Compound information

Natural Products
ZC863928
Molecular Formula
C20H31N5O5
Molecular Weight
421.232519092 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C20H31N5O5/c1-13(2)11-16(25-20(29)30-12-14-7-4-3-5-8-14)17(26)24-15(18(27)28)9-6-10-23-19(21)22/h3-5,7-8,13,15-16H,6,9-12H2,1-2H3,(H,24,26)(H,25,29)(H,27,28)(H4,21,22,23)/t15-,16+/m0/s1
InChI Key
KFBDTHSSJMQGMW-JKSUJKDBSA-N
SMILES
CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
Source
ZINC000004027453

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 1
Heteroatom Count 10 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 166.63 Å2 LogP 1.03
LogS -2.628 LogD 0.531


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.895
HIA 0.01 F20 % 0.981
F30 % 0.002 Caco-2 -6.555
MDCK -5.797


Distribution

Property Value Property Value
BBB Penetration 0.952 PPB 52.917
VD 0.372 Fu 0.454


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.673
CYP2A6 substrate 0.268 CYP2B6 substrate 0.43
CYP2C19 inhibitor 0.085 CYP2C19 substrate 0.845
CYP2C8 substrate 0.674 CYP2C9 inhibitor 0.161
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.015
CYP2D6 substrate 0.421 CYP2E1 substrate 0.249
CYP3A4 inhibitor 0.015 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.786 CL 5.11


Toxicity

Property Value Property Value
hERG Blockers 0.669 Hepatotoxicity 0.044
Mutagenicity 0.015 Rat Oral Acute Toxicity 0.04
FDAMDD 0.105 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.069


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.38 IGC50 2.058
LC50FM 3.5 LC50DM 4.142


Tox21 Pathway

Property Value Property Value
NR-AR 0.324 NR-AR-LBD 0.35
NR-AhR 0.003 NR-Aromatase 0.025
NR-ER 0.39 NR-ER-LBD 0.367
NR-PPAR-gamma 0.497 SR-ARE 0.106
SR-ATAD5 0.323 SR-HSE 0.058
SR-MMP 0.009 SR-p53 0.029


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