Compound information

Natural Products
ZC1030945
Molecular Formula
C19H26N2O5
Molecular Weight
362.184171932 g/mol
Structure
IUPAC Name
(2R,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-VNQPRFMTSA-N
SMILES
CC[C@@H](C)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000005706819

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 2.826
LogS -3.718 LogD 1.513


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.002
HIA 0.935 F20 % 0.961
F30 % 0.615 Caco-2 -5.099
MDCK -5.554


Distribution

Property Value Property Value
BBB Penetration 0.03 PPB 64.035
VD 0.283 Fu 0.695


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.571
CYP2A6 substrate 0.553 CYP2B6 substrate 0.547
CYP2C19 inhibitor 0.084 CYP2C19 substrate 0.785
CYP2C8 substrate 0.614 CYP2C9 inhibitor 0.046
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.014
CYP2D6 substrate 0.756 CYP2E1 substrate 0.214
CYP3A4 inhibitor 0.016 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.856 CL 2.74


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.809
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.22
FDAMDD 0.173 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.341 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.047 IGC50 2.401
LC50FM 2.658 LC50DM 4.139


Tox21 Pathway

Property Value Property Value
NR-AR 0.508 NR-AR-LBD 0.355
NR-AhR 0.006 NR-Aromatase 0.04
NR-ER 0.439 NR-ER-LBD 0.376
NR-PPAR-gamma 0.451 SR-ARE 0.074
SR-ATAD5 0.272 SR-HSE 0.093
SR-MMP 0.01 SR-p53 0.029


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Similar covalent drugs

No similar covalent drugs found for this compound.