Compound information

Natural Products
ZC2784542
Molecular Formula
C26H32N2O5
Molecular Weight
452.231122124 g/mol
Structure
IUPAC Name
benzyl (2R)-1-[(2S)-2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]pyrrolidine-2-carboxylate
InChI
InChI=1S/C26H32N2O5/c1-19(2)16-22(27-26(31)33-18-21-12-7-4-8-13-21)24(29)28-15-9-14-23(28)25(30)32-17-20-10-5-3-6-11-20/h3-8,10-13,19,22-23H,9,14-18H2,1-2H3,(H,27,31)/t22-,23+/m0/s1
InChI Key
ROYICBBZEVCNPX-XZOQPEGZSA-N
SMILES
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)OCc1ccccc1
Source
ZINC001528329550

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 84.94 Å2 LogP 4.644
LogS -5.348 LogD 4.634


Absorption

Property Value Property Value
Pgp inhibitor 0.476 Pgp substrate 0.032
HIA 0.97 F20 % 0.989
F30 % 0.135 Caco-2 -4.792
MDCK -4.705


Distribution

Property Value Property Value
BBB Penetration 0.009 PPB 96.832
VD 0.909 Fu 1.696


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.38 CYP1A2 substrate 0.741
CYP2A6 substrate 0.542 CYP2B6 substrate 0.641
CYP2C19 inhibitor 0.949 CYP2C19 substrate 0.906
CYP2C8 substrate 0.834 CYP2C9 inhibitor 0.912
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.104
CYP2D6 substrate 0.82 CYP2E1 substrate 0.242
CYP3A4 inhibitor 0.587 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.695 CL 5.239


Toxicity

Property Value Property Value
hERG Blockers 0.066 Hepatotoxicity 0.966
Mutagenicity 0.11 Rat Oral Acute Toxicity 0.398
FDAMDD 0.709 Skin Sensitization 0.003
Carcinogenicity 0.007 Eye Corrosion 0.005
Eye Irritation 0.001 Respiratory Toxicity 0.029


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.428 IGC50 4.303
LC50FM 3.723 LC50DM 5.643


Tox21 Pathway

Property Value Property Value
NR-AR 0.321 NR-AR-LBD 0.179
NR-AhR 0.005 NR-Aromatase 0.04
NR-ER 0.269 NR-ER-LBD 0.47
NR-PPAR-gamma 0.211 SR-ARE 0.566
SR-ATAD5 0.41 SR-HSE 0.264
SR-MMP 0.191 SR-p53 0.04


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Similar covalent drugs

No similar covalent drugs found for this compound.