Compound information

Natural Products
ZC2788874
Molecular Formula
C26H32N2O5
Molecular Weight
452.231122124 g/mol
Structure
IUPAC Name
benzyl (2S)-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-GOTSBHOMSA-N
SMILES
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1
Source
ZINC001528329548

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 4.582
LogS -5.33 LogD 4.674


Absorption

Property Value Property Value
Pgp inhibitor 0.796 Pgp substrate 0.029
HIA 0.97 F20 % 0.991
F30 % 0.062 Caco-2 -4.761
MDCK -4.73


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 98.337
VD 0.988 Fu 2.017


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.048 CYP1A2 substrate 0.765
CYP2A6 substrate 0.571 CYP2B6 substrate 0.639
CYP2C19 inhibitor 0.771 CYP2C19 substrate 0.966
CYP2C8 substrate 0.875 CYP2C9 inhibitor 0.864
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.17
CYP2D6 substrate 0.925 CYP2E1 substrate 0.192
CYP3A4 inhibitor 0.323 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.631 CL 6.859


Toxicity

Property Value Property Value
hERG Blockers 0.029 Hepatotoxicity 0.96
Mutagenicity 0.129 Rat Oral Acute Toxicity 0.523
FDAMDD 0.874 Skin Sensitization 0.0
Carcinogenicity 0.006 Eye Corrosion 0.009
Eye Irritation 0.004 Respiratory Toxicity 0.058


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.552 IGC50 4.358
LC50FM 3.491 LC50DM 5.764


Tox21 Pathway

Property Value Property Value
NR-AR 0.303 NR-AR-LBD 0.156
NR-AhR 0.005 NR-Aromatase 0.14
NR-ER 0.356 NR-ER-LBD 0.55
NR-PPAR-gamma 0.246 SR-ARE 0.552
SR-ATAD5 0.554 SR-HSE 0.422
SR-MMP 0.689 SR-p53 0.054


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Similar covalent drugs

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