Compound information

Natural Products
ZC243806
Molecular Formula
C19H27N5O5
Molecular Weight
405.201218964 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C19H27N5O5/c20-18(21)22-10-4-8-14(17(26)27)23-16(25)15-9-5-11-24(15)19(28)29-12-13-6-2-1-3-7-13/h1-3,6-7,14-15H,4-5,8-12H2,(H,23,25)(H,26,27)(H4,20,21,22)/t14-,15-/m0/s1
InChI Key
GURXTMUZBXIKPA-GJZGRUSLSA-N
SMILES
N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000014921026

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 157.84 Å2 LogP -0.616
LogS -2.681 LogD -0.471


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.976
HIA 0.009 F20 % 0.219
F30 % 0.0 Caco-2 -6.668
MDCK -5.918


Distribution

Property Value Property Value
BBB Penetration 0.021 PPB 55.239
VD 0.27 Fu 0.18


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.617
CYP2A6 substrate 0.486 CYP2B6 substrate 0.562
CYP2C19 inhibitor 0.123 CYP2C19 substrate 0.919
CYP2C8 substrate 0.687 CYP2C9 inhibitor 0.122
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.032
CYP2D6 substrate 0.814 CYP2E1 substrate 0.209
CYP3A4 inhibitor 0.013 CYP3A4 substrate 0.98


Excretion

Property Value Property Value
T1/2 0.803 CL 3.727


Toxicity

Property Value Property Value
hERG Blockers 0.375 Hepatotoxicity 0.138
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.086
FDAMDD 0.317 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.238


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.813 IGC50 1.641
LC50FM 0.438 LC50DM -0.44


Tox21 Pathway

Property Value Property Value
NR-AR 0.491 NR-AR-LBD 0.323
NR-AhR 0.006 NR-Aromatase 0.025
NR-ER 0.38 NR-ER-LBD 0.401
NR-PPAR-gamma 0.488 SR-ARE 0.056
SR-ATAD5 0.327 SR-HSE 0.138
SR-MMP 0.008 SR-p53 0.024


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