Compound information

Natural Products
ZC1038800
Molecular Formula
C19H26N2O5
Molecular Weight
362.184171932 g/mol
Structure
IUPAC Name
(2S,3R)-2-[[(2S)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-3-methyl-pentanoic acid
InChI
InChI=1S/C19H26N2O5/c1-3-13(2)16(18(23)24)20-17(22)15-10-7-11-21(15)19(25)26-12-14-8-5-4-6-9-14/h4-6,8-9,13,15-16H,3,7,10-12H2,1-2H3,(H,20,22)(H,23,24)/t13-,15+,16+/m1/s1
InChI Key
RGPFRWHTVUVNAT-KBMXLJTQSA-N
SMILES
CC[C@@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000005706817

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 95.94 Å2 LogP 2.746
LogS -3.751 LogD 1.45


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.001
HIA 0.893 F20 % 0.944
F30 % 0.535 Caco-2 -5.161
MDCK -4.929


Distribution

Property Value Property Value
BBB Penetration 0.024 PPB 66.124
VD 0.308 Fu 0.621


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.659
CYP2A6 substrate 0.62 CYP2B6 substrate 0.658
CYP2C19 inhibitor 0.072 CYP2C19 substrate 0.96
CYP2C8 substrate 0.789 CYP2C9 inhibitor 0.074
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.025
CYP2D6 substrate 0.863 CYP2E1 substrate 0.186
CYP3A4 inhibitor 0.018 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.819 CL 3.631


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.965
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.202
FDAMDD 0.237 Skin Sensitization 0.0
Carcinogenicity 0.01 Eye Corrosion 0.008
Eye Irritation 0.41 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.534 IGC50 2.236
LC50FM 2.409 LC50DM 4.068


Tox21 Pathway

Property Value Property Value
NR-AR 0.465 NR-AR-LBD 0.323
NR-AhR 0.005 NR-Aromatase 0.07
NR-ER 0.416 NR-ER-LBD 0.387
NR-PPAR-gamma 0.413 SR-ARE 0.061
SR-ATAD5 0.285 SR-HSE 0.103
SR-MMP 0.011 SR-p53 0.024


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Similar covalent drugs

No similar covalent drugs found for this compound.