Compound information

Natural Products
ZC1306408
Molecular Formula
C25H29N3O6
Molecular Weight
467.205635648 g/mol
Structure
IUPAC Name
benzyl 2-[[(2S)-1-[(2S)-2-(benzyloxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]acetate
InChI
InChI=1S/C25H29N3O6/c1-18(27-25(32)34-17-20-11-6-3-7-12-20)24(31)28-14-8-13-21(28)23(30)26-15-22(29)33-16-19-9-4-2-5-10-19/h2-7,9-12,18,21H,8,13-17H2,1H3,(H,26,30)(H,27,32)/t18-,21-/m0/s1
InChI Key
HCUDQCNGONAVAR-RXVVDRJESA-N
SMILES
C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCC(=O)OCc1ccccc1
Source
ZINC000019891860

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 114.04 Å2 LogP 2.625
LogS -3.606 LogD 3.562


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.169
HIA 0.819 F20 % 0.95
F30 % 0.002 Caco-2 -5.048
MDCK -4.947


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 93.64
VD 0.503 Fu 1.256


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.531
CYP2A6 substrate 0.45 CYP2B6 substrate 0.568
CYP2C19 inhibitor 0.343 CYP2C19 substrate 0.863
CYP2C8 substrate 0.809 CYP2C9 inhibitor 0.059
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.311
CYP2D6 substrate 0.728 CYP2E1 substrate 0.274
CYP3A4 inhibitor 0.218 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.848 CL 7.158


Toxicity

Property Value Property Value
hERG Blockers 0.019 Hepatotoxicity 0.771
Mutagenicity 0.011 Rat Oral Acute Toxicity 0.48
FDAMDD 0.671 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.064


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.268 IGC50 3.572
LC50FM 1.257 LC50DM 4.211


Tox21 Pathway

Property Value Property Value
NR-AR 0.168 NR-AR-LBD 0.216
NR-AhR 0.006 NR-Aromatase 0.036
NR-ER 0.25 NR-ER-LBD 0.412
NR-PPAR-gamma 0.199 SR-ARE 0.246
SR-ATAD5 0.517 SR-HSE 0.193
SR-MMP 0.045 SR-p53 0.025


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