Compound information

Natural Products
ZC1308186
Molecular Formula
C25H42BN3O6
Molecular Weight
491.316666464 g/mol
Structure
IUPAC Name
[(1R)-1-[[(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]-3-methyl-butyl]boronic acid
InChI
InChI=1S/C25H42BN3O6/c1-16(2)12-20(24(31)29-22(26(33)34)14-18(5)6)27-23(30)21(13-17(3)4)28-25(32)35-15-19-10-8-7-9-11-19/h7-11,16-18,20-22,33-34H,12-15H2,1-6H3,(H,27,30)(H,28,32)(H,29,31)/t20-,21-,22-/m0/s1
InChI Key
MWKOOGAFELWOCD-FKBYEOEOSA-N
SMILES
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)B(O)O
Source
ZINC000169998630

Warheads

Carbamate
Boronic Acid


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 35 Ring Count 1
Heteroatom Count 10 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 136.99 Å2 LogP 4.25
LogS -4.795 LogD 5.17


Absorption

Property Value Property Value
Pgp inhibitor 0.11 Pgp substrate 0.601
HIA 0.0 F20 % 0.94
F30 % 0.0 Caco-2 -4.92
MDCK -5.454


Distribution

Property Value Property Value
BBB Penetration 0.401 PPB 90.67
VD 1.485 Fu 1.471


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.629
CYP2A6 substrate 0.442 CYP2B6 substrate 0.604
CYP2C19 inhibitor 0.289 CYP2C19 substrate 0.949
CYP2C8 substrate 0.733 CYP2C9 inhibitor 0.216
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.045
CYP2D6 substrate 0.679 CYP2E1 substrate 0.202
CYP3A4 inhibitor 0.04 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.767 CL 8.429


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.996
Mutagenicity 0.122 Rat Oral Acute Toxicity 0.013
FDAMDD 0.047 Skin Sensitization 0.0
Carcinogenicity 0.009 Eye Corrosion 0.005
Eye Irritation 0.093 Respiratory Toxicity 0.001


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.008 IGC50 3.485
LC50FM 4.137 LC50DM 4.458


Tox21 Pathway

Property Value Property Value
NR-AR 0.175 NR-AR-LBD 0.54
NR-AhR 0.005 NR-Aromatase 0.96
NR-ER 0.28 NR-ER-LBD 0.536
NR-PPAR-gamma 0.881 SR-ARE 0.772
SR-ATAD5 0.877 SR-HSE 0.985
SR-MMP 0.476 SR-p53 0.978


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