HSE 0.221
SR-MMP 0.158 SR-p53 0.029


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Similar covalent drugs

No similar covalent drugs found for this compound.