Compound information

Natural Products
ZC1300382
Molecular Formula
C23H26N2O6
Molecular Weight
426.179086552 g/mol
Structure
IUPAC Name
benzyl (2S)-1-[(2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]pyrrolidine-2-carboxylate
InChI
InChI=1S/C23H26N2O6/c26-14-19(24-23(29)31-16-18-10-5-2-6-11-18)21(27)25-13-7-12-20(25)22(28)30-15-17-8-3-1-4-9-17/h1-6,8-11,19-20,26H,7,12-16H2,(H,24,29)/t19-,20-/m0/s1
InChI Key
BNRIKQJCFUGCTI-PMACEKPBSA-N
SMILES
O=C(N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000005706760

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 105.17 Å2 LogP 2.473
LogS -3.729 LogD 2.716


Absorption

Property Value Property Value
Pgp inhibitor 0.029 Pgp substrate 0.016
HIA 0.968 F20 % 0.979
F30 % 0.003 Caco-2 -4.956
MDCK -4.843


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 90.588
VD 1.004 Fu 1.137


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.083 CYP1A2 substrate 0.713
CYP2A6 substrate 0.633 CYP2B6 substrate 0.678
CYP2C19 inhibitor 0.263 CYP2C19 substrate 0.936
CYP2C8 substrate 0.869 CYP2C9 inhibitor 0.408
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.149
CYP2D6 substrate 0.956 CYP2E1 substrate 0.255
CYP3A4 inhibitor 0.131 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.661 CL 7.396


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.81
Mutagenicity 0.038 Rat Oral Acute Toxicity 0.443
FDAMDD 0.787 Skin Sensitization 0.004
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.003 Respiratory Toxicity 0.042


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.014 IGC50 3.406
LC50FM 2.493 LC50DM 5.721


Tox21 Pathway

Property Value Property Value
NR-AR 0.258 NR-AR-LBD 0.201
NR-AhR 0.006 NR-Aromatase 0.08
NR-ER 0.356 NR-ER-LBD 0.491
NR-PPAR-gamma 0.195 SR-ARE 0.241
SR-ATAD5 0.562 SR-HSE 0.273
SR-MMP 0.124 SR-p53 0.05


Similar covalent inhibitors

CI000827

Similarity Score: 0.58

CI000824

Similarity Score: 0.56

CI000373

Similarity Score: 0.55

CI000823

Similarity Score: 0.55

CI000826

Similarity Score: 0.54

CI000880

Similarity Score: 0.53

CI000888

Similarity Score: 0.53

CI000329

Similarity Score: 0.51

CI000344

Similarity Score: 0.51

CI005320

Similarity Score: 0.51

CI000671

Similarity Score: 0.51

CI000825

Similarity Score: 0.51

CI002606

Similarity Score: 0.51

CI003273

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.