Compound information

Natural Products
ZC2730064
Molecular Formula
C29H30N2O5
Molecular Weight
486.21547206 g/mol
Structure
IUPAC Name
benzyl (2S)-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-UIOOFZCWSA-N
SMILES
O=C(OCc1ccccc1)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000025693608

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 4.934
LogS -6.779 LogD 4.888


Absorption

Property Value Property Value
Pgp inhibitor 0.039 Pgp substrate 0.03
HIA 0.964 F20 % 0.974
F30 % 0.01 Caco-2 -4.583
MDCK -4.579


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 97.919
VD 1.129 Fu 2.069


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.172 CYP1A2 substrate 0.675
CYP2A6 substrate 0.386 CYP2B6 substrate 0.596
CYP2C19 inhibitor 0.868 CYP2C19 substrate 0.924
CYP2C8 substrate 0.865 CYP2C9 inhibitor 0.719
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.085
CYP2D6 substrate 0.893 CYP2E1 substrate 0.219
CYP3A4 inhibitor 0.639 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.486 CL 5.511


Toxicity

Property Value Property Value
hERG Blockers 0.41 Hepatotoxicity 0.841
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.722
FDAMDD 0.918 Skin Sensitization 0.01
Carcinogenicity 0.018 Eye Corrosion 0.005
Eye Irritation 0.009 Respiratory Toxicity 0.053


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.005 IGC50 4.893
LC50FM 2.107 LC50DM 4.696


Tox21 Pathway

Property Value Property Value
NR-AR 0.351 NR-AR-LBD 0.17
NR-AhR 0.025 NR-Aromatase 0.205
NR-ER 0.433 NR-ER-LBD 0.529
NR-PPAR-gamma 0.303 SR-ARE 0.396
SR-ATAD5 0.509 SR-HSE 0.508
SR-MMP 0.837 SR-p53 0.067


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.