Compound information

Natural Products
ZC2609967
Molecular Formula
C22H22NO4P
Molecular Weight
395.128644814 g/mol
Structure
IUPAC Name
[(1R)-1-(benzyloxycarbonylamino)-2-phenyl-ethyl]-phenyl-phosphinic acid
InChI
InChI=1S/C22H22NO4P/c24-22(27-17-19-12-6-2-7-13-19)23-21(16-18-10-4-1-5-11-18)28(25,26)20-14-8-3-9-15-20/h1-15,21H,16-17H2,(H,23,24)(H,25,26)/t21-/m1/s1
InChI Key
CCFLCVNTJITMRL-OAQYLSRUSA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)[P@](=O)(O)c1ccccc1)OCc1ccccc1
Source
ZINC000001643458

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 3.012
LogS -3.784 LogD 3.046


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.007
HIA 0.966 F20 % 0.882
F30 % 0.036 Caco-2 -4.784
MDCK -4.723


Distribution

Property Value Property Value
BBB Penetration 0.302 PPB 98.189
VD 1.043 Fu 1.42


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.283 CYP1A2 substrate 0.674
CYP2A6 substrate 0.61 CYP2B6 substrate 0.727
CYP2C19 inhibitor 0.882 CYP2C19 substrate 0.72
CYP2C8 substrate 0.74 CYP2C9 inhibitor 0.826
CYP2C9 substrate 0.277 CYP2D6 inhibitor 0.052
CYP2D6 substrate 0.851 CYP2E1 substrate 0.846
CYP3A4 inhibitor 0.221 CYP3A4 substrate 0.993


Excretion

Property Value Property Value
T1/2 0.769 CL 0.999


Toxicity

Property Value Property Value
hERG Blockers 0.078 Hepatotoxicity 0.999
Mutagenicity 0.05 Rat Oral Acute Toxicity 0.388
FDAMDD 0.869 Skin Sensitization 0.836
Carcinogenicity 0.759 Eye Corrosion 0.016
Eye Irritation 0.802 Respiratory Toxicity 0.436


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.885 IGC50 4.195
LC50FM 3.65 LC50DM 6.027


Tox21 Pathway

Property Value Property Value
NR-AR 0.409 NR-AR-LBD 0.278
NR-AhR 0.015 NR-Aromatase 0.028
NR-ER 0.357 NR-ER-LBD 0.341
NR-PPAR-gamma 0.237 SR-ARE 0.01
SR-ATAD5 0.315 SR-HSE 0.003
SR-MMP 0.005 SR-p53 0.032


Similar covalent inhibitors

CI002645

Similarity Score: 0.56

CI002656

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CI002992

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CI003332

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CI003014

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CI003032

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CI002658

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CI002986

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CI002993

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CI002994

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CI002996

Similarity Score: 0.52

CI003000

Similarity Score: 0.52

CI003040

Similarity Score: 0.52

CI003002

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.