Compound information

Natural Products
ZC1297236
Molecular Formula
C23H26N2O6
Molecular Weight
426.179086552 g/mol
Structure
IUPAC Name
benzyl (2R)-1-[(2R)-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-/m1/s1
InChI Key
BNRIKQJCFUGCTI-WOJBJXKFSA-N
SMILES
O=C(N[C@H](CO)C(=O)N1CCC[C@@H]1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000005706759

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 2.796
LogS -4.19 LogD 2.768


Absorption

Property Value Property Value
Pgp inhibitor 0.053 Pgp substrate 0.01
HIA 0.97 F20 % 0.75
F30 % 0.002 Caco-2 -5.282
MDCK -4.839


Distribution

Property Value Property Value
BBB Penetration 0.02 PPB 69.576
VD 1.097 Fu 1.023


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.214 CYP1A2 substrate 0.645
CYP2A6 substrate 0.583 CYP2B6 substrate 0.654
CYP2C19 inhibitor 0.906 CYP2C19 substrate 0.71
CYP2C8 substrate 0.76 CYP2C9 inhibitor 0.787
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.022
CYP2D6 substrate 0.726 CYP2E1 substrate 0.443
CYP3A4 inhibitor 0.283 CYP3A4 substrate 0.988


Excretion

Property Value Property Value
T1/2 0.783 CL 4.888


Toxicity

Property Value Property Value
hERG Blockers 0.036 Hepatotoxicity 0.855
Mutagenicity 0.081 Rat Oral Acute Toxicity 0.363
FDAMDD 0.383 Skin Sensitization 0.088
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.001 Respiratory Toxicity 0.027


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.593 IGC50 3.498
LC50FM 2.93 LC50DM 5.058


Tox21 Pathway

Property Value Property Value
NR-AR 0.315 NR-AR-LBD 0.264
NR-AhR 0.004 NR-Aromatase 0.027
NR-ER 0.323 NR-ER-LBD 0.384
NR-PPAR-gamma 0.181 SR-ARE 0.444
SR-ATAD5 0.297 SR-HSE 0.15
SR-MMP 0.021 SR-p53 0.064


Similar covalent inhibitors

CI000827

Similarity Score: 0.58

CI000824

Similarity Score: 0.56

CI000373

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CI000823

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CI000826

Similarity Score: 0.54

CI000880

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CI000888

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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.