Compound information

Natural Products
ZC1294117
Molecular Formula
C23H26N2O6
Molecular Weight
426.179086552 g/mol
Structure
IUPAC Name
benzyl (2S)-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-UXHICEINSA-N
SMILES
O=C(N[C@H](CO)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000005706758

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 2.734
LogS -3.93 LogD 2.776


Absorption

Property Value Property Value
Pgp inhibitor 0.049 Pgp substrate 0.01
HIA 0.971 F20 % 0.914
F30 % 0.001 Caco-2 -5.261
MDCK -4.879


Distribution

Property Value Property Value
BBB Penetration 0.007 PPB 82.256
VD 0.947 Fu 1.044


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.058 CYP1A2 substrate 0.718
CYP2A6 substrate 0.536 CYP2B6 substrate 0.641
CYP2C19 inhibitor 0.857 CYP2C19 substrate 0.845
CYP2C8 substrate 0.815 CYP2C9 inhibitor 0.55
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.04
CYP2D6 substrate 0.88 CYP2E1 substrate 0.292
CYP3A4 inhibitor 0.242 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.711 CL 6.369


Toxicity

Property Value Property Value
hERG Blockers 0.019 Hepatotoxicity 0.837
Mutagenicity 0.042 Rat Oral Acute Toxicity 0.429
FDAMDD 0.658 Skin Sensitization 0.011
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.003 Respiratory Toxicity 0.057


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.473 IGC50 3.375
LC50FM 2.577 LC50DM 4.618


Tox21 Pathway

Property Value Property Value
NR-AR 0.297 NR-AR-LBD 0.212
NR-AhR 0.006 NR-Aromatase 0.031
NR-ER 0.342 NR-ER-LBD 0.425
NR-PPAR-gamma 0.203 SR-ARE 0.409
SR-ATAD5 0.36 SR-HSE 0.197
SR-MMP 0.068 SR-p53 0.048


Similar covalent inhibitors

CI000827

Similarity Score: 0.58

CI000824

Similarity Score: 0.56

CI000373

Similarity Score: 0.55

CI000823

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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.