Compound information

Natural Products
ZC2727840
Molecular Formula
C29H30N2O5
Molecular Weight
486.21547206 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[[(1S)-1-benzyl-2-benzyloxy-2-oxo-ethyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C29H30N2O5/c32-27(26-17-10-18-31(26)29(34)36-21-24-15-8-3-9-16-24)30-25(19-22-11-4-1-5-12-22)28(33)35-20-23-13-6-2-7-14-23/h1-9,11-16,25-26H,10,17-21H2,(H,30,32)/t25-,26+/m0/s1
InChI Key
UNLFUNMHNNKFCF-IZZNHLLZSA-N
SMILES
O=C(OCc1ccccc1)[C@H](Cc1ccccc1)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000025693613

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 4
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 4.97
LogS -6.86 LogD 4.863


Absorption

Property Value Property Value
Pgp inhibitor 0.042 Pgp substrate 0.017
HIA 0.963 F20 % 0.961
F30 % 0.029 Caco-2 -4.675
MDCK -4.503


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 95.035
VD 1.475 Fu 1.848


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.121 CYP1A2 substrate 0.643
CYP2A6 substrate 0.386 CYP2B6 substrate 0.606
CYP2C19 inhibitor 0.945 CYP2C19 substrate 0.823
CYP2C8 substrate 0.807 CYP2C9 inhibitor 0.805
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.06
CYP2D6 substrate 0.76 CYP2E1 substrate 0.315
CYP3A4 inhibitor 0.908 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.532 CL 4.943


Toxicity

Property Value Property Value
hERG Blockers 0.811 Hepatotoxicity 0.928
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.743
FDAMDD 0.805 Skin Sensitization 0.016
Carcinogenicity 0.014 Eye Corrosion 0.004
Eye Irritation 0.005 Respiratory Toxicity 0.059


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.711 IGC50 4.649
LC50FM 2.32 LC50DM 4.223


Tox21 Pathway

Property Value Property Value
NR-AR 0.371 NR-AR-LBD 0.199
NR-AhR 0.019 NR-Aromatase 0.039
NR-ER 0.323 NR-ER-LBD 0.43
NR-PPAR-gamma 0.249 SR-ARE 0.345
SR-ATAD5 0.359 SR-HSE 0.29
SR-MMP 0.424 SR-p53 0.056


Similar covalent inhibitors

CI000073

Similarity Score: 0.57

CI008156

Similarity Score: 0.56

CI001055

Similarity Score: 0.55

CI001672

Similarity Score: 0.55

CI000827

Similarity Score: 0.54

CI000373

Similarity Score: 0.52

CI005320

Similarity Score: 0.52

CI000824

Similarity Score: 0.52

CI008157

Similarity Score: 0.51

CI000823

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.