Compound information

Natural Products
ZC243947
Molecular Formula
C19H27N5O5
Molecular Weight
405.201218964 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-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-LSDHHAIUSA-N
SMILES
N=C(N)NCCC[C@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000036528449

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 -0.474
LogS -2.45 LogD -0.445


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.938
HIA 0.021 F20 % 0.448
F30 % 0.004 Caco-2 -6.557
MDCK -5.892


Distribution

Property Value Property Value
BBB Penetration 0.698 PPB 47.524
VD 0.301 Fu 0.161


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.6
CYP2A6 substrate 0.354 CYP2B6 substrate 0.48
CYP2C19 inhibitor 0.103 CYP2C19 substrate 0.783
CYP2C8 substrate 0.576 CYP2C9 inhibitor 0.148
CYP2C9 substrate 0.994 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.635 CYP2E1 substrate 0.232
CYP3A4 inhibitor 0.017 CYP3A4 substrate 0.954


Excretion

Property Value Property Value
T1/2 0.835 CL 4.083


Toxicity

Property Value Property Value
hERG Blockers 0.108 Hepatotoxicity 0.101
Mutagenicity 0.03 Rat Oral Acute Toxicity 0.087
FDAMDD 0.197 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.238


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.171 IGC50 1.771
LC50FM 0.264 LC50DM -0.694


Tox21 Pathway

Property Value Property Value
NR-AR 0.515 NR-AR-LBD 0.395
NR-AhR 0.006 NR-Aromatase 0.019
NR-ER 0.418 NR-ER-LBD 0.367
NR-PPAR-gamma 0.391 SR-ARE 0.051
SR-ATAD5 0.288 SR-HSE 0.063
SR-MMP 0.008 SR-p53 0.031


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