Compound information

Natural Products
ZC251974
Molecular Formula
C31H40N4O7
Molecular Weight
580.28969962 g/mol
Structure
IUPAC Name
(2S)-N-[(1R)-1-benzyl-2-[(2S)-2-methyloxiran-2-yl]-2-oxo-ethyl]-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholinoacetyl)amino]propanoyl]amino]propanamide
InChI
InChI=1S/C31H40N4O7/c1-21(32-27(36)19-35-13-15-41-16-14-35)29(38)34-26(18-23-9-11-24(40-3)12-10-23)30(39)33-25(28(37)31(2)20-42-31)17-22-7-5-4-6-8-22/h4-12,21,25-26H,13-20H2,1-3H3,(H,32,36)(H,33,39)(H,34,38)/t21-,25+,26-,31-/m0/s1
InChI Key
WQAVPPWWLLVGFK-URVZJJAYSA-N
SMILES
COc1ccc(C[C@H](NC(=O)[C@H](C)NC(=O)CN2CCOCC2)C(=O)N[C@H](Cc2ccccc2)C(=O)[C@]2(C)CO2)cc1
Source
ZINC000218795994

Warheads

Epoxide
Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 42 Ring Count 4
Heteroatom Count 11 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 138.6 Å2 LogP 2.423
LogS -4.013 LogD 2.378


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.987
HIA 0.068 F20 % 0.55
F30 % 0.167 Caco-2 -5.878
MDCK -5.069


Distribution

Property Value Property Value
BBB Penetration 0.009 PPB 82.707
VD 0.434 Fu 0.997


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.684
CYP2A6 substrate 0.488 CYP2B6 substrate 0.513
CYP2C19 inhibitor 0.057 CYP2C19 substrate 0.968
CYP2C8 substrate 0.881 CYP2C9 inhibitor 0.005
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.905 CYP2E1 substrate 0.437
CYP3A4 inhibitor 0.649 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.752 CL 6.26


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.379
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.943
FDAMDD 0.465 Skin Sensitization 0.0
Carcinogenicity 0.011 Eye Corrosion 0.014
Eye Irritation 0.001 Respiratory Toxicity 0.146


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.414 IGC50 2.236
LC50FM -6.401 LC50DM -1.06


Tox21 Pathway

Property Value Property Value
NR-AR 0.257 NR-AR-LBD 0.704
NR-AhR 0.032 NR-Aromatase 0.332
NR-ER 0.454 NR-ER-LBD 0.31
NR-PPAR-gamma 0.206 SR-ARE 0.701
SR-ATAD5 0.592 SR-HSE 0.113
SR-MMP 0.011 SR-p53 0.154


Similar covalent inhibitors

CI005157

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CI005166

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CI005158

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CI005168

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CI005170

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CI005144

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CI005145

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CI005164

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Similar covalent drugs

DB08889

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