Compound information

Natural Products
ZC1298787
Molecular Formula
C23H26N2O6
Molecular Weight
426.179086552 g/mol
Structure
IUPAC Name
benzyl (2R)-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-VQTJNVASSA-N
SMILES
O=C(N[C@@H](CO)C(=O)N1CCC[C@@H]1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000005706761

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 2.578
LogS -3.951 LogD 2.697


Absorption

Property Value Property Value
Pgp inhibitor 0.032 Pgp substrate 0.019
HIA 0.97 F20 % 0.881
F30 % 0.007 Caco-2 -4.916
MDCK -4.794


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 78.949
VD 1.223 Fu 0.991


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.158 CYP1A2 substrate 0.749
CYP2A6 substrate 0.611 CYP2B6 substrate 0.668
CYP2C19 inhibitor 0.742 CYP2C19 substrate 0.858
CYP2C8 substrate 0.834 CYP2C9 inhibitor 0.48
CYP2C9 substrate 0.967 CYP2D6 inhibitor 0.097
CYP2D6 substrate 0.891 CYP2E1 substrate 0.27
CYP3A4 inhibitor 0.079 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.77 CL 5.786


Toxicity

Property Value Property Value
hERG Blockers 0.013 Hepatotoxicity 0.819
Mutagenicity 0.061 Rat Oral Acute Toxicity 0.402
FDAMDD 0.587 Skin Sensitization 0.047
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.026


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.126 IGC50 3.528
LC50FM 2.887 LC50DM 5.755


Tox21 Pathway

Property Value Property Value
NR-AR 0.278 NR-AR-LBD 0.212
NR-AhR 0.004 NR-Aromatase 0.025
NR-ER 0.306 NR-ER-LBD 0.418
NR-PPAR-gamma 0.173 SR-ARE 0.229
SR-ATAD5 0.396 SR-HSE 0.185
SR-MMP 0.023 SR-p53 0.037


Similar covalent inhibitors

CI000827

Similarity Score: 0.58

CI000824

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CI000373

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CI000823

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CI000826

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CI000880

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CI000888

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CI000329

Similarity Score: 0.51

CI000344

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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.